CN112674345A - Cyclodextrin additive and preparation method and application thereof - Google Patents

Cyclodextrin additive and preparation method and application thereof Download PDF

Info

Publication number
CN112674345A
CN112674345A CN201910989982.4A CN201910989982A CN112674345A CN 112674345 A CN112674345 A CN 112674345A CN 201910989982 A CN201910989982 A CN 201910989982A CN 112674345 A CN112674345 A CN 112674345A
Authority
CN
China
Prior art keywords
cyclodextrin
additive
antioxidant
solution
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201910989982.4A
Other languages
Chinese (zh)
Inventor
施雄伟
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ningbo Hekang Biomedical Technology Co ltd
Original Assignee
Ningbo Hekang Biomedical Technology Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ningbo Hekang Biomedical Technology Co ltd filed Critical Ningbo Hekang Biomedical Technology Co ltd
Priority to CN201910989982.4A priority Critical patent/CN112674345A/en
Publication of CN112674345A publication Critical patent/CN112674345A/en
Pending legal-status Critical Current

Links

Images

Abstract

The invention relates to a cyclodextrin additive with the functions of filtering carcinogens, resisting oxidation and delaying release, which comprises the following raw materials in parts by weight: cyclodextrin compounds, antioxidant components, bioactive components and solvents; the cyclodextrin has the function of adsorbing and filtering carcinogenic harmful substances after being dissolved in the solvent; the antioxidant component is enveloped or adsorbed by cyclodextrin compound, and maintains the synergistic antioxidant function; the bioactive substance encapsulated by cyclodextrin compound can be released slowly. Compared with the prior art, the cyclodextrin additive disclosed by the invention can obviously reduce harmful carcinogens (80-90%) in mainstream smoke and harmful components in food storage and absorption processes, prevent and reduce damages to oral cavities, respiratory tracts and lungs of consumers in the consumption process, can keep the original specific active substances unaffected by a filtering system or/and slowly release newly added active substances, and simultaneously meets the requirements of the consumers on reducing health hazards and improving the quality and functions of products.

