CN104086425A - Method for simultaneously extracting and separating chlorogenic acid, solanesol, alkaloid and rutin in tobacco - Google Patents
Method for simultaneously extracting and separating chlorogenic acid, solanesol, alkaloid and rutin in tobacco Download PDFInfo
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- CN104086425A CN104086425A CN201410368309.6A CN201410368309A CN104086425A CN 104086425 A CN104086425 A CN 104086425A CN 201410368309 A CN201410368309 A CN 201410368309A CN 104086425 A CN104086425 A CN 104086425A
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- C07—ORGANIC CHEMISTRY
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- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
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- C07—ORGANIC CHEMISTRY
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- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
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Abstract
The invention relates to a method for simultaneously extracting and separating chlorogenic acid, solanesol, alkaloid and rutin in tobacco. The method comprises the following steps: 1, extracting simultaneously, namely, crushing a tobacco raw material, extracting by using 80% ethanol once under the conditions that the temperature is 40-50 DEG C, the ultrasonic frequency is 45KHz and the ratio of material to liquid is 10:1, and performing suction filtration or centrifugation, respectively extracting the residue by using 80% and 95% ethanol once; combining the extract solutions of three times, thereby obtaining crude extract of chlorogenic acid, solanesol, alkaloid and rutin in tobacco, wherein the extraction rates of chlorogenic acid, solanesol, alkaloid and rutin in tobacco are 100%; and 2, separating, namely, separating solanesol, separating chlorogenic acid and rutin, and separating alkaloid. By adopting the method, simultaneous and efficient extraction on chlorogenic acid, solanesol, alkaloid and rutin in tobacco is achieved, the extraction rates are all 100%, the four components are effectively separated through simple steps, the utilization rate of the tobacco resource is improved, at the same time the operation is simple, the organic solvent is saved, and the energy consumption is reduced.
Description
Technical field
The present invention relates to comprehensive extraction and an isolation technique that grows tobacco functional component, relate in particular to a kind of simultaneously extraction and the method for separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin.
Background technology
The pharmaceutical use of tobacco all has discussion in China's successive dynasties books on Chinese herbal medicine and TCM Literature, and Modern Analytical Chemistry is verified is rich in multiple bioactive functions composition in tobacco.Tobacco is the abundantest plant Salanesol (1-4%) resource; Tobacco leaf chlorogenic acid (0.2-5.4%) content is suitable with Japanese Honeysuckle; Tobacco violaguercitrin (rutin is up to 2%) content is suitable with bitter buckwheat major function composition; Nicotine in tobacco and relevant material thereof are hopeful as the drug candidate for the treatment of Alzheimer in the future very much.Nicotine agricultural chemicals is a kind of traditional high-efficiency low-toxicity " environment friendly agricultural ".In tobacco, also contain the useful activeconstituentss such as protein, amino acid, oxysuccinic acid, polysaccharide.China's tobacco aboundresources, wide adaptability, planting cost is low, and meanwhile, a large amount of inferior tobacco of cigarette industry also provides abundant raw material sources for tobacco functional component develops.
At present, the extraction to tobacco Salanesol, nicotine and protein both at home and abroad, purification technique are studied more, especially Salanesol, nicotine, and it extracts purification technique and has obtained extensive exploitation and utilization, and the extraction of Tobacco Chlorogenic Acid and utilization also start to receive publicity.But the current research for tobacco functional component and the main extraction and application technology taking simple function composition of utilization are as main, although the comprehensive extractive technique of difference in functionality composition starts to receive publicity, it is mainly the comprehensive extractive technique of Salanesol and nicotine, the comprehensive the technique of extracting of tobacco various active material is also reported less, the researchs such as Southern Yangtze University's Chinese mugwort soul have been reported with the auxiliary tobacco Salanesol that extracts of 95% ethanol ultrasonic wave simultaneously, chlorogenic acid, alkaloidal technology, extraction yield is respectively 82%, 94%, 95%, the three kinds of materials especially extraction efficiency of Salanesol are lower, and test required extraction temperature up to 80 DEG C, test energy consumption is higher.
Visible, mostly current technology is individual event or a few extractions, and extraction process is not ideal enough or extraction yield is not high, at present about the tobacco comprehensive extraction of high efficiency extraction chlorogenic acid, Salanesol, nicotine, violaguercitrin simultaneously, and realize that Salanesol, chlorogenic acid, violaguercitrin, nicotine effectively separate and simple to operate, save solvent, the technology that reduces energy consumption have not been reported.
