CN104147183A - Method for separating and purifying total iridoid glycosides and total soy isoflavones from capejasmine and fermented soybean decoction - Google Patents
Method for separating and purifying total iridoid glycosides and total soy isoflavones from capejasmine and fermented soybean decoction Download PDFInfo
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Abstract
The invention relates to the technical field of medicaments, and particularly relates to a method for separating and purifying total iridoid glycosides and total soy isoflavones from capejasmine and fermented soybean decoction. The method comprises the following steps: soaking or refluxing with water or ethanol water solution to prepare crude capejasmine and fermented soybean decoction extract, eluting and purifying with less water and different concentrations of ethanol water solutions through macroporous adsorption resin, and performing pressure-reduction concentration to obtain high-purity total iridoid glycosides and total soy isoflavones. The preparation method is simple to operate, low in cost, high in the purity of products, high in yield, free from environmental pollution and suitable for industrial production.
Description
Technical field:
The present invention relates to medical technical field, be specifically related to a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone.
Background technology:
The Decoction of Capejasmine and Fermented Soybean comes from treatise on Febrile Diseases, is made up of Fructus Gardeniae and Semen Sojae Preparatum.In side, Fructus Gardeniae is the fruit of Maguireothamnus speciosus Fructus Gardeniae Gardenia jasminoides Ellis., there is function of gallbladder promoting, short pancreatic secretion, blood pressure lowering, calmness, cooling, antimicrobial antiphlogistic effect, active component is iridoid glycoside, comprises jasminoidin, genipin-1-β-D-gentiobioside with cape jasmine, Gardenoside, gardoside, fevervine time glycosides methyl ester, deacetylate Herba Plantaginis methyl oxalate, Fructus Gardeniae thuja acid, gardenin etc.; In side, Semen Sojae Preparatum is the goods that processed through fermentation by the Chinese medicine such as mature seed and Herba Artemisiae Annuae, Folium Mori of legume soybean Glycine max (L.) Merr.; there is the effects such as anticancer mutation, preventing bone rarefaction, neuroprotective, blood fat reducing, antithrombotic, immunomodulating; main active is soybean isoflavone compounds, comprises daiazi, glycitin, genistin, daidzein, Glycitein, genistein etc.(Sun Chenghang, Mu Guangqing etc. the progress of Semen Sojae Preparatum active component. food research and development, 2006,27 (9): 157).Decoction of Capejasmine and Fermented Soybean application clinically shows that it can effectively regulate and improve the diseases such as anxiety, depression, insomnia and neurasthenia.
At present, focus mostly in the preparation for single medical material active component of cape jasmine total iridoid glycoside and the total soybean isoflavone of Semen Sojae Preparatum effective site for the preparation method of Decoction of Capejasmine and Fermented Soybean effective part group both at home and abroad, for example the applicant's Chinese patent ZL200510026144.5, publication number is CN1706860A, denomination of invention is " a kind of method with preparing total iridoid glycoside with cape jasmine fruit ", disclose one and comprised that water or ethanol water soak or reflux and prepare cape jasmine fruit crude extract, adopt again macroporous adsorbent resin respectively with a small amount of water and low-concentration ethanol aqueous solution eluting purification, after concentrating under reduced pressure, obtain the method for high-purity total iridoid glycoside.For another the Chinese patent application CN200910119135.9 of Hebei Medical University, publication number is CN101530455A, denomination of invention is " a kind of method of extracting anti-oxidation active substance from Semen Sojae Preparatum ", it is concentrated, dry that a kind of employing ethanol extraction, polyamide purifying, eluent are disclosed, from Semen Sojae Preparatum, extract the method for anti-oxidation active substance, which kind of compound the anti-oxidation active substance that this patent application is not clearly extracted is.More than study from single medical material and extract effective site, can not embody compound recipe medical material and close its impact interacting on each active constituent content and composition while decocting, cannot the reasonability of objective comprehensive reaction medicine to compatibility.
In addition, Chinese patent ZL03153151.2, publication number is CN1579463A, denomination of invention is " compound cape-jasmine salted-fermented beans total extract and preparation thereof and purposes ", disclose a kind of with Fructus Gardeniae, Semen Sojae Preparatum raw material, use the techniques such as solvent extraction method, solvent extraction, resin adsorption method to prepare compound cape-jasmine salted-fermented beans total extract, this total extract can be used for the treatment of climacteric syndrome, and has the effects such as antioxidation, anticoagulation, antitumor.But contained active ingredient in the not clear and definite total extract of this patent, particularly aforesaid Fructus Gardeniae active component-total iridoid glycoside, Semen Sojae Preparatum active component-the content of total soybean isoflavone in total extract is unknown, and the drug effect of this total extract does not embody Decoction of Capejasmine and Fermented Soybean application clinically as classics side-effectively regulate and improves anxiety, depression, insomnia and neurasthenia etc.