Description

Cyclodextrin additive and preparation method and application thereof
Technical Field
The invention relates to the technical field of tobacco and food additives, in particular to a cyclodextrin additive with a carcinogen filtering function, an antioxidant function and a slow-release function, and a preparation method and application thereof.
Background
Smoking is harmful to health, 11 hundred million smokers exist in the world, and the number of deaths caused by smoking is up to 600 thousands every year, which exceeds the sum of deaths caused by AIDS, tuberculosis and malaria. The diseases caused by smoking include lung cancer, oral cancer, laryngeal cancer, esophageal cancer, heart disease, tracheitis, emphysema and the like which are difficult to cure, wherein nearly 70-80% of lung cancer deaths are caused by smoking. According to investigation, nearly 3.5 hundred million of smoking people in China and about 7.4 hundred million of non-smoking people suffer from the harm of second-hand smoke; the number of deaths caused by smoking-related diseases exceeds 100 million every year, if the smoking circulation condition is not controlled, and the number of deaths per year is 300 million after 2050, which becomes the overwhelming burden for the life health of people and the development of social economy.
The smoke released upon combustion of tobacco contains about 7000 known chemicals and approximately 10000 compounds which are not accurately detected, including approximately 0.2% (about 60) carcinogens and suspected carcinogens. The 7 classes of substances blacklisted by IRAC (International cancer research Association) include polycyclic aromatic hydrocarbons, heterocyclic aromatic hydrocarbons, N-nitrosamines, aromatic amines, aldehydes, miscellaneous organic substances such as acrylonitrile and inorganic substances. In addition, the compound which causes various hazards to the human health, such as cyanohydric acid, carbon monoxide, heavy metal and the like.
Besides a large amount of carcinogens and carcinogens, free radicals in cigarette smoke have great harm to human health. The smoke of each cigarette contains 1016The cigarette tar contains high-concentration free radical compounds, including solid-phase free radicals with relatively long half-life period, quinones and semiquinones, polycyclic aromatic hydrocarbon free radicals and their induced active oxides such as superoxide anion (O)2 -) Hydrogen peroxide (H)2O2) Hydroxyl radical (. OH), singlet oxygen (1O)2) And lipid peroxidation radicals (ROO. cndot.), and also gas-phase radicals having a relatively short half-life, such as alkoxy radicals (RO. cndot.), alkyl radicals (R. cndot.), nitroxide radicals, and the like.
In recent years, the health hazards of betel nuts have received much attention, and residents in india, pakistan, bangladesh, indonesia, malaysia, philippines, taiwan and many provinces in south china have a custom to chew betel nuts and/or tobacco for long periods of time. As early as 2003, Areca catechu has been identified as a primary carcinogen by the International center for cancer research under the world health organization. Chewing betel nut can raise the risk of oral cancer by 8.4-9.9 times, the arecoline and arecoline in the betel nut have potential carcinogenicity, the flower and vine of betel nut contain carcinogenic substances, and various active ingredients and metabolites in the betel nut have cytotoxicity, genetic toxicity and even direct carcinogenicity, and these substances include betel nut alkaloid, betel nut tannin, betel nut specific nitrosamine and free radical and its induced active oxygen, etc. The cytotoxic substances react with the oral mucosa, and can cause fibrosis of the oral mucosa and leukoplakia symptoms, and the symptoms are clinically manifested as difficult mouth opening, numb feeling, ulcer and white spots, and are all oral precancerous lesions. Besides betel nut, chewing tobacco also causes oral mucosa fibrosis and leukoplakia symptoms, and finally develops into oral cancer and throat cancer. Indian 70% of patients with oral and throat cancer are associated with chewing areca catechu and tobacco. In addition, chewing betel nut and chewing tobacco simultaneously increases the risk of oral cancer for smokers and drinkers. There is little literature reporting on how to remove carcinogens such as nitrosamine compounds and free radicals and active oxides induced thereby from betel nut and tobacco when chewing betel nut.
The harmful components of tobacco and betel nut products to human bodies mainly comprise two types, one is a polar harmful substance in smoke, such as total particulate matter, tar, tobacco alkaloid, amine compounds, phenolic compounds, nitrosamine compounds and the like, and the other is a free radical capable of inducing canceration, and the free radical is a highly active oxidant and can destroy the double helix structure of DNA to cause chromosome mutation and carcinogenesis. Therefore, the removal of the two harmful substances can reduce the harm of the tobacco products and the betel nut products to human bodies.
Carcinogenic, carcinogenic and other harmful substances in the smoke that pose a health hazard and substances that reduce the quality of tobacco include:
aromatic amine compounds: in addition to ammonia, aromatic amines such as 1-aminonaphthalene, 2-aminonaphthalene, 3-aminobiphenyl, 4-aminobiphenyl, o-anisidine, and the like are found in mainstream smoke. In animal experiments, o-toluidine has been found to be carcinogenic to organs and aniline to skin. The volatile amine compounds with low molecular weight contribute to irritation and foreign flavor, and have negative effects on the quality of cigarettes.
Phenolic compounds: mainstream smoke contains phenolic compounds: more than ten phenolic compounds such as phenol, o-cresol, m-cresol, p-cresol, catechol, resorcinol, hydroquinone, methylphenol, dimethylphenol, methoxyphenol and catechol. It has strong irritation to skin and respiratory mucosa. Catechol in the smoke condensate has auxiliary cancer promotion effect. Certain phenolics may affect mouthfeel, causing astringency, pungency, and an unclean aftertaste.
Tobacco specific nitrosamine compounds (TSNAs): nitrosamines (R2N-NO) are strong carcinogens, one of the most important chemical carcinogens, present in food, cosmetics, beer and cigarettes. Investigation has shown that some cancers, such as gastric cancer, esophageal cancer, liver cancer, colon cancer, bladder cancer, etc., may be related to nitrosamine. Tobacco-specific nitrosamines [ TSNAs ]]Including 13 nitrosamines such as dimethyl nitrosamine [ NDMA ], N-nitrosopyrrole [ NPYR ], N-nitrosonornicotine [ NNN ], N-nitrosoneonicotine [ NAT ], 4- (N-methyl-N-nitrosamine) -1- (3-pyridyl) -1-butanone (nitrosamine ketone for short) [ NNK ], etc. in the smoke. None of the animals tested were resistant to nitrosamine non-carcinogenesis, and not only were small doses available for long periods of time to cause carcinogenesis in animals or humans, but also a high dose "shock" could cause carcinogenesis. Numerous animal experiments have shown that nitrosamines can trigger tumors in the offspring of animals via placenta and milk. It is currently believed that TSNAs will cause lung cancer, particularly NNK and NNN. Initial dental studies have shown that NNK, whether fed or injected, can cause lung tumors and lung cancer. NNK can methylate DNA in human tissue to generate O during metabolism6Methylguanine, a chemical injury to the cellular genetic code, is potentially carcinogenic. NNN is also a component that can cause a number of carcinogenic risks. NNAL is a strong pancreatic carcinogen in the rat trial, but also causes lung adenocarcinoma in the dental. The exposure to TSANs was 17 mg per day for smokers who smoked a pack of cigarettes. NNK is the strongest carcinogen in known TSNAs and is the main sign of cigarette carcinogenesis.
Polycyclic aromatic hydrocarbons include benzopyrene [ BaP ]: 616 polycyclic aromatic hydrocarbons, 448 alkyl substitutions, 168 non-alkyl substitutions and heterocycles have been identified in mainstream smoke. Among them, benzopyrene (also called 3, 4-benzopyrene) is a typical representative. 3, 4-benzopyrene is a high-activity compound, and exists in main stream smoke and side stream smoke: BaP is considered to be a highly active carcinogen, but is not a direct carcinogen and must be activated by mixed-function oxidases in cell μ L mitochondria to become carcinogenic. Animal experiments in many countries have demonstrated that BaP is carcinogenic, teratogenic, mutagenic.
At present, researches on how to remove free radicals and active oxides induced by the free radicals in smoke are not many, and reports on carcinogens, free radicals and active oxides induced by the free radicals of chewing products such as areca and chewing tobacco are less. It is reported previously that natural antioxidants such as carotene, astaxanthin, amino acids, proteins, etc., biological enzyme free radical scavenger, trace elements, natural minerals, etc. are added to filter materials (cellulose acetate, etc.), tobacco raw materials (tobacco leaves, tobacco shreds, etc.), tobacco products and tobacco products to reduce the harm of free radicals in smoke to human body. However, the addition method is that the components are mixed with the tobacco product or/and the betel nut product through a simple machine, so that the problems of easy volatilization and difficult stability exist, and the removal effect of free radicals, particularly free radicals generated in the combustion smoking process, is poor.
In addition, while filtering out harmful substances, the flavor substances and other active substances (such as nicotine) required by smokers are also filtered out, and the aroma and flavor of tobacco are affected. Most aroma/flavor compounds have relatively low boiling points and are therefore highly volatile, and the aroma/flavor of tobacco products cannot be constantly released during smoking, because these flavor substances are easily exploded at the beginning of smoking and then disappear rapidly, which seriously affects the taste of consumers' smoking. The same balance problem of removing harmful substances and retaining flavor exists in the betel nut products.
In summary, no additive which can remove most harmful ingredients in tobacco products or/and betel nut products and maintain the flavor and aroma of the tobacco products or/and betel nut products exists in the market at present.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provide a cyclodextrin additive which has the functions of adsorbing and filtering carcinogens, coordinating antioxidant function and slowly releasing bioactive substances, and a preparation method and application thereof.
The purpose of the invention can be realized by the following technical scheme:
a cyclodextrin additive with functions of filtering carcinogens, resisting oxidation and slowly releasing comprises the following raw materials in parts by weight:
0-100 parts of cyclodextrin compound, 0-100 parts of antioxidant component, 0-100 parts of bioactive component and 0-100 parts of solvent; but the cyclodextrin-like component is not 0.
Wherein the cyclodextrin compound is dissolved in the solvent, and the antioxidant component and the bioactive component are both enveloped or adsorbed by the cyclodextrin compound.
Preferably, 100 parts of cyclodextrin compound, 1-20 parts of antioxidant component, 1-20 parts of bioactive component and 50-200 parts of solvent.
The invention adopts cyclodextrin compounds as carriers, and the molecular three-dimensional structure is as follows:
Figure BDA0002237933370000041
cyclodextrin compounds are a general term for a series of cyclic oligosaccharides produced by amylose under the action of cyclodextrin glucosyltransferase, and generally contain 6 to 12D-glucopyranose units. Among them, the molecules containing 6, 7, 8 glucose units, called α -, β -, γ -cyclodextrins, respectively, have been the most studied and of great practical importance. Since the glycosidic bond connecting the glucose units cannot rotate freely, cyclodextrins are not cylindrical molecules but rather have a slightly tapered, hollow, cylindrical, three-dimensional ring structure. In the hollow structure, the outer upper end (larger open end) is composed of secondary hydroxyl groups of C2 and C3, and the lower end (smaller open end) is composed of primary hydroxyl groups of C6, and thus has extremely high hydrophilicity. According to the principle of similarity and compatibility, the polyhydroxy hydrophilic character of cyclodextrin can be used to adsorb polar target compounds such as polar carcinogenic compounds and polar carcinogenic compounds in smoke and polar compounds that adversely affect flavor and taste, together with hydrogen bonding, polarity and van der waals forces.
