CN107467712B - A kind of tobacco sauce additive and its application with antibacterial activity - Google Patents
A kind of tobacco sauce additive and its application with antibacterial activity Download PDFInfo
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- CN107467712B CN107467712B CN201710628091.7A CN201710628091A CN107467712B CN 107467712 B CN107467712 B CN 107467712B CN 201710628091 A CN201710628091 A CN 201710628091A CN 107467712 B CN107467712 B CN 107467712B
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- additive
- tobacco
- tobacco sauce
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- sauce
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
Abstract
The tobacco sauce additive and its application that the invention discloses a kind of with antibacterial activity.The additive is by glycerol, benzyl carbinol, phenethyl acetate, vanillic aldehyde, fanesol, and phenylethyl propionate and rose flavones-S are made after mixing in proportion.Rose flavones-the S is the isolated neoflavonoid from the waste residue after production Rosa Damascana, names are as follows: 2'- hydroxyl -6- methylol -7- methoxy flavone has following structure formula:The additive of 5%-8% is added in tobacco sauce, the putrid and deteriorated of tobacco sauce is effectively suppressed, and can significantly extend the shelf-life of tobacco sauce.Throat's comfort of cigarette smoking can also be significantly improved, reduce stimulation of the smoking to human body throat.Increase the exquisiteness and sweet sense of flue gas, flue gas becomes submissiveer by throat and when entering nasal cavity.Simple production process of the present invention, raw material sources are extensive, at low cost, improve the added value of rose processing, comprehensively utilize waste resource, have a good application prospect.
Description
Technical field
The invention belongs to technical field of tobacco chemistry, are specifically related to a kind of tool prepared using new flavone compound
There is the tobacco sauce additive of good antibacterial activity.Meanwhile the application the invention further relates to the additive in production of cigarettes.
Background technique
Tobacco sauce is the important auxiliary material of production of cigarettes, and reasonable charging can promote flavor and taste, the bad gas of reduction or place to go
Taste and irritation, make tobacco leaf limber up and reduce make it is broken.Common tobacco sauce has sugar, fruity inspissated juice, Radix Glycyrrhizae, extracting tobacco
Object, plant extract, synthesis or natural perfume material, humectant etc..Tobacco sauce moisture content is very high, and many in feed liquid
Ingredient is nutritional ingredient needed for microorganism growth and breeding, is very easy to cooperating microorganisms and occurs putrid and deteriorated.In feed liquid
Storage, transport and processing use process in may go bad, not only seriously affect product safety in this way and quality be steady
It is qualitative, while also irremediable economic loss is being brought with enterprise.Therefore, the putrid and deteriorated prevention and control of tobacco sauce are very heavy
It wants.
Yunnan tobacco product fragrance is sufficient, strong, and strength is moderate, and suction satisfaction is strong.But and brand is competed outside the province
It compares, due to the otherness of consumer taste hobby, to some consumers, there is also suction comforts to be slightly short of, and irritation is done
Dry sense distinct issues.
Summary of the invention
It a kind of is prepared using new flavone compound in view of the above-mentioned deficiencies in the prior art, it is an object of the present invention to provide
Tobacco sauce additive with good antibacterial activity.
The object of the invention is also to provide the additives to inhibit tobacco sauce putrid and deteriorated, and improves cigarette
Application in smoking quality.
The purpose of the present invention is achieved by the following technical programs.
Unless otherwise indicated, percentage of the present invention is weight percent.
A kind of tobacco sauce additive with antibacterial activity, is made of the raw material of following weight parts: glycerol 96.9~
98.8 parts, 0.5~1.5 part of benzyl carbinol, 0.2~0.5 part of phenethyl acetate, 0.1~0.2 part of vanillic aldehyde, fanesol 0.1~
0.2 part, 0.1~0.2 part of phenylethyl propionate and rose flavones-S0.2~0.5 part；It is after mixing required by each raw material
Additive；
Wherein, the rose flavones-S is isolated flavonoid from the waste residue after production Rosa Damascana
Object has following structural formula:
The compound is light yellow gum object, name are as follows: 2'- hydroxyl -6- methylol -7- methoxy flavone, English name are as follows:
2'-hydroxy-6-hydroxymethyl-7-dimethoxy-flavone, popular name are as follows: rose flavones-S.