Summary of the invention
The object of the invention is to overcome the shortcoming existing in prior art, a kind of also method of separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin of simultaneously extracting is provided.The method by four kinds of functional mass of tobacco simultaneously high efficiency extraction out, and realize tobacco Salanesol, chlorogenic acid, violaguercitrin, nicotine and effectively separate, not only improved the utilization ratio of tobacco resource, and simple to operate, save solvent, reduce energy consumption.
To achieve these goals, the technical solution adopted in the present invention is: a kind of also method of separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin of simultaneously extracting, and its step comprises:
Step 1, extraction simultaneously: after tobacco material is pulverized, set and extract 40～50 DEG C of temperature, ultrasonic frequency 45 KHz, under solid-liquid ratio 10:1 condition, first use 80% extraction using alcohol once, suction filtration or centrifugal after, residue extracts once with 80%, 95% ethanol is each respectively again; No. three times extracting solution merges, and obtains the crude extract of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin, and the extraction yield of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin all reaches 100%;
Step 2, separation:
Separating solanesol: extracting solution concentrating under reduced pressure, precipitation, obtains Salanesol throw out after filtration, Salanesol throw out dissolve with ethanol, after sodium hydroxide saponification, with sherwood oil or n-hexane extraction, extraction liquid is concentrated, obtains tobacco Salanesol crude product;
Separating chlorogenic acid, violaguercitrin: to filtering out the chitosan solution flocculation removal of impurities that adds 1% in the sedimentary extracting solution of Salanesol, filter, adjust filtrate pH value to 2, room temperature is placed and is spent the night, filter to obtain violaguercitrin throw out, by hot water dissolving, crystallization for violaguercitrin throw out, obtain violaguercitrin crude product; The filtrate of filtering after violaguercitrin throw out is passed through macroporous adsorbent resin, and elutriant wash-out is concentrated, obtains chlorogenic acid crude product;
Or filter out the sedimentary extracting solution tune of Salanesol pH to acid, and adding ethyl acetate is extraction agent, extraction liquid merges, concentrated, acquisition Tobacco Chlorogenic Acid crude product; Water after extraction chlorogenic acid, room temperature is placed and is spent the night, and filters to obtain violaguercitrin throw out, by hot water dissolving, crystallization for violaguercitrin throw out, obtains violaguercitrin crude product;
Separate nicotine: by the extracting solution after separating solanesol, chlorogenic acid, violaguercitrin, under alkaline condition, application sherwood oil or n-hexane extraction nicotine, then by stripping, obtain nicotine crude product.
Further, the extraction time of described step 1 is 20min.
Further, separating solanesol in described step 2: by 50 DEG C of concentrating under reduced pressure of the extracting solution obtaining in step 1, to without alcohol taste, reclaim ethanol, the cooling rear rapid filtration of concentrated solution, obtains Salanesol throw out after filtration; Salanesol throw out with anhydrous alcohol solution, adds 30% sodium hydroxide solution, saponification 40min under 40-50 DEG C of ultrasound condition after washing with 20-40% ethanolic soln, after saponification completes, add deionized water, n-hexane extraction 3 times, extraction liquid merges, concentrated, obtains Salanesol crude product.
Further, in described step 2, separate nicotine: by the extracting solution adjust pH to 13 after separating solanesol, chlorogenic acid, violaguercitrin, use n-hexane extraction 5 times, the ratio of normal hexane and water is 1:1, strip with 20-30% aqueous sulfuric acid again, the concentrated 40% nicotine sulfate solution that obtains.
The invention has the beneficial effects as follows: high efficiency extraction when having realized Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin, the extraction yield of chlorogenic acid, Salanesol, nicotine, violaguercitrin all reaches 100%, and by the distribution of simple liquid liquid, precipitation or macroporous resin adsorption method, further Salanesol, violaguercitrin, chlorogenic acid, nicotine are effectively separated, the method not only improves the utilization ratio of tobacco resource, and simple to operate, save organic solvent, reduce energy consumption.
Brief description of the drawings
Below in conjunction with drawings and Examples, the present invention is further elaborated.
Fig. 1 is the process flow sheet of the embodiment of the present invention 1;
Fig. 2 is the process flow sheet of the embodiment of the present invention 2.