Meanwhile, various organic compounds can be embedded into the hydrophobic cavity of the cyclodextrin compound to form an inclusion compound, and the physical and chemical properties of the inclusion compound are changed. The selective enveloping action is known as molecular recognition, and thus forms a host-guest enveloping substance, according to van der waals force, hydrophobic interaction force, matching action between host-guest molecules and the like to form an inclusion compound and a molecular assembly system with a plurality of organic and inorganic molecules. Cyclodextrin can improve the solubility of related compounds and other bioactive substances in a synergistic antioxidant system, can also keep the slow release of various flavor substances and other bioactive substances, and achieves multiple purposes through the enveloping effect of cyclodextrin. Therefore, the antioxidant component and the bioactive component are enveloped or adsorbed in the hydrophobic cavity of the cyclodextrin compound, the volatilization of the components is reduced, the slow release is realized, the antioxidant component can stably exist, and slowly release to react with carcinogens such as free radicals and active oxides, the solubility of the antioxidant component is improved, and the antioxidant component can play a lasting role; in addition, nicotine and various flavor substances are slowly released in the whole smoking process, so that the problem that substances such as nicotine in main stream smoke are reduced due to the addition of cyclodextrin compound adsorbents is solved, and active substances such as nicotine coated by cyclodextrin are slowly released, so that the whole smoking process is kept relatively constant and balanced in flavor.
Preferably, the cyclodextrin compound comprises one or more of alpha-cyclodextrin, beta-cyclodextrin, gamma-cyclodextrin or derivatives of the cyclodextrin.
More preferably, the cyclodextrin compound comprises one or more of alpha-cyclodextrin, beta-cyclodextrin or gamma-cyclodextrin.
The concentration of the cyclodextrin compound in the solvent is 0 to 60%, but is not 0, preferably 5 to 50%, and more preferably 10 to 40%.
Wherein the antioxidant component comprises a reducing agent and a reduction adjuvant; the reducing agent comprises reduced glutathione, cysteine compound and selenocysteine, wherein the cysteine compound comprises one or a mixture of L-cysteine or acetylcysteine.
The ratio of the reducing agent to the cyclodextrin compound is 0.0-50.0mg/g, but not 0.
Preferably, the reduction aid comprises one or a mixture of both of superoxide dismutase (SOD) or reducing coenzyme ii (NADPH).
The ratio of the reduction auxiliary to the cyclodextrin compound is 0.0-50.0mg/g, but not 0.
Wherein the reduction auxiliary agent comprises one or more of vitamin A, vitamin C, zinc gluconate, iron gluconate or manganese gluconate.
The antioxidant component also includes a free radical quencher.
The ratio of the free radical quencher to the cyclodextrin compound is 0.0-50.0mg/g but not 0.
Wherein the free radical quencher comprises vitamin E, coenzyme Q10, carotene, lycopene, lutein, astaxanthin, catechins or grape seed extract.
Preferably, the ratio of the reduced glutathione, the cysteine compound, the selenocysteine and the reduction auxiliary agent to the cyclodextrin compound is 0.0-50mg/g but not 0.
In order to improve the antioxidant effect, the invention provides a synergistic antioxidant system, and the 'antioxidant' in the prior art refers to the anti-free radical and the induced active oxide thereof, namely the active oxide which eliminates the free radical and the induced active oxide thereof. Wherein, glutathione, cysteine and selenocysteine in the reducing agent of the invention act synergistically and cooperate with each other: free radicals and active oxides induced by the free radicals in smoke, tar and other chewing foods react with reduced glutathione (G-SH) and SH groups in cysteine compounds to be eliminated, the SH groups are oxidized into oxidized glutathione and cysteine compounds (S-S disulfide bonds) by the free radicals and the active oxides, the oxidized glutathione and the cysteine compounds are reduced back to the original glutathione and cysteine compounds by a reduction auxiliary agent (such as vitamin C) under the action of a cofactor selenocysteine, and the synergistic antioxidant system can repeatedly and circularly eliminate the free radicals and the active oxides induced by the free radicals until the reducing agent auxiliary agent vitamin C is completely consumed, so that the components play a synergistic role. The reducing agent and the reducing auxiliary agent which are coated by the cyclodextrin are the options for keeping the synergistic antioxidant system to operate durably and efficiently.
Further, since tar and its free radicals are water soluble, the free radicals and their induced reactive oxides will be H2The oxygen of the O molecule is reduced to superoxide and then is diverged to H by SOD (superoxide dismutase)2O2And further reduced to H by a reducing agent such as reduced glutathione2O, further contributing to elimination of tar and its free radicals.
Inside the cell, the whole reduction cycle process is maintained by glutathione reductase consuming NADPH as the source of reducing equivalents, therefore, the addition of reduced coenzyme II (NADPH) can play the role of hydrogen carrier and improve the reduction effect.
The bioactive component comprises one or more of nicotine, nicotine salt, arecoline salt, caffeine salt, theobromine salt, cannabidiol, theanine, taurine, salvianic acid A or flavonoid; the ratio of the above bioactive components to the cyclodextrin compound is 0.0-5.0mg/g, but not 0.
Preferably, the acid salified with said nicotine, arecoline, caffeine and theobromine is an edible inorganic acid or an edible organic acid; wherein the acid is preferably pyrophosphoric acid, benzoic acid, salicylic acid, lactic acid, levulinic acid, sorbic acid, fructonic acid, tartaric acid, citric acid or malic acid.
Preferably, the bioactive component further comprises a flavor and fragrance component, wherein the flavor and fragrance component is preferably one or a combination of menthol, peppermint essential oil, a cooling agent WS-3, a cooling agent WS-5, a cooling agent WS-23, vanillin and derivatives thereof, coumarin and derivatives thereof or maltol and derivatives thereof; wherein the ratio of the essence and flavor components to the cyclodextrin compounds is 0.0-50.0 mg/g.
More preferably, the solvent is selected from H2O, ethanol, acetone, propanol, propylene glycol, glycerol, polyethylene glycol 200-.
More preferably, the solvent is selected from one or more of water, propylene glycol or glycerol.
Preferably, the cyclodextrin additive is in the form of a liquid solution, e-liquid, suspension, gel, solid powder, liposome, nanosphere, solid microcapsule, liquid capsule, chewable agent or a super absorbent mixture; preferably a liquid solution, suspension or solid powder.
Depending on the final product morphology, the cyclodextrin additive of the invention has three preparation methods:
the method comprises the following steps: the cyclodextrin additive product is in liquid state, and the preparation method comprises the following steps:
weighing cyclodextrin compounds, and dissolving the cyclodextrin compounds in a solvent to obtain a cyclodextrin solution;
weighing antioxidant components, and dissolving the antioxidant components in a solvent to obtain an antioxidant solution;
weighing bioactive components, and dissolving in a solvent to obtain an active substance solution;
mixing the cyclodextrin solution, antioxidant solution and active substance solution in N2Stirring at 40-50 deg.C under protection, sealing and protecting from light, and cooling to room temperature to obtain cyclodextrin additive liquid; wherein the solvent is water, propylene glycol, glycerol or butanediol.
The second method comprises the following steps: the cyclodextrin additive product is solid powder, and the preparation method comprises the following steps:
weighing cyclodextrin compounds, and dissolving in ethanol or acetone to obtain cyclodextrin solution;
weighing antioxidant components, and dissolving in ethanol or acetone to obtain antioxidant solution;
weighing bioactive components, and dissolving in ethanol or acetone to obtain active substance solution;
mixing the cyclodextrin solution, antioxidant solution and active substance solution in N2Sequentially carrying out ultrasonic vibration treatment, refluxing and solvent removal under the conditions of protection, sealing and light shielding, cooling the obtained solid to room temperature, drying, and crushing into powder to obtain cyclodextrin additive solid powder;
wherein the solvent is ethanol or acetone or a mixture of the ethanol and the acetone.
The third method comprises the following steps: the cyclodextrin additive product is a cyclodextrin additive suspension, and the antioxidant component comprises a reducing agent, a reduction auxiliary agent and a free radical quencher;
the preparation method comprises the following steps:
weighing cyclodextrin compounds, dissolving in water, adding free radical quencher, ultrasonic vibrating, and stirring at 20-30 deg.C to obtain cyclodextrin suspension;
weighing antioxidant components, dissolving in the cyclodextrin suspension, ultrasonically oscillating, and stirring at 20-30 deg.C to obtain antioxidant solution containing free radical quencher;
weighing bioactive components, adding into the antioxidant solution, and dissolving in N2Carrying out ultrasonic oscillation treatment and stirring treatment under the conditions of protection, sealing and light shielding; the resulting mixed liquid was cooled to room temperature to obtain a cyclodextrin additive suspension.
The invention also provides application of the cyclodextrin additive with the functions of filtering carcinogens, resisting oxidation and slowly releasing, wherein the cyclodextrin additive is used in a smoke filter, a cigarette raw material, a tobacco product, electronic cigarette tobacco tar or betel nut product; wherein, the mass ratio of the dosage of the cyclodextrin additive to the material used by the cyclodextrin additive is 1-100%, preferably 2.5-80%, and more preferably 5-50%.
The specific application method comprises the following steps:
the liquid cyclodextrin additive is added to a filter element filtering material, a tobacco raw material, a tobacco product, electronic cigarette tobacco tar or a betel nut product of a smoke filter by methods of coating, spraying or soaking and the like;
the cyclodextrin additive in suspension or solid state is added to the filter element filter material, tobacco product, or betel nut product by spraying, scattering, mixing, or concomitantly.
Compared with the prior art, the invention has the following advantages:
(1) in the components, cyclodextrin compounds have a hydrophilic and hydrophobic double chemical three-dimensional structure, and a plurality of polar hydrophilic hydroxyl functional groups can obviously adsorb and filter harmful polar carcinogens such as total particulate matters, tar, tobacco alkaloids, aromatic amine compounds, phenolic compounds, polycyclic aromatic hydrocarbon compounds, tobacco specific nitrosamine compounds and the like in main stream smoke of cigarettes; the content of harmful substances in the main stream smoke is greatly reduced;
(2) the synergistic antioxidant enveloped or adsorbed by the cyclodextrin hydrophobic cavity can obviously reduce the concentration of free radicals existing in the process of cigarette mainstream smoke and chewing food and carcinogens such as active oxides and the like generated by the free radicals through induction; and because the synergistic antioxidant is enveloped in the hydrophobic cavity of the cyclodextrin, the slow release is realized, the free radicals and the active oxides are permanently and constantly eliminated, and the reduction effect on the active oxides is improved;
(3) the synergistic effect of reducing agents such as reduced glutathione, cysteine, selenocysteine and the like and reduction auxiliary agents is utilized, the reduction effect on free radicals and active oxides is improved, and carcinogenic substances such as active oxides and the like are further eliminated;
(4) the active substance encapsulated by cyclodextrin can be slowly released in the process of smoking, so as to make up nicotine and other active ingredients lost when cyclodextrin compounds are used for filtering out carcinogenic harmful substances, and can also increase additional active ingredients in the process of smoking, so as to keep the constant balance of taste and flavor components of tobacco products or betel nut products in the using process;