The method for preparing the 2'- hydroxyl -6- methylol -7- methoxy flavone, comprising the following steps:
(1) sample extraction: the waste residue solvent supersonic after production Rosa Damascana is extracted 2~5 times, is extracted every time used molten
The weight of agent is 2~6 times of waste residue, and 30~60 minutes each extraction times, combined extract, filtering, filtrate decompression are concentrated into
Just there is sediment precipitation, stands 20~60 minutes, filter out sediment and obtain sample extracting solution；
(2) MCI decolourizes: MCI column on sample extracting solution, collects efflux and is concentrated under reduced pressure into medicinal extract；
(3) silica gel column chromatography: by silica gel column chromatography on medicinal extract, dress column silica gel is 200~250 mesh, the weight of used silica gel
It is 3~10 times of medicinal extract weight；Gradient elution is carried out with chloroform-acetone solution, the volume proportion of chloroform-acetone solution is respectively
20:1,9:1,8:2,7:3,6:4 and 1:1 collect the gradient eluent of each gradient and concentration, monitor through TLC, merge identical portion
Point；
(4) chloroform-acetone of 6:4 high performance liquid chromatography separation: is afforded into eluent using high performance liquid chromatography point
From purifying, UV detector Detection wavelength is 365nm, collects the chromatographic peak of 32.2min, is evaporated after repeatedly adding up to get the change
Close object.
Further, in step (1), the solvent is dense for the aqueous acetone solution of volumetric concentration 70%~100%, volume
The ethanol water of degree 70%~100% or the methanol aqueous solution of volumetric concentration 70%~100%.
In step (3), for medicinal extract before upper silica gel column chromatography, the acetone or methanol first measured with 1.5~3 times of medicinal extract weight are molten
Then solution uses 100~150 mesh silica gel mixed samples of 0.8~1.2 times of medicinal extract weight amount, later loading.
In step (3), when gradient elution, distributes, i.e., do not have in cucurbit after solvent evaporated per the secondary not group that is eluted to
There is component residue, then changes next gradient.
In step (4), the high performance liquid chromatography separation purifying is the methanol-water for being 32%~45% with volumetric concentration
Solution is mobile phase, and 15~25mL/min of flow velocity, with 21.2 × 250mm, 5 μm of ZorbaxPrepHT GF reverse phase preparative column is
Stationary phase, UV detector Detection wavelength are 365nm, and each 0.5~1.0mL of sample introduction collects the chromatographic peak of 32.2min, repeatedly
It is evaporated after cumulative.
It is used in tobacco sauce by 5%~8% addition of feed liquid weight, the putrid and deteriorated of tobacco sauce is effectively pressed down
System, can significantly extend the shelf-life of tobacco sauce.
Specific effect are as follows: the control feed liquid of additive is not used in second day of storage, pH value starts to be decreased obviously, and 7
Change rate is up to 20.14% after it.After additive of the invention, in storage 30 days, pH value does not change substantially, change rate
Between 0.03%~1.50%.According to Food Microbiology standard method, bacterium, mould, yeast and large intestine in feed liquid are detected
The quantity situation of flora.The tobacco sauce of additive of the present invention is added to after storage 30 days, bacterium, mould, yeast and large intestine
4 quasi-microorganism of flora does not all detect；It manually smells and distinguishes the result shows that the original sample with new production does not have significant changes.And it is not added with this
After storage 7 days, yeast, coliform, total number of bacteria and total number of molds obviously increase the control feed liquid of invention additive, increase
Amount is at least at 10 times or more.Manually smell that distinguish that result has also indicated that apparent tart flavour and sour taste and the original sample of new production have occurred aobvious
Write variation.
Meanwhile the additive can also be obviously improved the suction quality of cigarette.
The tobacco sauce for being added to additive of the present invention is used to prepare cigarette, method be by tobacco quality 0.5%~
1.0% is equably sprayed on pipe tobacco, then after the common process link such as flavoring, steel wire storage, rolls into cigarette, according to
GB5606.4-2005 standard carries out sensory evaluation, and evaluation result shows: being added to the tobacco sauce of additive of the present invention for rolling up
In cigarette, it can also increase the exquisiteness and sweet sense of flue gas, flue gas becomes submissiveer by throat and when entering nasal cavity, the pumping of cigarette
Comfort is inhaled to get a promotion.
Compared with prior art, the invention has the following outstanding advantages:
1, the additive prepared by the present invention is used in tobacco sauce by quality 5%-8% addition, the corruption of tobacco sauce
It loses to go bad and be effectively suppressed, can significantly extend the shelf-life of tobacco sauce.