Embodiment
embodiment 1
A kind of also method of separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin of simultaneously extracting as shown in Figure 1, its step comprises:
One, extract when Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin
Take the tobacco powder sample 500g after pulverizing, at solid-liquid ratio 1:10, ultrasonic frequency 45 KHz, extract 40～50 DEG C of temperature, first use 80% extraction using alcohol once, and residue is more respectively with 80%, 95% each the extraction once of ethanol, extraction 20min; Gained extracting solution merges, and obtains the extracting solution of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin, and the extraction yield of four kinds of compositions all reaches 100%.
Two, the separation of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin
1, separating solanesol
The 50 DEG C of concentrating under reduced pressure of extracting solution that obtain in step 1, to without alcohol taste, reclaim ethanol, the cooling rear rapid filtration of concentrated solution, and Salanesol is retained in precipitation, and chlorogenic acid, violaguercitrin, nicotine are retained in filtrate; After precipitation is washed with 20-40% ethanolic soln, with anhydrous alcohol solution, add 30% sodium hydroxide solution, saponification 40min under 40-50 DEG C of ultrasound condition, after saponification completes, add deionized water, then use n-hexane extraction 3 times, extraction liquid merges, concentrated, obtain Salanesol crude product, Salanesol crude product is refining by methods such as column chromatography, preparative chromatography, crystallizations, obtains Salanesol sterling.
2, separating chlorogenic acid, violaguercitrin
Filtrate after separating solanesol is adjusted to pH to 2.0, be extracted with ethyl acetate 5 times, the ratio of ethyl acetate and water is 1:1, and 95% above chlorogenic acid and 17% violaguercitrin are transferred in ethyl acetate, and nicotine and 83% violaguercitrin are retained in water.Merge ester phase, concentrated, obtain chlorogenic acid (containing a small amount of violaguercitrin) crude product.Chlorogenic acid crude product is with hot water dissolving, separates out violaguercitrin after cooling, and chlorogenic acid is separated with violaguercitrin.The chlorogenic acid aqueous solution is refining by methods such as resin absorption purifying, crystallizations again, obtains chlorogenic acid sterling.
Water room temperature after extraction chlorogenic acid is placed and is spent the night, and filters.70% violaguercitrin is present in precipitation, separately has 30% violaguercitrin and nicotine to be retained in filtrate.Throw out is with after cold water washing, and dissolve with ethanol, crystallization, be solution A.Filtrate is crossed LS305 macroporous adsorbent resin, and violaguercitrin is by macroporous resin adsorption, and nicotine flows out with extracting solution.Washing the polar impurity being adsorbed in macroporous resin with water, be adsorbed on the violaguercitrin in macroporous resin with 60% ethanol elution, collect elutriant, is solution B, and solution A is mixed with B, concentrates crystallization, acquisition violaguercitrin crude product.After violaguercitrin crude product periodic crystallisation, obtain violaguercitrin sterling.
3, separate nicotine:
By the extracting solution adjust pH to 13 after separating chlorogenic acid, violaguercitrin, use n-hexane extraction 5 times, the ratio of normal hexane and water is 1:1, then strips with 20-30% aqueous sulfuric acid, concentrates and obtains 40% nicotine sulfate solution.40% nicotine sulfate solution can obtain nicotine sterling after further refining.
embodiment 2
As shown in Figure 2, difference from Example 1 is:
Two, the separation of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin
1, separating solanesol
50 DEG C of concentrating under reduced pressure of extracting solution, to without alcohol taste, reclaim ethanol.The cooling rear rapid filtration of concentrated solution, Salanesol is retained in precipitation, and chlorogenic acid, violaguercitrin, nicotine are retained in filtrate.Precipitation with anhydrous alcohol solution, adds 30% sodium hydroxide solution, saponification 40min under 40-50 DEG C of ultrasound condition after washing with 20-40% ethanolic soln, after saponification completes, add deionized water, then use petroleum ether extraction 3 times, extraction liquid merges, concentrated, obtains Salanesol crude product.Salanesol crude product is refining by methods such as column chromatography, preparative chromatography, crystallizations, obtains Salanesol sterling.
2, separate violaguercitrin, chlorogenic acid
Extracting solution after separating solanesol, adds 1% chitosan solution, 50 DEG C of flocculation removal of impurities, and filtrate is adjusted pH to 2.0, and room temperature is placed and is spent the night, and filters.70% violaguercitrin is present in precipitation, separately has 30% violaguercitrin and whole chlorogenic acid, nicotine to be retained in filtrate; Violaguercitrin throw out cold water washing, after hot water dissolving, crystallization, obtains violaguercitrin crude product.After violaguercitrin crude product periodic crystallisation, obtain violaguercitrin sterling.