(5) the additive has the functions of adsorbing carcinogens, coordinating with an antioxidant function and slowly releasing active substances, has triple effects, can obviously reduce 80-90% of harmful carcinogens in main stream smoke and harmful ingredients in the processes of food storage and absorption, prevents and reduces the damage to oral cavities, respiratory tracts and lungs of consumers in the process of eating, can keep the original active substances not to be influenced by a filtering system or/and slowly release the newly added active substances, and simultaneously meets the requirements of the consumers on reducing health hazards and improving the quality and the function of products. The cyclodextrin additive of the invention can not only remarkably reduce harmful carcinogen (80-90%) in mainstream smoke and harmful components in food storage and absorption processes, prevent and reduce the damage to oral cavity, respiratory tract and lung of consumers in the absorption process, but also keep the original specific active substance not influenced by a filter system or/and slowly release the newly added active substance, and simultaneously meet the requirements of the consumers on reducing health hazard and improving product quality and function
Drawings
FIG. 1 is a graph of the effect of increased amounts of cyclodextrin additive on draw resistance;
FIG. 2 is a graph of the effect of increased amounts of cyclodextrin additive on total particulate matter capture;
FIG. 3 is a graph of the effect of increased amounts of cyclodextrin additive on tar capture;
figure 4 is a graph of the effect of including additional nicotine in a cyclodextrin additive on nicotine capture;
FIG. 5 is a graph of the effect of increased amounts of cyclodextrin additive on trapped phenol;
FIG. 6 is a graph of the effect of increased amounts of cyclodextrin additive on nitrosamine trapping (NNK);
FIG. 7 is a graph of the effect of increased amounts of cyclodextrin additive on ammonia capture;
FIG. 8 is a graph of the effect of increased amounts of cyclodextrin additive on the trapping of 3, 4-benzopyrene;
FIG. 9 is a graph of the effect of increased amounts of cyclodextrin additive on CO capture;
FIG. 10 is a graph of the effect of increased amounts of cyclodextrin additive on water capture;
figure 11 is a graph of the effect of not including additional nicotine in the cyclodextrin additive on nicotine capture.
Detailed Description
The present invention will be described in detail with reference to specific examples. The following examples will assist those skilled in the art in further understanding the invention, but are not intended to limit the invention in any way. It should be noted that variations and modifications can be made by persons skilled in the art without departing from the spirit of the invention. All falling within the scope of the present invention.
A cyclodextrin additive with the functions of filtering carcinogens, resisting oxidation and slowly releasing comprises the following raw materials in parts by weight: 0-100 parts of cyclodextrin compound, 0-100 parts of antioxidant component, 0-100 parts of bioactive component and 100 parts of solvent, but the cyclodextrin compound is not 0; wherein, the antioxidant component and the bioactive component are both enveloped or adsorbed by cyclodextrin compounds. Preferably, 100 parts of cyclodextrin compound, 1-20 parts of antioxidant component, 1-20 parts of bioactive component and 50-200 parts of solvent.
The following is a description of each component separately.
< Cyclodextrin-based Compound >
The cyclodextrin compound comprises one or more of alpha-cyclodextrin, beta-cyclodextrin, gamma-cyclodextrin or derivatives of the cyclodextrin; preferably, the method comprises the following steps: the cyclodextrin compound comprises one or more of alpha-cyclodextrin, beta-cyclodextrin or gamma-cyclodextrin.
< antioxidant component >
The antioxidant component comprises a reducing agent, a reduction auxiliary agent and a free radical quenching agent.
Wherein, the reducing agent comprises reduced glutathione, cysteine compound and selenocysteine, and the cysteine compound mainly comprises one or a mixture of L-cysteine or acetylcysteine; superoxide dismutase (SOD) and reduced coenzyme II (NADPH) can be added to improve the effect.
The reduction auxiliary agent comprises one or more of vitamin A, vitamin C, zinc gluconate, iron gluconate or manganese gluconate.
The free radical quencher comprises vitamin E, coenzyme Q10, carotene, lycopene, lutein, astaxanthin, theaphenol or grape seed extract.
The ratio of reduced glutathione, cysteine compound, selenocysteine, reducing auxiliary agent and cyclodextrin compound is 0.0-50mg/g, but not 0.
< bioactive Components >
The bioactive component comprises one or more of nicotine, nicotine salt, arecoline salt, caffeine salt, theobromine salt, cannabidiol, theanine, taurine, danshensu, and flavonoid; the ratio of the above bioactive components to cyclodextrin compounds is 0.0-50.0mg/g, but not 0. Wherein the acid salified with nicotine, arecoline, caffeine and theobromine is edible inorganic acid or edible organic acid; among them, the acid is preferably benzoic acid, salicylic acid, lactic acid, levulinic acid, sorbic acid, fructonic acid, tartaric acid, citric acid, or malic acid.
The bioactive component can also comprise essence and flavor components, wherein the essence and flavor components are preferably selected from one or more of peppermint monomer, peppermint essential oil, cooling agent WS-3, cooling agent WS-5, cooling agent WS-23, vanillin and derivatives thereof, coumarin and derivatives thereof or maltol and derivatives thereof; wherein the ratio of the essence and perfume components to the cyclodextrin compounds is 0.0-50.0 mg/g.
< solvent >
The solvent is used for dissolving cyclodextrin compounds and other components, and the effective components are dissolved or semi-dissolved by using the amount.
The solvent is selected from H2O, ethanol, acetone, propanol, propylene glycol, glycerol, polyethylene glycol 200-. Preferably, the method comprises the following steps: the solvent is one or more selected from water, propylene glycol or glycerol.
The cyclodextrin additive of the invention is stored in the form of a liquid solution, suspension, gel, solid powder, liposome, nanosphere, solid microcapsule, liquid capsule, chewable agent or a superabsorbent mixture; preferably a liquid solution, suspension or solid powder.
According to the specific product form, the preparation method of the cyclodextrin additive can be divided into three types:
the method comprises the following steps: the cyclodextrin additive product is in liquid state, and the preparation method comprises the following steps:
weighing a certain amount of complex inclusion carriers such as alpha-cyclodextrin, beta-cyclodextrin and gamma-cyclodextrin, dissolving the complex inclusion carriers in distilled water and other solvents to obtain a cyclodextrin solution; weighing a certain amount of antioxidants such as glutathione, cysteine, selenocysteine, zinc gluconate, SOD and the like, and dissolving the antioxidants in distilled water to obtain a synergistic antioxidant aqueous solution; weighing a certain amount of active substances such as nicotine, organic acid, spice and the like, and dissolving the active substances in a proper solvent to obtain a solution; mixing the above solutions, adding N2And (3) protecting, sealing and keeping out of the sun, stirring for 5 hours at 50-70 ℃, and cooling the viscous solution to room temperature to obtain the liquid additive simultaneously having the functions of carcinogen adsorption, antioxidation and flavor release.
The second method comprises the following steps: the cyclodextrin additive product is solid powder, and the preparation method comprises the following steps:
weighing a certain amount of complex inclusion carriers such as alpha-cyclodextrin, beta-cyclodextrin and gamma-cyclodextrin, and dissolving the complex inclusion carriers in ethanol (acetone) to obtain cyclodextrin ethanol (acetone) suspension; weighing a certain amount of antioxidants such as glutathione, cysteine, selenocysteine, zinc gluconate, SOD and the like, and dissolving the antioxidants in ethanol (acetone) to obtain a synergistic antioxidant ethanol (acetone) suspension; weighing a certain amount of bioactive substances such as perfume, etc., and dissolving in ethanol (acetone) to obtain ethanol suspension of flavor releasing agent. Mixing the above solutions, adding N2Protecting, sealing and protecting from light, ultrasonically oscillating for 30min, refluxing for 2.5h, vacuum distilling to remove ethanol (acetone), cooling to room temperature, oven drying, and pulverizing into powder to obtain solid additive with carcinogen adsorption function, synergistic antioxidant function, flavor and other active substance release functions.
The third method comprises the following steps: the cyclodextrin additive product is cyclodextrin additive suspension, and the antioxidant component comprises a reducing agent, a reduction auxiliary agent and a free radical quenching agent;
the preparation method comprises the following steps:
weighing a certain amount of complex envelope carriers such as alpha-cyclodextrin, beta-cyclodextrin and gamma-cyclodextrin, dissolving in water, adding a certain amount of objects such as VC, VE, VA, coenzyme Q10, carotene, lutein, lycopene, astaxanthin and the like, ultrasonically oscillating for 30min, and stirring for 2.5h at 20-30 ℃ to obtain a cyclodextrin suspension; weighing a certain amount of antioxidants such as glutathione, cysteine, selenocysteine, zinc gluconate, SOD and the like, and adding the antioxidants into the solution to obtain a synergistic antioxidant solution; weighing a certain amount of active substances such as perfume, and adding into the above solution. General formula (N)2Protecting, sealing and protecting from light, ultrasonically oscillating for 30min, stirring at 40-50 deg.C for 2.5h, and cooling to room temperature to obtain suspension additive simultaneously having carcinogen adsorption function, synergistic antioxidant function, flavor and other active substance release functions.
The cyclodextrin additive prepared in the embodiment is applied to a smoke filter, a tobacco raw material, a tobacco product, electronic cigarette tobacco tar or a betel nut product, can obviously reduce harmful substances, simultaneously keeps or increases bioactive substances of food, and reduces damage to the oral cavity, the esophagus and/or the respiratory tract and the lung; wherein, the mass ratio of the dosage of the cyclodextrin additive to the material used by the cyclodextrin additive is 1-100%, preferably 2.5-80%, and more preferably 5-50%. The smoke filter comprises a cigarette filter tip and a cigarette external filter system (device); the tobacco raw materials comprise tobacco leaves, tobacco shreds, tobacco sheets, reconstituted tobaccos, tobacco pastes, electronic cigarette tobacco tar and cartridges; tobacco products include cigarettes, pipe tobacco, cigars, heated non-burning cigarettes, liquid e-cigarettes, solid e-cigarettes, snuff, chewing tobacco, cigarettes, arabian hookah; betel nut and other related chewable products include olive betel nut and dry betel nut.
The specific application mode is as follows:
(1) when the cyclodextrin additive is applied to a smoke filter, the cyclodextrin additive is characterized in that a liquid is added to a filter element filtering material of a smoke filter by coating, spraying, soaking and other methods to reduce total particulate matters, tar, tobacco alkaloids, aromatic amine compounds, phenolic compounds, polycyclic aromatic hydrocarbon compounds (3, 4-benzo-maze) and tobacco specific nitrosamine compounds in main stream smoke in the smoking process, and simultaneously, harmful substances such as free radicals and active oxides induced by the free radicals are obviously reduced.
(2) When the additive composition is applied to chewing related products such as tobacco raw materials, tobacco products, betel nuts and the like, the additive composition can be added to the raw materials and/or the products in a liquid, suspension or solid state by a method of coating, spraying, soaking, dissolving, scattering, mixing, concomitantly and the like, so as to reduce carcinogens, free radicals, active oxides induced by the free radicals and the like which are formed in the processing, storage or/and eating processes and cause harm to health.
(3) Whatever the application, the composition can slowly release the bioactive substances to achieve the expected purpose.
Experiments show that the cyclodextrin additive of the embodiment can keep original strength, fragrance and taste, obviously reduce the irritation of harmful substances to oral cavity, throat and nasal cavity, and improve the mellow mouthfeel, comfort level and sensory moisturizing property. After a period of use, the phenomena of dry mouth, bitter taste, excessive phlegm and throat discomfort are obviously improved or eliminated. The tobacco and areca-nut related chewing food is characterized by reduced irritation and improved oral comfort, and significantly reduced possibility of oral diseases including leukoderma and, esophageal cancer, laryngeal cancer, oral cancer.
