CN1184305C - Aspergillus niger and method for preparing rare low polarity ginsenoside by alcoholysis of ginsenoside using same - Google Patents
Aspergillus niger and method for preparing rare low polarity ginsenoside by alcoholysis of ginsenoside using same Download PDFInfo
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- CN1184305C CN1184305C CNB021324034A CN02132403A CN1184305C CN 1184305 C CN1184305 C CN 1184305C CN B021324034 A CNB021324034 A CN B021324034A CN 02132403 A CN02132403 A CN 02132403A CN 1184305 C CN1184305 C CN 1184305C
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Abstract
The present invention relates to aspergillus niger whose preservation number is CGMCC 0751 and a method for preparing rare low-polarity ginsenoside by using the aspergillus niger to enzymolyze ginsenoside. Culture media are selected from Cha's agar, Cha's yeast paste agar, malt agar and Gao's culture media. Ginsenoside accounts for 0.1 to 30% of the culture media, the zymolysis temperature is from 25 DEG C to 45 DEG C, and the zymolysis is carried out for 2 hours to 7 days. The present invention provides the aspergillus niger which has convenient sources and low price for the fermentation and the hydrolysis of panaxadiol class saponin and the preparation of low-polarity ginsenoside. The strain which is used for preparing low-polarity ginsenoside has the advantages of simple technique, low cost and high recovery rate. The content of the low-polarity ginsenoside which is prepared with the method is higher or equal to 95%, and the yield rate of aglycone is higher than or equal to 80%.
Description
Technical field:
The present invention relates to method by a large amount of rare low-polars of preparation of ginsenoside and glucoside unit thereof, a kind of domestication's YLY bacterium (aspergillus niger Aspergillus niger v.Tiegh) is provided especially, and with its fermentation with prepare the method for scarce ginsenoside.
Background technology;
That ginsenoside has is antitumor, immunomodulatory, microcirculation improvement, adjusting digestive function, calm the nerves, multiple biological activity and drug actions such as anti-ageing, anti-anxiety, prevention of digestive tract ulcers, raising quality of life, hypermnesis and learning capacity.Studies show that the above-mentioned drug activity of ginsenoside and many low polarity, rare or micro-ginsenoside are directly related, people pay much attention to the preparation method of this class low-polar always.Low polarity saponin is divided into two classes: in the natural ginseng content very little and natural in do not exist or rare, the former comprises panaxoside Rg
3, Rg
5, Rh
2, Rk
1Deng, the latter has ginsenoside RF, C-K etc.The ginsenoside such as the Ginsenoside Rb that are rich in the natural ginseng
1, Rb
2, Rb
3, Rc, Rd etc. after oral, almost can not absorb directly into blood; In enteron aisle, after the entero-bacte metabolism changes low polarity saponin into, just be absorbed into blood.Therefore, the trace or rare ginsenoside be the natural medicinal original shape that is rich in ginsenoside.There is significant individual difference in the entero-bacte metabolism, and living habit factors such as diet directly influence the entero-bacte metabolic activity.Enteron aisle metabolism bacterium mostly is anaerobic type, the growth conditions harshness, and the rare saponin that is used to prepare biologically active is extremely uneconomical.At present, the method for preparing low-polar has enzyme process (ginsenoside CK and CY:Yoshioka, I.ChemPharm Bull, 20,2418,1972, Kamida et al:Pharmacology journal, 95,246,1975; Kaneoka et al:Japanses Herbal Medicine Journal, 11,241,1994), entero-bacte methods,anaerobic (ginsenoside C-K, CY, Mc:Sung, et al.United States Patent 5,925,537; Korean Patent NO.4217 field on 1996) and the chemistry method (panaxoside Rg
3, Rh1, Rh2, Rh3, the pseudo-glucoside unit's panoxadiol of ginsenoside and panoxatriol, glucoside unit's protopanoxadiol and Protopanaxatriol: Song Changchun etc., Chinese Pharmaceutical Journal, 1992,27 (1), 6; Chen Yan equality, Chinese Pharmaceutical Journal, 1997,32 (5): 273; Zhang Shuchen edits " Chinese genseng " Science and Technology of Shanghai education publishing house, 1992.93-149).Use enzyme process to have the inconvenience of enzyme source, problem that cost is high; Entero-bacte anaerobism culture condition harshness, need specific equipment; Chemical process has the problem that specificity is poor, transformation efficiency is low.Thereby the production preparation of rare low-polar still need further be researched and solved.
The technology contents of invention:
In order to prepare low-polar simply, conveniently, low-costly and in high volume, the present invention at first provides a kind of aspergillus niger by China Committee for Culture Collection of Microorganisms's common micro-organisms center preservation (Aspergillus niger v.Tiegh.), preserving number is CGMCC 0751, and preservation day is on June 14th, 2002.