2, after the additive is added in tobacco sauce, cloud production cigarette suction comfort can be alleviated to a certain extent and slightly owed
It lacks, irritation, dry sensation distinct issues and cloud, which produce cigarette style, to be coordinated, and is not had after addition to the style and features of cigarette product
It influences.The exquisiteness and sweet sense of flue gas can also be increased, flue gas becomes submissiveer by throat and when entering nasal cavity, the pumping of cigarette
Comfort is inhaled to get a promotion.
3, each ingredient is uniformly mixed by the Additive Production simple process in the ratio of setting.Additive it is main at
Dividing is glycerol, accounts for the 96.9%~98.8% of formula rate, and the 1%~2% of addition pipe tobacco weight is needed during production of cigarettes
Propylene glycol or glycerol as humectant；And the additive amount of tobacco sauce in the tobacco is generally less than 2%.Additive of the present invention is
Make to be added in feed liquid by 10% high additive amount, then the feed liquid of addition 2%, the propylene glycol being introduced into cigarette also only account in the tobacco
It 19.4/10000ths~the 19.8 of pipe tobacco weight will not be to the main chemistry of Cigarette well below the amount that can add glycerol in pipe tobacco
Ingredient damages.Benzyl carbinol, phenethyl acetate, vanillic aldehyde, fanesol, propionic acid in addition to principal component glycerol, in additive
The micro constitutents such as phenethyl ester, rose flavones-S all have antibacterial effect outstanding.
4, the compound rose flavones-S in additive of the present invention is separated from the waste residue after production Rosa Damascana
It arrives, raw material sources are very extensive, at low cost；Waste resource can be comprehensively utilized by producing the compound, improve the attached of rose processing
It is value added to have important practical significance.The compound on animals is nontoxic, and use is safe, and compound shows good antibacterial activity,
95% or more is reached to the bacteriostasis rate of bacterium, 4 quasi-microorganism of mould, yeast and coliform；And compound structure letter
It is single, if be also easily achieved using process for artificial, and production cost is low.
Detailed description of the invention
Fig. 1 be flavone compound of the present invention carbon-13 nmr spectra (13C NMR)；
Fig. 2 be flavone compound of the present invention nuclear magnetic resonance spectroscopy (1H NMR)；
Fig. 3 is the crucial HMBC correlation figure of flavone compound of the present invention.
Specific embodiment
In order to make the objectives, technical solutions, and advantages of the present invention clearer, right with reference to the accompanying drawings and embodiments
The present invention is described in further detail.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, and
It is not used in the restriction present invention.In the examples where no specific technique or condition is specified, described skill according to the literature in the art
Art or condition are carried out according to product description.Reagents or instruments used without specified manufacturer is that can pass through purchase
Buy the conventional products of acquisition.
Embodiment 1 --- the preparation of compound rose flavones-S
For waste residue sample source after producing Rosa Damascana in hotan, kind is Damask Rose.Take waste residue
100kg, with ethyl alcohol 300L ultrasonic extraction 4 times of 95%, each 30min.Combined extract, filtering, filtrate decompression are concentrated into body
Long-pending 1/4；It stands, filters out sediment, the decoloration of MCI column, is concentrated under reduced pressure to give 6.5kg medicinal extract on the solution after filtering out precipitating；It takes
The acetone dilution of 1.2kg is added in medicinal extract 650g in medicinal extract, and 100 mesh silica gel 700g are then added and mix sample, with 200 mesh silica gel 2.5g
Column is filled, upper prop after sample is mixed；Chloroform-acetone the mixing for being respectively 20:1,9:1,8:2,7:3,6:4 and 1:1 with volume ratio is organic molten
Agent gradient elution collects gradient eluent, concentration, monitors through TLC, merge identical part, obtain 6 part A-F, wherein
To sample E (6:4) the part 155g being collected into, then using 38% methanol as mobile phase, flow velocity 20ml/min, 21.2 × 250mm,
5 μm of ZorbaxPrepHT GF reverse phase preparative column is stationary phase, and UV detector Detection wavelength is 365nm, each sample introduction
1.0mL collects the chromatographic peak of 32.2min, is evaporated after repeatedly adding up to get compound rose flavones-S.
The identification of compound structure: the structure of prepared compound is identified by the following method:
HRESI-MS shows that its quasi-molecular ion peak is 321.0744 [M+Na]+(calculated value 321.0739), in conjunction with1H NMR
It is composed with DEPT and determines that its molecular formula is C17H14O5, degree of unsaturation 11.