The following is a specific implementation process of the invention, and raw materials and equipment used in the examples are common raw materials and equipment in the field unless otherwise specified; the methods used in the present invention are conventional in the art unless otherwise specified.
In the embodiments 1 to 5, the first method is adopted, and the used inclusion process is a solution method, so that the liquid additive is prepared.
Example 1
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) weighing 2.0g of alpha-cyclodextrin and 2.0g of gamma-cyclodextrin, dissolving in 1.5g of distilled water and 2.5g of glycerolHeating and stirring the mixed solvent of the oil to obtain a cyclodextrin water solution; (2) weighing 0.01g of glutathione, 0.01g of L-cysteine, 0.001g of selenocysteine, 0.1g of zinc gluconate and 0.01g (200I.U.) of SOD (superoxide dismutase) and dissolving in 0.5g of distilled water to obtain a synergistic antioxidant solution; (2) weighing nicotine 0.0mg, citric acid 100.0mg, and menthol 0.05g, and dissolving in glycerol 0.5g to obtain active substance solution; mixing the two solutions, introducing N2Protecting, sealing and keeping out of the sun, stirring for 2.5h at 40-50 ℃, and cooling to room temperature to obtain the liquid additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation, flavor and other active substance release.
Example 2
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 2.0g of alpha-cyclodextrin and 2.0g of gamma-cyclodextrin in a mixed solvent of 1.5g of distilled water and 2.5g of glycerol, and heating and stirring to obtain a cyclodextrin aqueous solution; (2) 0.01g of glutathione, 0.01g of L-cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 0.01g (200I.U.) of SOD (superoxide dismutase) are weighed and dissolved in 0.5g of distilled water to obtain a synergistic antioxidant solution; (3) weighing nicotine 200.0mg, citric acid 0.0mg, and menthol 0.05g, and dissolving in glycerol 0.5g to obtain active substance solution; mixing the three solutions, introducing N2And (3) protecting, sealing and keeping out of the sun, stirring for 2.5h at 40-50 ℃, and cooling to room temperature to obtain the liquid additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation and flavor and other active substance release, wherein the concentration of nicotine in the cyclodextrin additive is 2.1%.
Example 3
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 2.0g of alpha-cyclodextrin and 2.0g of gamma-cyclodextrin in a mixed solvent of 1.5g of distilled water and 2.5g of glycerol, and heating and stirring to obtain a cyclodextrin aqueous solution; (2) 0.05g of glutathione, 0.01g of L-cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 0.01g (200I.U.) of SOD superoxide dismutase are weighed and dissolved in 0.5g of distilled water to obtain a synergistic antioxidant aqueous solution; (3) weighing 0.05g of vanillin, and dissolving in 0.5g of glycerol to obtain a flavor active substance solution; mixing the three solutions, introducing N2Protection, sealing and light-proof, 40-50Stirring at deg.C for 2.5h, and cooling to room temperature to obtain liquid additive simultaneously having carcinogen adsorption function, synergistic antioxidant function, flavor and other active substance release functions.
Example 4
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 1.0g of alpha-cyclodextrin and 3.0g of gamma-cyclodextrin in a mixed solvent of 1.5g of distilled water and 2.5g of glycerol, and heating and stirring to obtain a cyclodextrin aqueous solution; (2) 0.05g of glutathione, 0.01g of L-cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 0.01g (200I.U.) of SOD superoxide dismutase are weighed and dissolved in 0.5g of distilled water to obtain a synergistic antioxidant aqueous solution; (3) weighing arecoline 50.0mg and menthol 0.05g, and dissolving in propylene glycol 0.5g to obtain a flavor solution; mixing the three solutions, introducing N2And (3) protecting, sealing and keeping out of the sun, stirring for 2.5 hours at 40-50 ℃, and cooling to room temperature to obtain the liquid additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation, flavor and other active substance release.
Example 5
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 3.0g of alpha-cyclodextrin and 1.0g of gamma-cyclodextrin in 1.5g of distilled water and 2.5g of glycerol, and heating and stirring to obtain a cyclodextrin aqueous solution; (2) weighing 0.05g of glutathione, 0.01g of L-cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 0.01g (200I.U.) of SOD superoxide dismutase, and dissolving in 0.5g of distilled water to obtain a synergistic antioxidant aqueous solution; (3) weighing 100.0mg of cannabidiol, 10mg of tetrahydrocannabinol and 0.05g of vanillin, and dissolving in 0.5g of propylene glycol to obtain a flavor solution; mixing the three solutions, introducing N2And (3) protecting, sealing and keeping out of the sun, stirring for 2.5 hours at 40-50 ℃, and cooling to room temperature to obtain the liquid additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation, flavor and other active substance release.
In examples 6 to 9, a solid powdery additive was prepared by a solid phase method as an inclusion process used in the first method.
Example 6
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) alpha-cyclodextrin 1.0g, beta2.0g of cyclodextrin and 1.0g of gamma-cyclodextrin, dissolving in 20.0g of acetone, and stirring to obtain a cyclodextrin suspension; (2) weighing 0.1g of glutathione, 0.1g of L-cysteine, 0.001g of selenocysteine, 0.1g of zinc gluconate and 10mg (200I.U.) of SOD superoxide dismutase, and dissolving in 5.0g of acetone to obtain a synergistic antioxidant suspension; (3) weighing a certain amount of nicotine 100.0mg, citric acid 1.0mg, WS-23, 50mg dissolved in acetone 3.0g to obtain flavor suspension; mixing the three solutions, introducing N2And (3) after protection, sealing and light protection, ultrasonic oscillation for 30min, refluxing for 2.5h, vacuum distilling to remove acetone, and cooling to room temperature to obtain the solid additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation, flavor and other active substance release.
Example 7
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 3.0g of beta-cyclodextrin and 1.0g of gamma-cyclodextrin in 20.0g of acetone, and stirring to obtain a cyclodextrin suspension; (2) weighing 0.1g of glutathione, 0.1g of L-cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 10mg (200I.U.) of SOD superoxide dismutase, and dissolving in 5.0g of acetone to obtain a synergistic antioxidant suspension; (3) weighing a certain amount of arecoline 100.0mg, and dissolving in acetone 3.0g to obtain active substance solution; mixing the three solutions, introducing N2Protecting, sealing and protecting from light, ultrasonically oscillating for 30min, refluxing for 0.5h, vacuum distilling to remove solvent, and cooling to room temperature to obtain solid additive with carcinogen adsorption function, antioxidant function and active substance release function.
Example 8
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 4.0g of beta-cyclodextrin in 20.0g of ethanol, and stirring to obtain cyclodextrin suspension; (2) weighing 0.01g of glutathione, 0.01g of L-cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 10mg (200I.U.) of SOD superoxide dismutase, and dissolving in 5.0g of ethanol to obtain a synergistic antioxidant solution; (3) weighing a certain amount of caffeine 50.0mg, and dissolving in 3.0g of ethanol to obtain an active substance solution; mixing the three solutions, introducing N2Protecting, sealing, protecting from light, ultrasonic oscillating for 30min, refluxing for 2.5 hr, vacuum distilling to remove solvent, and cooling to room temperatureThe solid additive which simultaneously has the functions of carcinogen adsorption, antioxidation and active substance release is obtained by warming.
Example 9
Weigh separately at room temperature using a 3 × 10ml Erlenmeyer flask and balance: (1) dissolving 2.0g of alpha-cyclodextrin, 0.0g of beta-cyclodextrin and 2.0g of gamma-cyclodextrin in 20.0g of ethanol, and stirring to obtain a cyclodextrin suspension; (2) weighing 0.1g of glutathione, 0.1g of L-cysteine, 0.001g of selenocysteine, 0.1g of zinc gluconate and 10mg of SOD (200I.U.) and dissolving in 5.0g of ethanol to obtain a synergistic antioxidant suspension; (3) weighing a certain amount of cannabidiol 50.0mg and menthol 50mg, and dissolving in ethanol 3.0g to obtain active substance solution; mixing the three solutions, introducing N2And (3) after protection, sealing and light protection, ultrasonic oscillation for 30min, refluxing for 2.5h, vacuum distilling to remove ethanol, and cooling to room temperature to obtain the solid additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation and other active substance release.
In examples 10 to 14, a method iii is employed, and the inclusion process used is a suspension method, to prepare the suspension additive.
Example 10
Weighing envelope carriers such as 1.0g of alpha-cyclodextrin, 0.1g of beta-cyclodextrin and 1.0g of gamma-cyclodextrin, dissolving the envelope carriers in 2.0g of water, adding objects such as 0.03g of VC, 0.03g of VE, 0.0g of VA0.0g, 100.0 g of coenzyme Q100, 0.0g of carotene, 0.0g of lutein, 0.0g of lycopene and 0.0g of astaxanthin into the cyclodextrin solution, ultrasonically oscillating for 30min, and stirring for 0.5h at the temperature of 20-30 ℃ to obtain cyclodextrin suspension; weighing 0.1g of glutathione, 0.1g of cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 0.0g of SOD superoxide dismutase, and adding the weighed materials into the suspension; 0.1g theobromine was weighed out and added to the above solution. General formula (N)2Protecting, sealing and protecting from light, ultrasonically oscillating for 30min, stirring at 40-50 deg.C for 2.5h, and cooling to room temperature to obtain suspension additive simultaneously having carcinogen adsorption function, synergistic antioxidant function, flavor and other active substance release functions.
Example 11
Weighing 1.0g of alpha-cyclodextrin, 0.1g of beta-cyclodextrin and 1.0g of gamma-cyclodextrin, dissolving in 2.0g of waterAdding 0.01g of VC, 0.02g of VE, 0.01g of VA0.01g, 100.01g of coenzyme Q100, 0.0g of carotene, 0.0g of lutein, 0.0g of lycopene, 0.0g of astaxanthin and other objects into the solution, ultrasonically oscillating for 30min, and stirring for 0.5h at the temperature of 20-30 ℃ to obtain a cyclodextrin suspension; weighing 0.1g of glutathione, 0.1g of cysteine, 0.001g of selenocysteine, 0.01g of zinc gluconate and 0.1g of SOD superoxide dismutase, and adding the weighed materials into the suspension; 0.1g of caffeine was weighed into the above solution. General formula (N)2Protecting, sealing and protecting from light, ultrasonically oscillating for 30min, stirring at 40-50 deg.C for 2.5h, and cooling to room temperature to obtain suspension additive simultaneously having carcinogen adsorption function, synergistic antioxidant function, flavor and other active substance release functions.
Example 12
Weighing envelope carriers such as 0.5g of alpha-cyclodextrin, 1.0g of beta-cyclodextrin and 0.5g of gamma-cyclodextrin, dissolving the envelope carriers in 2.0g of water, adding objects such as 0.03g of VC, 0.03g of VE, 0.03g of VA0.03g, 100.0 g of coenzyme Q100, 0.01g of carotene, 0.0g of lutein, 0.0g of lycopene and 0.1g of astaxanthin into the solution, ultrasonically oscillating for 30min, and stirring for 0.5h at the temperature of 20-30 ℃ to obtain a cyclodextrin suspension; weighing 0.1g of glutathione, 0.1g of cysteine, 0.001g of selenocysteine, 0.015g of zinc gluconate and 0.0g of SOD superoxide dismutase, and adding the weighed materials into the suspension; 0.05g of arecoline is weighed and added into the solution. General formula (N)2Protecting, sealing and avoiding light, ultrasonically oscillating for 30min, stirring for 2.5h at 40-50 ℃, and cooling to room temperature to obtain the suspension additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation, flavor and other active substance release.
Example 13