The present invention also provides the above-mentioned aspergillus niger glycolysis of a kind of usefulness ginsenoside to prepare the method for rare low-polar.
Aspergillus niger glycolysis ginsenoside of the present invention prepares in the method for rare low-polar, and the aspergillus niger culture condition is slightly spacious, and nutritional requirement is not strict; Can grow in any substratum as the strong Cha Shi agar of selectivity, Cha Shi yeast extract paste agar, wort agar, Gao Shi substratum or common, nonselective various substratum.Preferred Cha Shi agar, Cha Shi yeast extract paste agar, wort agar, Gao Shi substratum.
Aspergillus niger glycolysis ginsenoside of the present invention prepares in the method for rare low-polar, and the shared ratio of ginsenoside is 0.1～30% in the substratum, 25-45 ℃ of glycolysis temperature, 2 hours～7 days glycolysis time.
Aspergillus niger glycolysis ginsenoside ferment of the present invention prepares in the method for rare low-polar, can obtain scarce ginsenoside CK by glycolysis natural ginseng diol type saponin; By the glycolysis Ginsenoside Rb
2, obtain scarce ginsenoside CY; By the glycolysis ginsenoside Rc, obtain scarce ginsenoside Mc:, obtain scarce ginsenoside Rg by the glycolysis ginsenoside Re
1By the glycolysis panaxoside Rg
3, obtain scarce ginsenoside Rh
2By the glycolysis panaxoside Rg
2, Rf, obtain scarce ginsenoside Rh
1By the glycolysis Radix Ginseng total saponins, obtain ginsenoside glucoside unit's protopanoxadiol and Protopanaxatriol; By glycolysis ginsenoside Rk
1, Rg
5, obtain ginsenoside Rk
2, Rh
3, and 3 β of glucoside unit-0-dammarane-20 (22), 24-diene, 3 β-0-dammarane-20 (21), 24-diene.
Implement above operating process, black-koji mould provided by the present invention also can be used for other glucoside compound of glycolysis such as arasaponin, gypenoside, paeoniflorin, saikoside, baicaline, Astragaloside, geniposide etc., prepares corresponding hydrolysate.
The used black-koji mould of the present invention is that the black-koji mould with various sources changes in the substratum that contains ginsenoside, the bacterial strain that can glycolysis produces scarce ginsenoside and glucoside unit thereof through the cultivation of going down to posterity, domestication, screening obtain is accredited as aspergillus niger Aspergillus niger v.Tiegh. through Institute of Microorganism, Academia Sinica.This bacterium is aerobic type, sporiparous Gram-positive bacillus; Mycelium is a white, all falls within substratum inside.Microscopy is the result show, this bacterium conidiophore betides matrix, betides surperficial mycelia on CA, and conidium just is spherical; Falx stem 120-300 * 9-10.8 μ m, wall is level and smooth; Top capsule sphere, subsphaeroidal, 36-72 μ m, all surfaces can be educated; The conidial fructification bilayer, stalk stem 14.4-21.6 * 5.4-7.2 μ m, bottle stalk ampoule shape, 8.1-10.8 * 2.5-3.0 μ m; The conidium sphere, diameter 3.6 * 6.4 μ m, the surface is echinate obviously.On Cha Shi agar (CA), 25 ℃, 7 days, colony diameter 25-27mm, thicker, surface emissivity shape rill is more; Quality is velvet-like double cotton-shaped slightly; The conidium structure is a small amount of, and is yellow olive colour; White mycelium; No transudate and soluble pigment; The reverse side yellow-white.On Cha Shi yeast extract paste agar (CYA), 25 ℃, 7 days, colony diameter 70-72mm, thicker, the surface has more radial rill; Quality is velvet-like; The conidium structure is a large amount of, brown-black; Mycelium is all in substratum inside; No transudate and soluble pigment, reverse side is pale yellow.On malt agar (WA), 25 ℃, 7 days, colony diameter 70-72mm, thicker, the surface has a large amount of radial wrinkles; Quality is velvet-like; The conidium structure is a large amount of, brown-black; Mycelium is all in substratum inside; No transudate and soluble pigment; The reverse side brown.
The present invention provides a kind of convenient sources, cheap black-koji mould for the fermentation hydrolysis of genseng glycols saponin, preparation low-polar, and is convenient with each low-polar technology of this bacterial strain system, cost is low, the rate of recovery is high.Use low-polar content 〉=95% of present method preparation, glucoside unit yield 〉=80%.
Embodiment:
At the used fermentation hydrolysis of embodiment of the invention ginsenoside, prepare in the method for low-polar, product collection process or step are: cultivate mixed solution after ultrasonication, use ethanol sedimentation; Ethanol repetitive scrubbing, precipitation; Merge ethanol liquid and cultivate the mixing supernatant; After amalgamation liquid concentrated evaporate to dryness, resistates dissolved with propyl carbinol; The propyl carbinol lysate concentrates evaporate to dryness behind the water repetitive scrubbing; The evaporate to dryness resistates is the pure product of low-polar through chromatographic separation, purifying.