Therefore, there is no reported in literature separation and purification from the Decoction of Capejasmine and Fermented Soybean and obtain active ingredient--the method for total iridoid glycoside and total soybean isoflavone.
Summary of the invention:
The object of the present invention is to provide a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone.
Main technical schemes of the present invention is: in order to improve as far as possible yield and the purity of isolating active ingredient from the Decoction of Capejasmine and Fermented Soybean, adopt total iridoid glycoside and total soybean isoflavone in the macroporous adsorbent resin separation and purification Decoction of Capejasmine and Fermented Soybean, first be to use a small amount of water elution, both can wash part water-solubility impurity off, can reduce again the effective ingredient ingredients from lossing of strong polarity, thereby improve yield; Next is according to the polarity feature of iridoid glycoside constituents and soybean isoflavone constituents, first use low-concentration ethanol (10%～30%) first to elute iridoid glycoside constituents, can reduce in soybean isoflavone strong polar component by eluting, use again high concentration ethanol (40%～80%) to elute soybean isoflavone constituents, thereby improve purity.
The invention provides a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, the method comprises the following steps:
A, prepare Decoction of Capejasmine and Fermented Soybean crude extract: be the proportioning of 1 ︰ 1 to 4 ︰ 1 by weight percentage by dry cape jasmine fruit coarse powder and Semen Sojae Preparatum coarse powder, soak or reflux, extract, 1～3 time with water or ethanol water, filter, concentrate filtrate to rare extractum, then vacuum drying obtains Decoction of Capejasmine and Fermented Soybean crude extract;
B, separation and purification: the Decoction of Capejasmine and Fermented Soybean crude extract that steps A is made adds after suitable quantity of water suspendible, cross macroporous adsorbent resin, first uses a small amount of water elution not muddy to eluent, discards; Use again 10%～30% low-concentration ethanol eluting; Finally use 40%～80% high concentration ethanol eluent eluting, collect respectively eluent, concentrating under reduced pressure is dry, obtains total iridoid glycoside powder and soybean isoflavone powder.
In steps A, the percentage by weight of cape jasmine fruit coarse powder and Semen Sojae Preparatum coarse powder is 1:1,2:1,3:1 or 4:1, is preferably 1:1 or 2:1.
In steps A, the concentration of alcohol that reflux, extract, is used is 1%～100%.
In step B, not muddy to eluent with a small amount of water elution, described a small amount of water volume is for being no more than 1 times of amount of resin.
In step B, described low-concentration ethanol is 10%, 20%, or 30% ethanol, is preferably 20% ethanol.
In step B, described high concentration ethanol is 50%, 60%, 70%, or 80% ethanol, is preferably 60% ethanol.
In step B, described macroporous adsorbent resin is 1300, D101, or AB-8 type macroporous adsorbent resin.
The total iridoid glycoside powder that the inventive method separation and purification obtains and soybean isoflavone powder, detect at 238nm and wavelength place of 260nm place respectively by ultraviolet spectrophotometry (annex VA of " Chinese Pharmacopoeia " version in 2010), record total iridoid glycoside purity and be not less than 70%, yield is 5～10%; Total soybean isoflavone purity is not less than 40%, and yield is 5～10%.
Extract is carried out respectively to high-efficient liquid phase analysis and show, in 20% ethanol elution, main component has the iridoid glycoside compounds such as Gardenoside, Fructus Gardeniae thuja acid, genipin-1-β-D-gentiobioside with cape jasmine, jasminoidin; In 60% ethanol elution, main component has daiazi, glycitin, genistin, the soybean isoflavone compounds such as daidzein, Glycitein, genistein.
Method of the present invention is easy and simple to handle, with low cost, yield and purity high and free from environmental pollution, the most important thing is to adopt total iridoid glycoside and total soybean isoflavone in the macroporous adsorbent resin separation and purification simultaneously Decoction of Capejasmine and Fermented Soybean, the wasting of resources of effectively avoiding single extraction to bring, raise the efficiency, the each effective site drug effect right for comprehensive study Decoction of Capejasmine and Fermented Soybean medicine provides simple and easy to do method.
Preparation technology of the present invention is simple, total iridoid glycoside can fully be separated with soybean isoflavone and purity also high, be applicable to suitability for industrialized production.
Brief description of the drawings:
Fig. 1 is the schematic flow sheet of the embodiment of the present invention 1;
Fig. 2 is the chromatogram of Decoction of Capejasmine and Fermented Soybean high performance liquid chromatography of the present invention (HPLC);
Fig. 3 is the chromatogram of total iridoid glycoside high performance liquid chromatography of the present invention (HPLC);
Fig. 4 is the chromatogram of the total soybean isoflavone high performance liquid chromatography of the present invention (HPLC).