Hydroxyl (3439), carbonyl (1670) and aromatic ring (1615,1452 and 1421cm are shown in infrared spectroscopy-1) resonance
Absorption peak.And ultraviolet spectra has absorption maximum to also illustrate that there may be aromatic ring structures in compound in 210,262,365nm.
Compound1H and13C H NMR spectroscopy (such as table 1, Fig. 1 and Fig. 2) shows that it contains 17 carbon and 14 hydrogen, including 1
1,2,4,5- quaternary phenyl ring (C-5~C-10, H-5, H-8), 1 disubstituted phenyl ring of 1,2- (C-1'~C-6', H-3'~
H-6'), 1 α, beta-unsaturated carbonyl (C-2, C-3, C-4, H-3), 1 methylol (δC63.5q δH4.65s), 1 methoxyl group
(δC55.9 δH3.81s) and 1 phenolic hydroxyl group (δH11.24s).According to typical 2 phenyl ring, alpha, beta-unsaturated carbonyl and
Double bond signal can speculate that compound is flavone compound.According to H-3 and C-2, C-4, C-10, C-1 ', H-5 and C-4, C-9,
C-10, H-8 and C-9, C-10 and H-6 ' (such as Fig. 3) related to the HMBC of C-2 may further confirm that compound is flavonoids knot
Structure.
After the parent of compound determines, remaining substituent group, methylol, methoxyl group and phenolic hydroxyl group can be considered taking on flavones
Dai Ji.Methoxyl group hydrogen (δ can be observed in (such as Fig. 3) in the HMBC spectrum of compoundH3.81) with and C-7 (δC163.2) HMBC phase
It closes, can speculate that the methoxyl group is substituted in C-7 respectively；According to methylol hydrogen H2-7(δHAnd the HMBC phase of C-5, C-6, C-7 4.65)
It closes, it can be verified that methyl is substituted in C-6；According to phenolic hydroxyl group hydrogen (δH11.24) related to the HMBC of C-1 ', C-2 ', C-3 ', it can demonstrate,prove
Real phenolic hydroxyl group is substituted in the position C-2 '.In addition proton signal (H-5, δ on typical phenyl ringH7.01s；H-8,δH6.53s；H-3 ', δH6.91(d)7.6；H-4 ', δH7.29(t)7.6；H-5 ', δH6.88(t)7.6；H-6 ', δH7.71 (d) 7.6) also susceptible of proof sheets
The B ring of invention chromocor compound is the substitution of the position 6,7- two, and C ring is 2'- monosubstituted.So far, the structure of compound is determined,
Compound nomenclature are as follows: 2'- hydroxyl -6- methylol -7- methoxy flavone, popular name are as follows: rose flavones-S.
Infrared, the ultraviolet and mass spectrometric data of compound: purple light composes (methanol), λmax(logε)210(4.73)、262
(4.35),365(3.82)nm；Infrared spectroscopy (pressing potassium bromide troche): νmax3439、1670、1615、1552、1421、1402、
1369、1168、1062、853、763cm-1；1H and13C NMR data (500 and 125MHz, (C5D5N), it is shown in Table -1；Cation mould
Formula ESIMS m/z335 [M+Na]+；Positive ion mode HRESIMS m/z321.0744 [M+Na]+(calculated value 321.0739,
C17H14NaO5)。
1. the compounds of this invention of table1H NMR and13C NMR data (C5D5N)
| No. | δC(mult.) | δH(mult,J,Hz) | No. | δC(mult.) | δH(mult,J,Hz) |
| 2 | 163.0s | 1′ | 116.5s | ||
| 3 | 109.1d | 6.73s | 2′ | 155.1s | |
| 4 | 177.0s | 3′ | 116.8d | 6.91(d)7.6 | |
| 5 | 130.1d | 7.01s | 4′ | 131.6d | 7.29(t)7.6 |
| 6 | 122.6s | 5′ | 121.1d | 6.88(t)7.6 | |
| 7 | 163.2s | 6′ | 128.7d | 7.71(d)7.6 | |
| 8 | 105.0d | 6.53s | 7′ | 63.5t | 4.65s |
| 9 | 154.6s | -OMe-7 | 55.9q | 3.81s | |
| 10 | 116.5s | Ar-OH | 11.24s |
Additive prepares embodiment 1
Additive in the present embodiment is prepared from the following materials: glycerol 98.00%, benzyl carbinol 1.00%, acetic acid benzene
Ethyl ester 0.30%, vanillic aldehyde 0.15%, fanesol 0.15%, phenylethyl propionate 0.15%, rose flavones-S0.25%.Respectively at
Dividing the shallow yellow transparent solution obtained after being uniformly mixed in proportion is additive samples 1.