Embodiment 1
Obtain dark-coloured lawn, aseptic taking off from the cork separation of humidity; Coated plate on the Cha Shi flat board is told single bacterium colony.With colony inoculation in the Cha Shi liquid nutrient medium, go down to posterity after three times, change in the substratum that contains ginsenoside, go down to posterity, tame, it is foster to be commissioned to train through 36, and obtaining can the glycolysis ginsenoside, produce the bacterial strain---YLY bacterium of scarce ginsenoside and glucoside unit, send China Committee for Culture Collection of Microorganisms's common micro-organisms center preservation, preserving number is CGMCC 0751, and preservation day is on June 14th, 2002.
Embodiment 2
The YLY bacterium is inoculated in adding 30 gram Ginsenoside Rbs
1Sugar-free Cha Shi substratum (1000ml) in cultivate, cultivated 24 hours down for 37 ℃, cultivate mixed solution through high-temperature inactivation.With water saturated n-butanol extraction mixed solution three times, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains ginsenoside CK 10 grams, through check ginsenoside CK content 〉=95%.
Embodiment 3
The YLY bacterium is inoculated in the sugar-free Cha Shi substratum (1000ml) that adds 30 gram ginsenoside Rds and cultivates, and cultivates 24 hours down, cultivates mixed solution through high-temperature inactivation for 37 ℃.With water saturated n-butanol extraction mixed solution three times, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains pure product ginsenoside CK 15 grams, through check ginsenoside CK content 〉=95%.
Embodiment 4
The YLY bacterium is inoculated in and adds 30 gram Ginsenoside Rbs
2Sugar-free Cha Shi substratum (1000ml) in cultivate, cultivated 24 hours down for 37 ℃, cultivate mixed solution, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform methanol) separation and purification; Far infrared drying obtains ginsenoside CY 18 grams, through check ginsenoside CY content 〉=95%.
Embodiment 5
The YLY bacterium is inoculated in the sugar-free Cha Shi substratum (1000ml) that adds 30 gram Rc and cultivates, cultivated 24 hours down for 37 ℃, cultivate mixed solution through high-temperature inactivation, with water saturated n-butanol extraction mixed solution three times, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification, far infrared drying, obtain ginsenoside Mc16 gram, through check ginsenoside Mc content 〉=95%.
Embodiment 6
The YLY bacterium is inoculated in middle cultivation of Cha Shi substratum (1000ml) of the sugar-free that adds 30 gram Re, cultivated 24 hours down for 37 ℃, cultivate mixed solution through high-temperature inactivation, with water saturated n-butanol extraction mixed solution three times, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains panaxoside Rg
120 grams are through the check panaxoside Rg
1Content 〉=95%.
Embodiment 7
The YLY bacterium is inoculated in and adds 30 gram Rg
2The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 24 hours down for 37 ℃, cultivate mixed solution liquid, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains ginsenoside Rh
119 grams are through check ginsenoside Rh
1Content 〉=95%.
Embodiment 8
The YLY bacterium is inoculated in and adds 30 gram Rg
3The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 3 down for 37 ℃, cultivate mixed solution, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains ginsenoside Rh
211 grams are through check ginsenoside Rh
2Content 〉=95%.
Embodiment 9
The YLY bacterium is inoculated in and adds 30 gram Rg
5The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 24 hours down for 37 ℃, nutrient solution is through high-temperature inactivation, with water saturated n-butanol extraction mixed solution three times, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains ginsenoside Rh
310 grams are through checking R h
3Content 〉=95%.
Embodiment 10
The YLY bacterium is inoculated in and is adding 30 gram Rk
1The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 24 hours down for 37 ℃, cultivate mixed solution, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains ginsenoside Rk
29 grams are through checking R k
2Content 〉=95%.
Embodiment 11
The YLY bacterium is inoculated in and is adding 30 gram Rg
3The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 5 down for 37 ℃, cultivate mixed solution, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains protopanoxadiol 10 grams, through check protopanoxadiol content 〉=95%.
Embodiment 12
The YLY bacterium is inoculated in middle cultivation of Cha Shi substratum (1000ml) of the sugar-free that adds 30 gram Rg1, cultivated 5 down for 37 ℃, cultivate mixed solution through high-temperature inactivation, with water saturated n-butanol extraction mixed solution three times, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains Protopanaxatriol's 12 grams, through check Protopanaxatriol content 〉=95%.