Weighing envelope carriers such as 0.5g of alpha-cyclodextrin, 3.0g of beta-cyclodextrin and 0.5g of gamma-cyclodextrin, dissolving the envelope carriers in 3.0g of water, adding objects such as 0.3g of VC, 0.0g of VE, 0.01g of VA0.01g, 10.0g of coenzyme Q10, 0.0g of carotene, 0.0g of lutein, 0.0g of lycopene and 0.01g of astaxanthin into the solution, ultrasonically oscillating for 30min, and stirring for 5h at the temperature of 20-30 ℃ to obtain a cyclodextrin suspension; weighing 0.01g of glutathione, 0.01g of cysteine, 0.001g of selenocysteine, 0.015g of zinc gluconate and 0.0g of SOD superoxide dismutase, and adding the weighed materials into the suspension; weighing tauro0.02g of acid was added to the above solution. General formula (N)2Protecting, sealing and avoiding light, ultrasonically oscillating for 30min, stirring for 2.5h at 40-50 ℃, and cooling to room temperature to obtain the suspension additive simultaneously having the functions of carcinogen adsorption, synergistic antioxidation, flavor and other active substance release.
Example 14
Weighing envelope carriers such as 1.0g of alpha-cyclodextrin, 1.0g of beta-cyclodextrin and 1.0g of gamma-cyclodextrin, dissolving the envelope carriers in 3.0g of water, adding objects such as 0.03g of VC, 0.02g of VE, 0.01g of VA0.01g, 100.01g of coenzyme Q100, 0.0g of carotene, 0.0g of lutein, 0.0g of lycopene and 0.01g of astaxanthin into the solution, ultrasonically oscillating for 30min, and stirring for 0.5h at the temperature of 20-30 ℃ to obtain a cyclodextrin suspension; weighing 0.1g of glutathione, 0.1g of cysteine, 0.001g of selenocysteine, 0.015g of zinc gluconate and 0.0g of SOD superoxide dismutase, and adding the weighed materials into the suspension; 0.05g of menthol was weighed into the above solution. General formula (N)2Protecting, sealing and protecting from light, ultrasonically oscillating for 30min, stirring at 40-50 deg.C for 2.5h, and cooling to room temperature to obtain suspension additive simultaneously having carcinogen adsorption function, synergistic antioxidant function, flavor and other active substance release functions.
Example 15
In the embodiment, a part of the examples are tested, and the specific test method comprises the steps of balancing a filter element of an external filter for testing for 48 hours according to the regulation of a relevant standard, uniformly and dropwise coating the solution, the solid and the suspension obtained in the examples on the end face of a cigarette filter or adding the solution, the solid and the suspension into the filter element of the external filter at a dosage of 75 mg/cigarette filter, standing for 120 minutes after putting the solution, the solid and the suspension into the filter, and then selecting the cigarette with the cheapest price and the worst flavor and taste in the market to respectively perform smoking evaluation test on 6 indexes of miscellaneous flavor, irritation, aftertaste, strength, aroma and quality equivalent price. All tests were performed with reference to the current standard and the results are shown in table 1.
Table 1: influence of adsorbent on cigarette quality
Figure BDA0002237933370000171
Figure BDA0002237933370000181
As can be seen from Table 1, after the cyclodextrin additive in the examples is added, the offensive odor of the smoke is reduced, the irritation is greatly reduced, the aftertaste is comfortable, the cigarette strength is moderate, the quality of the cigarette is improved, and the cigarette has comfortable fragrance due to the addition of some spices.
Example 16
This example is a test of the additive in liquid form (example 2). The test method comprises the following steps: the mixture is weighed by a syringe and evenly coated on the end face of the selected cigarette filter tip, and the cigarette filter tip is placed in a hasp basin for 2 hours and then tested. The additive amount of each group in the cigarette filter is 0.0 mg/cigarette (blank), 50 mg/cigarette, 100 mg/cigarette, 150 mg/cigarette and 200 mg/cigarette. Therefore, the tests are developed according to the current national standard, the reported results are the average values of 3 tests, and the results are shown in figures 1-10.
Comparative example
The additive raw material composition and the preparation method of this example were substantially the same as those of example 2 except that no additional nicotine (200mg) was added, and the effect of the addition amount of the additive of this comparative example on the nicotine-removing effect was experimentally tested. As shown in figure 1, the effect of the increase of the additive on the smoking resistance is examined, the adsorbent is added into the filter, the smoking resistance is remarkably increased, and when the addition amount reaches 150mg, the smoking resistance is beyond the range accepted by common smokers.
As shown in FIG. 2, considering the effect of the increase of the amount of the additive on the effect of capturing the total particulate matter, the total particulate matter was significantly reduced by adding the adsorbent to the filter, and when the amount of the adsorbent reached 150mg, the reduction of the total particulate matter was not significant any more by increasing the amount of the adsorbent.
As shown in FIG. 3, the effect of increasing the amount of the additive on the tar trapping effect was examined, and the amount of tar was significantly reduced by adding the adsorbent to the filter, and when the amount of the additive reached 150mg, the amount of the adsorbent was increased, and the tar reduction was no longer significant.
As shown in fig. 4, the content of nicotine was reduced by adding an adsorbent to the filter, considering the effect of increasing the amount of the additive on the effect of capturing nicotine. When the cyclodextrin additive was added with an additional amount of nicotine (200mg), the nicotine was not much reduced when the cyclodextrin additive was added in an amount of 50 mg. The nicotine decrease is not much when the nicotine is added into 100mg to 150mg, and the nicotine filtered by cyclodextrin is compensated by slow release of nicotine enveloped by cyclodextrin. Whereas if only cyclodextrin additive without nicotine was used (fig. 11), the test data was that the nicotine content in the smoke was 1.09mg at an addition level of 0mg, the nicotine content was not much reduced at an addition level of 50mg, the nicotine content in the smoke was 0.95mg, and the nicotine content was reduced to 0.33mg and 0.19mg at addition levels of 100mg and 150 mg. The nicotine content is greatly reduced, and the requirement of smokers on nicotine cannot be met. The cyclodextrin additive in the comparative example has a significant effect of reducing nicotine in mainstream smoke and has an adverse effect on the strength of the smoker, so that additional nicotine must be added to the additive formula to meet the strength requirements of the smoker.
As shown in figure 5, the effect of the increase of the additive amount on the phenol capturing effect is considered, the content of phenol is obviously reduced by adding the adsorbent into the filter, when the additive amount reaches 100mg, the content of phenol is not obviously reduced, and the reduction result of other phenolic harmful substances in the mainstream smoke is similar to that of phenol.
As shown in figure 6, the influence of the increase of the additive amount on the effect of trapping the nitrosamine is considered, the adsorbent is added into the filter, the content of NNK with the strongest carcinogenicity in the nitrosamine is obviously reduced, and when the additive amount reaches 150mg, the amount of the adsorbent is increased, and the reduction of the content of NNK is not obvious any more. The results of the determination of other tobacco specific nitrosamine pests in mainstream smoke should be similar to the NNK results.
As shown in FIG. 7, the effect of increasing the amount of the additive on the ammonia capturing effect is examined, and the content of ammonia in the mainstream smoke gas is remarkably reduced by adding the adsorbent into the filter, so that the result is similar to that of water, different from the result of the nonpolar gas CO, and the result of reducing ammonia is not obvious when the amount of the additive reaches 150 mg.
As shown in FIG. 8, by considering the influence of the increase of the additive amount on the effect of capturing 3, 4-benzopyrene, the content of 3, 4-benzopyrene is remarkably reduced by adding the adsorbent into the filter, and when the additive amount reaches 100mg, the amount of the adsorbent is increased, so that the content of 3, 4-benzopyrene is remarkably reduced. The reduction of other polycyclic aromatic hydrocarbon noxious substances in the mainstream smoke should be similar to 3, 4-benzopyrene.
As shown in fig. 9, the effect of increasing the amount of the additive on the CO capturing effect was examined, and the effect of reducing the CO content in the gas was limited by adding the adsorbent to the filter, and when the amount of the additive was increased from 50mg to 200mg, the reduction in the CO content was hardly changed much, and was slightly decreased as compared with the blank control sample, indicating that the present adsorbent has a limited effect on reducing CO gas because CO is not a polar gas compound.
As shown in fig. 10, the effect of increasing the amount of the additive on the water trapping effect was examined, and the amount of water was significantly reduced by adding the adsorbent to the filter, and when the amount of the adsorbent reached 100mg, the amount of the adsorbent was increased, and the reduction in the amount of water was not significant. Water is not harmful to health and may not be of concern. The reason why the liquid additive is used is that the liquid additive forms a polar molecular film on the surface of the filter tow, and the polar molecular film is required to be in a liquid state on the end surface (the section of the filter tow) of the filter tip (device) and the surface of the tow inside the filter tip during operation and use, and the polar molecular film and the liquid additive perform physical and chemical actions with harmful substances in main stream smoke according to the principle of gas-liquid adsorption, so that the harmful substances are retained in the liquid molecular film composition of the filter tip (device). The polar molecular film formed by the additive changes the gas-solid adsorption principle of the traditional cigarette filter tip (device) which depends on filtering harmful substances in main stream smoke, namely, the gas-solid adsorption is changed into the gas-liquid adsorption, thereby obviously improving the efficiency of filtering the harmful substances in the main stream smoke. Generally, the gas-liquid adsorption has strong intermolecular force, large adsorption amount and long adsorption time, so the adsorption efficiency is high. The additive has enough viscosity, can be changed into a polar molecular film on the surface of the filter tow, not only improves the filtering efficiency of harmful substances, but also is not easy to influence the smoking experience because of suction in a suction inlet of a smoker.
The capturing effect of the additive obtained in example 2 on various harmful substances in the smoke is summarized, and as shown in table 2, the additive can effectively remove the polar harmful substances.
TABLE 2 Capture Effect data of additives on various harmful substances in flue gas
Figure BDA0002237933370000201
From table 2 and fig. 4, it can be seen that the additive obtained in this example can significantly filter out most harmful carcinogens in mainstream smoke, while keeping the content of bioactive components such as nicotine and the like not greatly reduced. For example, the addition amount is 100 mg/branch, and the reduction range is 11.0%; 150 mg/branch, the reduction amplitude is 16.2%; the addition amount is 200 mg/branch, and the reduction range is 42.2%. In order to meet the requirement of smokers on nicotine, the addition amount of the cyclodextrin additive is not too large, and 100-150 mg/cigarette is suitable.
Example 17
This example is the sensory test of smokers, and the sensory test consisted of 5 members. Firstly, the quality of the betel nuts sold in the market is tested to be used as a blank control group, then the additives are added into the betel nut products for testing, and the test data are shown in table 3.
TABLE 3 Effect of adsorbents on Areca catechu quality
Figure BDA0002237933370000202
Figure BDA0002237933370000211
As can be seen from Table 3, for the commercial betel nut product (the betel nut brand is sold at a price of 15-20 yuan/bag), the additive in the embodiment has sweet taste, reduced irritation, comfortable aftertaste, moderate strength, mint fragrance and good smell. And carcinogenic substances including free radicals and active oxides contained in the betel nut should be significantly removed by reaction with the present additive.
The foregoing description of specific embodiments of the present invention has been presented. It is to be understood that the present invention is not limited to the specific embodiments described above, and that various changes and modifications may be made by one skilled in the art within the scope of the appended claims without departing from the spirit of the invention.