The extracting solution separating after violaguercitrin is crossed LS305 macroporous adsorbent resin, and the unprecipitated violaguercitrin of chlorogenic acid and above-mentioned steps is by macroporous resin adsorption, and nicotine flows out with extracting solution.Wash the polar impurity being adsorbed in macroporous resin with water, use 60% ethanol elution, collect elutriant, concentrated, obtain chlorogenic acid crude product (containing a small amount of violaguercitrin).Chlorogenic acid crude product is with hot water dissolving, separates out violaguercitrin after cooling, and chlorogenic acid is separated with violaguercitrin.Chlorogenic acid crude product is refining by methods such as resin absorption purifying, crystallizations again, obtains chlorogenic acid sterling.
3, separate nicotine:
By the extracting solution adjust pH to 13 separating after violaguercitrin, chlorogenic acid, use n-hexane extraction (1:1) 5 times, then strip, concentrate with 20-30% aqueous sulfuric acid, obtain 40% nicotine sulfate solution.40% nicotine sulfate solution can obtain nicotine sterling after further refining.
The foregoing is only preferred embodiment of the present invention, is only illustrative for the purpose of the present invention, and nonrestrictive.Those skilled in the art is understood, and in the spirit and scope that limit, can carry out many changes to it in the claims in the present invention, amendment, and even equivalence, but all will fall within the scope of protection of the present invention.
Claims (4)
1. extract an also method for separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin, its step comprises simultaneously:
Step 1, extraction simultaneously: after tobacco material is pulverized, set and extract temperature 40-50 DEG C, ultrasonic frequency 45 KHz, under solid-liquid ratio 10:1 condition, first use 80% extraction using alcohol once, suction filtration or centrifugal after, residue extracts once with 80%, 95% ethanol is each respectively again; No. three times extracting solution merges, and obtains the crude extract of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin, and the extraction yield of Tobacco Chlorogenic Acid, Salanesol, nicotine, violaguercitrin all reaches 100%;
Step 2, separation:
Separating solanesol: extracting solution concentrating under reduced pressure, precipitation, obtains Salanesol throw out after filtration, Salanesol throw out dissolve with ethanol, after sodium hydroxide saponification, with sherwood oil or n-hexane extraction, extraction liquid is concentrated, obtains tobacco Salanesol crude product;
Separating chlorogenic acid, violaguercitrin: to filtering out the chitosan solution flocculation removal of impurities that adds 1% in the sedimentary extracting solution of Salanesol, filter, adjust filtrate pH value to 2, room temperature is placed and is spent the night, filter to obtain violaguercitrin throw out, by hot water dissolving, crystallization for violaguercitrin throw out, obtain violaguercitrin crude product; The filtrate of filtering after violaguercitrin throw out is passed through macroporous adsorbent resin, and elutriant wash-out is concentrated, obtains chlorogenic acid crude product;
Or filter out the sedimentary extracting solution tune of Salanesol pH to acid, and adding ethyl acetate is extraction agent, extraction liquid merges, concentrated, acquisition Tobacco Chlorogenic Acid crude product; Water after extraction chlorogenic acid, room temperature is placed and is spent the night, and filters to obtain violaguercitrin throw out, by hot water dissolving, crystallization for violaguercitrin throw out, obtains violaguercitrin crude product;
Separate nicotine: by the extracting solution after separating solanesol, chlorogenic acid, violaguercitrin, under alkaline condition, application sherwood oil or n-hexane extraction nicotine, then by stripping, obtain nicotine crude product.
2. the also method of separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin of simultaneously extracting according to claim 1, is characterized in that: the extraction time of described step 1 is 20min.
3. the also method of separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin of simultaneously extracting according to claim 1, it is characterized in that: separating solanesol in described step 2: by 50 DEG C of concentrating under reduced pressure of the extracting solution obtaining in step 1, extremely without alcohol taste, reclaim ethanol, the cooling rear rapid filtration of concentrated solution, obtains Salanesol throw out after filtration; Salanesol throw out with anhydrous alcohol solution, adds 30% sodium hydroxide solution, saponification 40min under 40-50 DEG C of ultrasound condition after washing with 20-40% ethanolic soln, after saponification completes, add deionized water, then n-hexane extraction 3 times, extraction liquid merges, concentrated, obtains Salanesol crude product.