The additive samples 1 of addition 6% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 1 is equably sprayed on pipe tobacco by the 0.6% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Additive prepares embodiment 2
Additive in the present embodiment is prepared from the following materials: glycerol 97.4%, benzyl carbinol 1.2%, acetic acid benzene second
Ester 0.4%, vanillic aldehyde 0.2%, fanesol 0.2%, phenylethyl propionate 0.2%, rose flavones-S0.4%.Each ingredient press than
Example, which is uniformly mixed, obtains additive samples 2.
The additive samples 2 of addition 5% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 2 is equably sprayed on pipe tobacco by the 0.5% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Additive prepares embodiment 3
Additive in the present embodiment is prepared from the following materials: glycerol 97.7%, benzyl carbinol 0.8%, acetic acid benzene second
Ester 0.4%, vanillic aldehyde 0.2%, fanesol 0.2%, phenylethyl propionate 0.2%, rose flavones-S0.5%.Each ingredient press than
Example, which is uniformly mixed, obtains additive samples 3.
The additive samples 3 of addition 7% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 3 is equably sprayed on pipe tobacco by the 0.8% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Additive prepares embodiment 4
Additive in the present embodiment is prepared from the following materials: glycerol 97.25%, benzyl carbinol 1.40%, acetic acid benzene
Ethyl ester 0.45%, vanillic aldehyde 0.18%, fanesol 0.18%, phenylethyl propionate 0.18%, rose flavones-S0.36%.Respectively at
Divide to be uniformly mixed in proportion and obtains additive samples 4.
The additive samples 4 of addition 6% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 4 is equably sprayed on pipe tobacco by the 0.8% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Additive prepares embodiment 5
Additive in the present embodiment is prepared from the following materials: glycerol 97.70%, benzyl carbinol 1.20%, acetic acid benzene
Ethyl ester 0.25%, vanillic aldehyde 0.20%, fanesol 0.20%, phenylethyl propionate 0.15%, rose flavones-S0.30%.Respectively at
Divide to be uniformly mixed in proportion and obtains additive samples 5.
The additive samples 5 of addition 8% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 5 is equably sprayed on pipe tobacco by the 0.6% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Additive prepares embodiment 6
Additive in the present embodiment is prepared from the following materials: glycerol 98.05%, benzyl carbinol 0.6%, acetic acid benzene second
Ester 0.35%, vanillic aldehyde 0.20%, fanesol 0.15%, phenylethyl propionate 0.15%, rose flavones-S0.50%.Each ingredient
It is uniformly mixed in proportion and obtains additive samples 6.
The additive samples 6 of addition 7% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 6 is equably sprayed on pipe tobacco by the 0.7% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Additive prepares embodiment 7
Additive in the present embodiment is prepared from the following materials: glycerol 98.9%, benzyl carbinol 1.5%, acetic acid benzene second
Ester 0.5%, vanillic aldehyde 0.2%, fanesol 0.2%, phenylethyl propionate 0.2%, rose flavones-S0.50%.Each ingredient press than
Example, which is uniformly mixed, obtains additive samples 7.
The additive samples 7 of addition 5% in the tobacco sauce of Yunnan brand cigarette.Storage 30 days after, manually smell distinguish,
PH value measurement and microorganism detection result show the feed liquid, and there is no rotten；And it compares and is just had occurred in feed liquid 5 days obviously
It is rotten.
The tobacco sauce for being added to additive samples 7 is equably sprayed on pipe tobacco by the 0.5% of tobacco quality, then is passed through
After the common process link such as flavoring, steel wire storage, cigarette is rolled into, carries out sensory evaluation according to GB5606.4-2005 standard.Evaluation knot
Fruit shows: being added to the tobacco sauce of additive of the present invention for that in cigarette, can improve throat's comfort of cigarette smoking, reduce
The stimulation smoked to human body throat, can also increase the exquisiteness and sweet sense of flue gas, and flue gas passes through throat and enters the change of nasal cavity
Must be submissiveer, the suction comfort of cigarette gets a promotion.