Embodiment 13
The YLY bacterium is inoculated in and adds 30 gram Rk
1The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 5 down for 37 ℃, cultivate mixed solution, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains 3 β-0-dammarane-20 (22), and 24-diene 6 grams are through checking 3 β-0-dammarane-20 (22), 24-diene content 〉=95%.
Embodiment 14
The YLY bacterium is inoculated in and adds 30 gram Rg
5The Cha Shi substratum (1000ml) of sugar-free in cultivate, cultivated 5 days down for 37 ℃, cultivate mixed solution, with water saturated n-butanol extraction mixed solution three times through high-temperature inactivation, the evaporate to dryness propyl carbinol mutually after, through positive preparative chromatography (moving phase is the mixed solution of chloroform/methanol) separation and purification; Far infrared drying obtains 3 β-0-dammarane-20 (21), and 24-diene 5 grams are through checking 3 β-0-dammarane-20 (21), 24-diene content 〉=95%.
Claims (12)
1, a kind of aspergillus niger by China Committee for Culture Collection of Microorganisms's common micro-organisms center preservation, preserving number is CGMCC 0751, preservation day is on June 14th, 2002.
2, a kind of method for preparing rare low-polar with the described aspergillus niger glycolysis of claim 1 ginsenoside ferment.
3, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: described substratum is Cha Shi agar, Cha Shi yeast extract paste agar, wort agar or Gao Shi substratum.
4, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 3 ginsenoside, it is characterized in that: in the substratum, the shared ratio of ginsenoside is 0.1～30%, 25-45 ℃ of glycolysis temperature, 2 hours～7 days glycolysis time.
5, the method for preparing rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis natural ginseng diol type saponin, obtain scarce ginsenoside 20-O-β-D-glucopyranosyl protopanoxadiol, be called for short CK.
6, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis Ginsenoside Rb
2, obtain scarce ginsenoside 20-O-α-L-arabopyranose-β-D-glucopyranosyl protopanoxadiol, be called for short CY.
7, the method for preparing rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis ginsenoside Rc, obtain scarce ginsenoside 20-O-α-L-furans pectinose-β-D-glucopyranosyl protopanoxadiol, be called for short Mc.
8, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis ginsenoside Re obtains scarce ginsenoside Rg
1
9, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis panaxoside Rg
3, obtain scarce ginsenoside Rh
2
10, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis panaxoside Rg
2, Rf, obtain scarce ginsenoside Rh
1
11, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis Radix Ginseng total saponins obtains ginsenoside glucoside unit's protopanoxadiol and Protopanaxatriol.
12, prepare the method for rare low-polar according to the described aspergillus niger glycolysis of claim 2 ginsenoside, it is characterized in that: aspergillus niger glycolysis ginsenoside Rk
1, Rg
5, obtain ginsenoside Rk
2, Rh
3, and 3 β of glucoside unit-O-dammarane-20 (22), 24-diene, 3 β-O-dammarane-20 (21), 24-diene.
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| CN1298837C (en) * | 2005-07-28 | 2007-02-07 | 秘鸣 | Aspergillus niger fungus and its application in production of Pu'er tea |
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| CN100413957C (en) * | 2006-09-21 | 2008-08-27 | 江苏省农业科学院 | Apergillus niger strain and application thereof |
| CN101333549B (en) * | 2008-03-04 | 2011-08-24 | 常景玲 | Method for directly transforming active dry yeast to be ginsenoside |
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| CN104140931A (en) * | 2013-12-06 | 2014-11-12 | 天津市尖峰天然产物研究开发有限公司 | Method for preparing rare ginsenoside CK by fermenting protopanoxadiol with penicillium adametzii |
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| CN105769891B (en) * | 2016-04-12 | 2018-08-03 | 深圳以诺生物制药有限公司 | Low polarity rare ginsenoside mixture and application thereof |
| CN111265536B (en) * | 2020-03-31 | 2021-04-13 | 陕西巨子生物技术有限公司 | Antitumor composition containing rare ginsenoside Rk2, CK and PPT |
| CN113940952A (en) * | 2021-11-25 | 2022-01-18 | 瑞莱茵(北京)生物科技有限责任公司 | Ginseng fermented extract and preparation method thereof |
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Owner name: LUYE NATURAL MEDICINAL RESEARCH DEVELOPING CO., L Free format text: FORMER OWNER: DALIAN INST OF CHEMICOPHYSICS, CHINESE ACADEMY OF SCIENCES Effective date: 20080919 |
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Effective date of registration: 20080919 Address after: No. 9, Po Yuen Road, Laishan District, Yantai, Shandong Patentee after: Luye Natural Medicinal Research Developing Co., Ltd., Shandong Prov. Address before: No. 457, Zhongshan Road, Liaoning, Dalian Patentee before: Dalian Institute of Chemical Physics, Chinese Academy of Sciences |
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Granted publication date: 20050112 |