4. the also method of separate tobacco chlorogenic acid, Salanesol, nicotine, violaguercitrin of simultaneously extracting according to claim 1, it is characterized in that: in described step 2, separate nicotine: by the extracting solution adjust pH to 13 after separating solanesol, chlorogenic acid, violaguercitrin, with n-hexane extraction 5 times, the ratio of normal hexane and water is 1:1, strip with 20-30% aqueous sulfuric acid again, the concentrated 40% nicotine sulfate solution that obtains.
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Cited By (16)
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| CN104939305A (en) * | 2015-05-20 | 2015-09-30 | 湖南中烟工业有限责任公司 | Tobacco extract and electronic cigarette liquid |
| CN105985315A (en) * | 2015-02-06 | 2016-10-05 | 杨晓林 | Method for extracting nicotine from tobacco waste |
| CN106008444A (en) * | 2016-06-14 | 2016-10-12 | 中国农业科学院烟草研究所 | Method for extracting solanesol, cembrane diterpene, vitamin E and phytosterol from tobaccos simultaneously |
| CN106220386A (en) * | 2016-07-05 | 2016-12-14 | 陕西兰迪生物技术有限公司 | A kind of prevent and treat the plant insecticide of Gryllotalpa, preparation method and applications |
| CN106496034A (en) * | 2016-10-20 | 2017-03-15 | 中国烟草中南农业试验站 | A kind of while the method for extracting separating chlorogenic acid and rutin from Nicotiana tabacum L. |
| CN108689803A (en) * | 2018-06-28 | 2018-10-23 | 大连理工大学 | A kind of method of waste tobacco leaf comprehensive utilization |
| CN108913616A (en) * | 2018-06-28 | 2018-11-30 | 大连理工大学 | A method of bio-bacterial manure is prepared using tobacco leaf residue |
| CN109134253A (en) * | 2018-09-17 | 2019-01-04 | 云南中海路德科技有限公司 | Extract the method for separation nicotine and chlorogenic acid simultaneously using waste tobacco leaf |
| CN109134180A (en) * | 2018-09-17 | 2019-01-04 | 云南中海路德科技有限公司 | A kind of waste tobacco leaf recoverying and utilizing method |
| CN109134179A (en) * | 2018-09-17 | 2019-01-04 | 云南中海路德科技有限公司 | Extract the process of separating solanesol and neophytadiene simultaneously from waste tobacco leaf |
| CN110066264A (en) * | 2018-01-22 | 2019-07-30 | 湖南中烟工业有限责任公司 | A method of extracting rutin sophorin and Scopoletin from tobacco leaf |
| CN110903277A (en) * | 2018-09-18 | 2020-03-24 | 河南元萃生物科技有限公司 | Method for saponifying and hydrolyzing tobacco leaves by ultrasonic alkaline water and extracting nicotine by reduced pressure distillation |
| CN110903168A (en) * | 2018-09-18 | 2020-03-24 | 河南元萃生物科技有限公司 | Method for subcritical extraction of solanesol in waste tobacco leaves |
| CN110903192A (en) * | 2018-09-18 | 2020-03-24 | 河南元萃生物科技有限公司 | Method for extracting enriched chlorogenic acid from waste tobacco leaves by ultrasonic countercurrent and membrane separation concentration |
| CN114369026A (en) * | 2021-12-06 | 2022-04-19 | 湖南生物机电职业技术学院 | Method for extracting chlorogenic acid and rutin from Ficus pumila leaves |
| CN114940672A (en) * | 2022-05-27 | 2022-08-26 | 云南中烟工业有限责任公司 | Preparation method of tobacco alkaloid component |
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Cited By (23)
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| CN105985315A (en) * | 2015-02-06 | 2016-10-05 | 杨晓林 | Method for extracting nicotine from tobacco waste |
| CN104939305A (en) * | 2015-05-20 | 2015-09-30 | 湖南中烟工业有限责任公司 | Tobacco extract and electronic cigarette liquid |
| CN106008444A (en) * | 2016-06-14 | 2016-10-12 | 中国农业科学院烟草研究所 | Method for extracting solanesol, cembrane diterpene, vitamin E and phytosterol from tobaccos simultaneously |
| CN106008444B (en) * | 2016-06-14 | 2018-07-10 | 中国农业科学院烟草研究所 | A kind of method for extracting Salanesol, Cystatins C, vitamin E, phytosterol simultaneously from tobacco |
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