Claims (16)

1. The cyclodextrin additive is characterized by comprising the following raw materials in parts by weight:
0-100 parts of cyclodextrin compound, 0-100 parts of antioxidant component, 0-100 parts of bioactive component and 0-100 parts of solvent; but the cyclodextrin compound cannot be 0;
wherein the cyclodextrin is dissolved in the solvent, and the antioxidant component and the bioactive component are both encapsulated or adsorbed by cyclodextrin compounds.
2. The cyclodextrin additive of claim 1, wherein said cyclodextrin additive has both carcinogen filtering, antioxidant and sustained release properties.
3. The cyclodextrin additive of claim 1, wherein the cyclodextrin compound comprises one or more of α -cyclodextrin, β -cyclodextrin, γ -cyclodextrin or their derivatives; preferably, the cyclodextrin compound comprises one or more of alpha-cyclodextrin, beta-cyclodextrin or gamma-cyclodextrin.
4. A cyclodextrin additive according to claim 1, wherein the concentration of said cyclodextrin compound in said solvent is 0-60%, but not 0, preferably 5-50%, more preferably 10-40%.
5. A cyclodextrin additive of claim 1 wherein the antioxidant component comprises a reducing agent and a reduction aid; the reducing agent comprises reduced glutathione, cysteine compound and selenocysteine, and the cysteine compound comprises one or a mixture of L-cysteine or acetylcysteine; the ratio of the reducing agent to the cyclodextrin compound is 0.0-50.0mg/g, but not 0.
6. A cyclodextrin additive of claim 5 wherein said reducing adjuvant comprises one or a mixture of superoxide dismutase or reduced coenzyme II; the ratio of the reduction auxiliary to the cyclodextrin compound is 0.0-50.0mg/g, but not 0;
preferably, the reduction auxiliary agent further comprises one or a combination of more of vitamin A, vitamin C, zinc gluconate, iron gluconate or manganese gluconate;
the ratio of the reduction auxiliary to the cyclodextrin compound is 0.0-50.0mg/g, but not 0.
7. A cyclodextrin additive of claim 5 wherein said antioxidant component further comprises a free radical quencher comprising one or more of vitamin E, coenzyme Q10, carotene, lycopene, lutein, astaxanthin, chrysophanol or grape seed extract; the ratio of the free radical quencher to the cyclodextrin compound is 0.0-50.0mg/g but not 0.
8. A cyclodextrin additive of claim 1 wherein said bioactive component comprises one or a combination of nicotine, nicotine salts, arecoline salts, caffeine salts, theobromine salts, cannabidiol, tetrahydrocannabinol, theanine, taurine, salvianic acid, or flavonoids; the ratio of the bioactive component to the cyclodextrin compound is 0.0-50.0mg/g, but not 0.
9. A cyclodextrin additive of claim 8 wherein the acid salified with said nicotine, arecoline, caffeine and theobromine is an edible inorganic acid or an edible organic acid; wherein the acid is preferably pyrophosphoric acid, benzoic acid, salicylic acid, lactic acid, levulinic acid, sorbic acid, fructonic acid, tartaric acid, citric acid or malic acid.
10. A cyclodextrin additive of claim 9 wherein said bioactive component further comprises a flavor component, said flavor component is preferably selected from the group consisting of peppermint monomer, peppermint essential oil, cooling agent WS-3, cooling agent WS-5, cooling agent WS-23, vanillin and derivatives thereof, coumarin and derivatives thereof, and maltol and derivatives thereof; wherein the ratio of the essence and flavor components to the cyclodextrin compounds is 0.0-50.0 mg/g.
11. A cyclodextrin additive of claim 1 wherein the solvent is selected from H2O, ethanol, acetone, propanol, propylene glycol, glycerol, butanediol or polyethylene glycol 200-600;
preferably, the solvent is selected from one or more of water, propylene glycol or glycerol.
12. A cyclodextrin additive of claim 1 wherein the cyclodextrin additive is in the form of a liquid solution, suspension, gel, solid powder, liposome, nanosphere, solid microcapsule, liquid capsule, chewable agent or super absorbent mixture; preferably a liquid solution, suspension or solid powder.
13. A process for preparing a cyclodextrin additive of claim 1 comprising the steps of:
weighing cyclodextrin compounds, and dissolving the cyclodextrin compounds in a solvent to obtain a cyclodextrin solution;
weighing antioxidant components, and dissolving the antioxidant components in a solvent to obtain an antioxidant solution;
weighing bioactive components, and dissolving in a solvent to obtain an active substance solution;
mixing the cyclodextrin solution, antioxidant solution and active substance solution in N2Stirring at 40-50 deg.C under protection, sealing and protecting from light, and cooling to room temperature to obtain cyclodextrin additive liquid; wherein the solvent is water, propylene glycol, glycerol or butanediol.
14. A process for preparing a cyclodextrin additive of claim 1 comprising the steps of:
weighing cyclodextrin compounds, and dissolving in ethanol or acetone to obtain cyclodextrin solution;
weighing antioxidant components, and dissolving in ethanol or acetone to obtain antioxidant solution;
weighing bioactive components, and dissolving in ethanol or acetone to obtain active substance solution;
mixing the cyclodextrin solution, antioxidant solution and active substance solution in N2And under the conditions of protection, sealing and light protection, sequentially carrying out ultrasonic oscillation treatment, refluxing and solvent removal, cooling the obtained solid to room temperature, drying, and crushing into powder to obtain the cyclodextrin additive solid powder.
15. A process for preparing a cyclodextrin additive of claim 1 wherein the antioxidant component comprises a reducing agent, a reducing adjuvant, and a free radical quencher;
the preparation method comprises the following steps:
weighing cyclodextrin compounds, dissolving in water, adding free radical quencher, ultrasonic vibrating, and stirring at 20-30 deg.C to obtain cyclodextrin suspension;
weighing antioxidant components, adding into the cyclodextrin suspension, ultrasonically vibrating, and stirring at 20-30 deg.C to obtain antioxidant solution containing free radical quencher;
weighing bioactive components, adding into the antioxidant solution, and dissolving in N2Carrying out ultrasonic oscillation treatment and stirring treatment under the conditions of protection, sealing and light shielding; the resulting mixed liquid was cooled to room temperature to obtain a cyclodextrin additive suspension.
16. Use of a cyclodextrin additive according to claim 1 in a smoke filter, a tobacco raw material, a tobacco product, e-cigarette smoke or a betel nut product; wherein, the mass ratio of the dosage of the cyclodextrin additive to the material used by the cyclodextrin additive is 1-100%, preferably 2.5-80%, and more preferably 5-50%.
CN201910989982.4A 2019-10-17 2019-10-17 Cyclodextrin additive and preparation method and application thereof Pending CN112674345A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201910989982.4A CN112674345A (en) 2019-10-17 2019-10-17 Cyclodextrin additive and preparation method and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201910989982.4A CN112674345A (en) 2019-10-17 2019-10-17 Cyclodextrin additive and preparation method and application thereof