Detailed description of the invention:
Below in conjunction with the drawings and specific embodiments, the invention will be further described.Should be understood that following examples are only for the present invention is described but not for limiting scope of the present invention.
Embodiment 1:
As shown in Figure 1, a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, comprising:
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract: get dry cape jasmine fruit medicinal material coarse powder 300g, Semen Sojae Preparatum medicinal material coarse powder 150g, with 10 times of amount 50% alcohol reflux 2 times, each 1 hour, filter, merging filtrate, 60 DEG C are evaporated to rare extractum, and vacuum drying obtains Decoction of Capejasmine and Fermented Soybean crude extract, and yield is 23.1%.
2. purification: get above-mentioned Decoction of Capejasmine and Fermented Soybean crude extract, after the suspendible that adds water, cumulative volume is 2000ml.Join and 1500g is housed on pretreated D101 macroporous adsorption resin chromatography post, after loading, adsorb 2 hours.With 1500ml water elution (discarding).Use again 6000ml20% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtain total iridoid glycoside powder 24.75g, yield is 8.25%, then uses 6000ml60% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains soybean isoflavone powder 9.75g, and yield is 6.5%.
Gained powder is pressed to ultraviolet spectrophotometry (annex VA of " Chinese Pharmacopoeia " version in 2010) and detect at 238nm and 260nm wavelength place respectively, recording total iridoid glycoside purity is 73.9%, and recording soybean isoflavone purity is 58.9%.
Decoction of Capejasmine and Fermented Soybean crude extract and each extract are carried out respectively to high-efficient liquid phase analysis and show, in 20% ethanol elution, main component has the iridoid glycoside compounds such as Gardenoside, Fructus Gardeniae thuja acid, genipin-1-β-D-gentiobioside with cape jasmine, jasminoidin; In 60% ethanol elution, main component has daiazi, glycitin, genistin, the soybean isoflavone compounds such as daidzein, Glycitein, genistein.HPLC analysis condition: chromatographic column Unitary C
18(4.6 × 250mm i.d.5 μ m); Mobile phase is A (0.1% aqueous formic acid): B (acetonitrile); Gradient elution; Flow velocity 1ml/min; 25 DEG C of column temperatures, detect wavelength 250nm, and Decoction of Capejasmine and Fermented Soybean crude extract chromatogram is shown in Fig. 2 with this understanding, and total iridoid glycoside chromatogram is shown in Fig. 3, and wherein peak 1 is genipin-1-β-D-gentiobioside with cape jasmine, and peak 2 is jasminoidin; Total soybean isoflavone chromatogram is shown in Fig. 4, and wherein peak 3 is daiazi, and peak 4 is genistin, and peak 5 is daidzein, and peak 6 is genistein.
Embodiment 2:
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract: get dry cape jasmine fruit medicinal material coarse powder and the each 250g of soybean isoflavone coarse powder, with 10 times of amount 50% alcohol reflux 2 times, each 1 hour, filter, merging filtrate, 60 DEG C are evaporated to rare extractum, and vacuum drying obtains Decoction of Capejasmine and Fermented Soybean crude extract, and yield is 21.02%.
2. purification: get above-mentioned Decoction of Capejasmine and Fermented Soybean crude extract, after the suspendible that adds water, cumulative volume is 2000ml.Join and 1500g is housed on pretreated AB-8 macroporous adsorption resin chromatography post, after loading, adsorb 2 hours.With 1500ml water elution (discarding).Use 5000ml20% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains total iridoid glycoside powder 20.00g, and total iridoid glycoside purity is 70.6%, and yield is 8.0%.Use 5000ml70% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains total soybean isoflavone powder 15.00g again, and total soybean isoflavone purity is 43.6%, yield 6.0%.Detection method is with embodiment 1.
Embodiment 3:
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract: get dry cape jasmine fruit medicinal material coarse powder 300g, Semen Sojae Preparatum medicinal material coarse powder 150g, by 8 times of water gaging reflux, extract, 2 times, each 1 hour, filter, merging filtrate, 60 DEG C are evaporated to rare extractum, vacuum drying obtains Decoction of Capejasmine and Fermented Soybean crude extract, and yield is 24.6%.