Sensory evaluating smoking's experiment:
Sensory evaluating smoking is carried out by the method for GB5606.4-2005 to the cigarette sample of additive preparation embodiment 1-7, is smoked panel test
It the results are shown in Table -2.It can be seen that by the smoking result of table 2, total point of embodiment 1-7 is above control sample 91 or more.It should
After additive is added in tobacco sauce, it can also increase the exquisiteness and sweet sense of flue gas, flue gas is by throat and enters nasal cavity
Become submissiveer, the suction comfort of cigarette gets a promotion.Illustrate benzyl carbinol in additive of the present invention, phenethyl acetate, perfume (or spice)
The micro constitutents such as Lan Su, fanesol, phenylethyl propionate, rose flavones-S also change in addition to antibacterial action when adding appropriate
The effect of kind cigarette smoking quality.
Table 2, embodiment 1-7 cigarette sample smoking result
Claims (5)
1. a kind of tobacco sauce additive with antibacterial activity, is made: glycerol 96.9~98.8 of the raw material of following weight parts
Part, 0.5~1.5 part of benzyl carbinol, 0.2~0.5 part of phenethyl acetate, 0.1~0.2 part of vanillic aldehyde, 0.1~0.2 part of fanesol,
0.1~0.2 part of phenylethyl propionate and rose flavones-S0.2~0.5 part；It is after mixing required addition by each raw material
Agent；
Wherein, the rose flavones-S is isolated flavone compound from the waste residue after production Rosa Damascana, tool
There is following structural formula:
The compound is light yellow gum object, name are as follows: 2'- hydroxyl -6- methylol -7- methoxy flavone, English name are as follows: 2'-
hydroxy-6-hydroxymethyl-7-dimethoxy-flavone。
2. additive according to claim 1, it is characterised in that: the 2'- hydroxyl -6- methylol -7- methoxyl group is yellow
The preparation method of ketone, comprising the following steps:
(1) sample extraction: the waste residue solvent supersonic after production Rosa Damascana is extracted 2~5 times, extracts solvent for use every time
Weight is 2~6 times of waste residue, and 30~60 minutes each extraction times, combined extract, filtering, filtrate decompression, which is concentrated into, just to be had
Sediment is precipitated, and stands 20~60 minutes, filters out sediment and obtain sample extracting solution；The solvent be volumetric concentration 70%~
The methanol of 100% aqueous acetone solution, the ethanol water of volumetric concentration 70%~100% or volumetric concentration 70%~100%
Aqueous solution；
(2) MCI decolourizes: MCI column on sample extracting solution, collects efflux and is concentrated under reduced pressure into medicinal extract；
(3) silica gel column chromatography: by silica gel column chromatography on medicinal extract, dress column silica gel is 200~250 mesh, and the weight of used silica gel is leaching
3~10 times of cream weight；Gradient elution is carried out with chloroform-acetone solution, the volume proportion of chloroform-acetone solution is respectively 20:
1,9:1,8:2,7:3,6:4 and 1:1 collect the gradient eluent of each gradient and concentration, monitor through TLC, merge identical part；
(4) chloroform-acetone of wherein 6:4 high performance liquid chromatography separation: is afforded into eluent using high performance liquid chromatography point
From purifying, condition is: the methanol aqueous solution for being 32%~45% using volumetric concentration is mobile phase, 15~25mL/min of flow velocity, with
21.2 × 250mm, 5 μm of ZorbaxPrepHT GF reverse phase preparative column are stationary phase, and UV detector Detection wavelength is 365nm,
0.5~1.0mL of each sample introduction, collects the chromatographic peak of 32.2min, is evaporated after repeatedly adding up to get the compound.
3. additive according to claim 2, it is characterised in that: in step (3), medicinal extract is before upper silica gel column chromatography, first
Acetone or the methanol dissolution measured with 1.5~3 times of medicinal extract weight, then with 100~150 mesh of 0.8~1.2 times of medicinal extract weight amount
Silica gel mixed sample, later loading.
4. additive described in claim 1 prevent tobacco sauce it is putrid and deteriorated, extend the tobacco sauce shelf-life in application.
5. additive described in claim 1 is promoting the application in cigarette smoking quality.
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| CN111018822B (en) * | 2019-12-11 | 2022-05-24 | 云南中烟工业有限责任公司 | Compound with bacteriostatic action, preparation method thereof and application thereof in cigarettes |
| CN111423406B (en) * | 2020-05-09 | 2022-05-13 | 云南中烟工业有限责任公司 | Pyranolactone compound and preparation method and application thereof |
| CN111533720B (en) * | 2020-05-09 | 2022-05-10 | 云南中烟工业有限责任公司 | Pyranolide compound, preparation method thereof, additive containing pyranolide compound and application of pyranolide compound |
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