Publications (1)

Publication Number Publication Date
CN112674345A true CN112674345A (en) 2021-04-20

Family

ID=75444636

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910989982.4A Pending CN112674345A (en) 2019-10-17 2019-10-17 Cyclodextrin additive and preparation method and application thereof

Country Status (1)

Country Link
CN (1) CN112674345A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113481756A (en) * 2021-06-29 2021-10-08 河南中烟工业有限责任公司 Free radical scavenging composition and preparation method and application thereof
CN113499449A (en) * 2021-08-24 2021-10-15 湖南农业大学 EGCG + L-theanine/beta-cyclodextrin inclusion compound with synergistic effect and preparation method and application thereof
CN113519888A (en) * 2021-08-04 2021-10-22 张家港外星人新材料科技有限公司 Electronic atomized liquid
CN113749275A (en) * 2020-06-01 2021-12-07 张家港外星人新材料科技有限公司 Electronic cigarette atomized liquid containing organic selenium compound
CN114304703A (en) * 2022-01-18 2022-04-12 武汉红金叶新材料科技有限公司 Preparation process and application method of water-based electronic cigarette liquid

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1057381A (en) * 1990-06-08 1992-01-01 卡比制药有限公司 Smoking composition
CN101404902A (en) * 2006-02-09 2009-04-08 菲利普莫里斯生产公司 Gamma cyclodextrin flavoring-release additives
CN102793272A (en) * 2012-09-05 2012-11-28 江苏中烟工业有限责任公司 Applications of tea polyphenol/beta-cyclodextrin inclusion compound taken as cigarette filter additive in reduction of cigarette smoke phenolic compound
CN107365628A (en) * 2017-06-29 2017-11-21 云南中烟新材料科技有限公司 A kind of cigarette fragrance sustained release agent and its preparation method and application

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1057381A (en) * 1990-06-08 1992-01-01 卡比制药有限公司 Smoking composition
CN101404902A (en) * 2006-02-09 2009-04-08 菲利普莫里斯生产公司 Gamma cyclodextrin flavoring-release additives
CN102793272A (en) * 2012-09-05 2012-11-28 江苏中烟工业有限责任公司 Applications of tea polyphenol/beta-cyclodextrin inclusion compound taken as cigarette filter additive in reduction of cigarette smoke phenolic compound
CN107365628A (en) * 2017-06-29 2017-11-21 云南中烟新材料科技有限公司 A kind of cigarette fragrance sustained release agent and its preparation method and application

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
翟静等, 江苏凤凰科学技术出版社 *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113749275A (en) * 2020-06-01 2021-12-07 张家港外星人新材料科技有限公司 Electronic cigarette atomized liquid containing organic selenium compound
CN113749275B (en) * 2020-06-01 2024-02-06 张家港外星人新材料科技有限公司 Electronic cigarette atomized liquid containing organic selenium compound
CN113481756A (en) * 2021-06-29 2021-10-08 河南中烟工业有限责任公司 Free radical scavenging composition and preparation method and application thereof
CN113519888A (en) * 2021-08-04 2021-10-22 张家港外星人新材料科技有限公司 Electronic atomized liquid
CN113499449A (en) * 2021-08-24 2021-10-15 湖南农业大学 EGCG + L-theanine/beta-cyclodextrin inclusion compound with synergistic effect and preparation method and application thereof
CN113499449B (en) * 2021-08-24 2022-05-27 湖南农业大学 EGCG + L-theanine/beta-cyclodextrin inclusion compound with synergistic effect and preparation method and application thereof
CN114304703A (en) * 2022-01-18 2022-04-12 武汉红金叶新材料科技有限公司 Preparation process and application method of water-based electronic cigarette liquid

Similar Documents

Publication Publication Date Title
CN112674345A (en) Cyclodextrin additive and preparation method and application thereof
US6470894B2 (en) Glutathione, green tea, grape seed extract to neutralize tobacco free radicals
EP2101598B1 (en) Tobacco product, preparation and uses thereof
US6415798B1 (en) Antioxidants to neutralize tobacco free radicals
AU743757B2 (en) Smoking products containing antioxidants
JP3966856B2 (en) Activated carbon filter for reducing p-benzosemiquinone from tobacco mainstream smoke
US20150068544A1 (en) Smokeless tobacco composition incorporating a botanical material
US20040255965A1 (en) Reconstituted tobaccos containing additive materials
PT756461E (en) TOBACCO PRODUCTS OR SIMILAR ARTICLES CONTAINING NATURAL SUBSTANCES WITH ANTIOXIDANT PROPERTIES AND PROCESS FOR PRODUCING THEMSELVES
JP2023509314A (en) moist oral composition
JP2023120434A (en) Aerosolized formulation
JP2023120433A (en) Aerosolized formulation
CN101141891B (en) Instant tip rod appended solution when sucking cigarette and producing method and application
WO2021165418A1 (en) Smokeless article
EP3868222A1 (en) Smokeless article
JP2023504918A (en) pouch products
JP2023505800A (en) Stimuli-responsive pouch
JP2023504752A (en) Oral composition with reduced water activity
JP2023505805A (en) Oral composition with reduced water content
JP2023504917A (en) Oral product with controlled release
RU2346628C1 (en) Smoking mixture
TWI243027B (en) A cigarette filter with scavenging effect on free radicals in cigarette smoke and its preparation method
CA3211812A1 (en) Liquid composition for inhalation for electronic cigarettes
CN109744570A (en) A method of cigarette filter tip additive is prepared by tealeaves
WO2023112920A1 (en) Tobacco material, production method therefor, and tobacco product

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20210420

RJ01 Rejection of invention patent application after publication