2. purification: get above-mentioned Decoction of Capejasmine and Fermented Soybean crude extract, after the suspendible that adds water, cumulative volume is 2000ml.Join and 1500g is housed on 1300 pretreated macroporous adsorption resin chromatography posts, after loading, adsorb 2 hours.With 1500ml water elution (discarding).Use 4000ml30% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains total iridoid glycoside powder 25.60g, and total iridoid glycoside purity is 70.6%, and yield is 8.5%.Use 8000ml50% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains total soybean isoflavone powder 8.64g again, and total soybean isoflavone purity is 45.9%.Yield 5.7%.Detection method is with embodiment 1.
Embodiment 4:
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract: get dry cape jasmine fruit medicinal material coarse powder and the each 250g of soybean isoflavone coarse powder, by 10 times of water gaging reflux, extract, 2 times, each 1 hour, filter, merging filtrate, 60 DEG C are evaporated to rare extractum, vacuum drying obtains Decoction of Capejasmine and Fermented Soybean crude extract, and yield is 22.1%.
2. purification: get above-mentioned Decoction of Capejasmine and Fermented Soybean crude extract, after the suspendible that adds water, cumulative volume is 2000ml.Join and 1500g is housed on pretreated D101 macroporous adsorption resin chromatography post, after loading, adsorb 2 hours.With 1500ml water elution (discarding).Use 5000ml30% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains total iridoid glycoside powder 19.80g, and total iridoid glycoside purity is 71.3%, and yield is 7.9%.Use 3000ml80% ethanol elution, after ethanol elution stream part concentrating under reduced pressure, vacuum drying (60 DEG C), obtains total soybean isoflavone powder 8.64g again, and total soybean isoflavone purity is 42.1%.Yield 6.2%.Detection method is with embodiment 1.
Below the preferred embodiment of the invention is illustrated, but the invention is not limited to described embodiment, those of ordinary skill in the art also can make all modification being equal to or replacement under the prerequisite without prejudice to the invention spirit, and the modification that these are equal to or replacement are all included in the application's claim limited range.
Claims (8)
1. a method for separation and purification total iridoid glycoside and total soybean isoflavone from the Decoction of Capejasmine and Fermented Soybean, is characterized in that, the method comprises the following steps:
A, prepare Decoction of Capejasmine and Fermented Soybean crude extract: be the proportioning of 1:1 to 4:1 by weight percentage by dry cape jasmine fruit coarse powder and Semen Sojae Preparatum coarse powder, soak or reflux, extract, 1～3 time with water or ethanol water, filter, concentrate filtrate to rare extractum, then vacuum drying obtains Decoction of Capejasmine and Fermented Soybean crude extract;
B, separation and purification: the Decoction of Capejasmine and Fermented Soybean crude extract that steps A is made adds after suitable quantity of water suspendible, cross macroporous adsorbent resin, first uses a small amount of water elution not muddy to eluent, discards; Use again 10%～30% low-concentration ethanol eluting; Finally use 40%～80% high concentration ethanol eluent eluting, collect respectively eluent, concentrating under reduced pressure is dry, obtains total iridoid glycoside powder and soybean isoflavone powder.
According to claim 1 a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in steps A, the percentage by weight of cape jasmine fruit coarse powder and Semen Sojae Preparatum coarse powder is 1:1,2:1,3:1 or 4:1.
According to claim 1 a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in steps A, the concentration of alcohol that reflux, extract, is used is 1%～100%.
According to claim 1 a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in step B, not muddy to eluent with a small amount of water elution, described a small amount of water volume is for being no more than 1 times of amount of resin.
According to claim 1 to 4 arbitrary described a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in step B, described low-concentration ethanol is 10%, 20%, or 30% ethanol.
According to claim 1 to 4 arbitrary described a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in step B, described high concentration ethanol is 50%, 60%, 70%, or 80% ethanol.
According to claim 1 to 4 arbitrary described a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in step B, described low-concentration ethanol is 20% ethanol; Described high concentration ethanol is 60% ethanol.
According to claim 1 to 4 arbitrary described a kind of from the Decoction of Capejasmine and Fermented Soybean method of separation and purification total iridoid glycoside and total soybean isoflavone, it is characterized in that, in step B, described macroporous adsorbent resin is 1300, D101, or AB-8 type macroporous adsorbent resin.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107296840A (en) * | 2017-07-27 | 2017-10-27 | 中国人民解放军第二军医大学 | A kind of Decoction of Capejasmine and Fermented Soybean active component and its application in nerve protection medicine is prepared |
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| CN107296840A (en) * | 2017-07-27 | 2017-10-27 | 中国人民解放军第二军医大学 | A kind of Decoction of Capejasmine and Fermented Soybean active component and its application in nerve protection medicine is prepared |
| CN107296840B (en) * | 2017-07-27 | 2021-05-07 | 中国人民解放军第二军医大学 | Cape jasmine and fermented soybean soup effective part and application thereof in preparation of neuroprotective drugs |
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