CN1839892A - Preparation method of yeast W.domercqiaeY2A variation waufa glucolipid crude extract with antineoplastic activity - Google Patents
Preparation method of yeast W.domercqiaeY2A variation waufa glucolipid crude extract with antineoplastic activity Download PDFInfo
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- CN1839892A CN1839892A CN 200610042181 CN200610042181A CN1839892A CN 1839892 A CN1839892 A CN 1839892A CN 200610042181 CN200610042181 CN 200610042181 CN 200610042181 A CN200610042181 A CN 200610042181A CN 1839892 A CN1839892 A CN 1839892A
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Abstract
The invention discloses a process for preparing Wickerhamiella domercqiae var. sophorolipid antineoplastic sophorolipid crude extract, which comprises the following steps: subjecting Wickerhamiella domercqiae var. sophorolipid fermentation liquor to natural sedimentation, acetic acid ethyl ester extraction, filtering, scrubbing, vacuum distilling, drying the gathered substance and preparing alcoholic solution of sophorolipid.
Description
Technical field
The present invention relates to the extracting method of the outer anti-tumor active substance of yeast mycetocyte, relate in particular to the preparation method of Wickerhamiella domercqiae var. sophorolipid (Wickerhamiella domercqiae var.sophorolipid) anti-tumor activity sophorolipid crude extract.
Background technology
Sophorolipid is a kind of important biosurfactant, starts from twentieth century five, the sixties for its research, mainly is to obtain by microbial fermentation.Compare with the surfactant of chemosynthesis, have many advantages such as surface property is good, environmental friendliness.
In recent years, for the research of sophorolipid as medicine, particularly antitumor drug aspect some bibliographical informations have been arranged also abroad.People such as Scholz and Mehta. report; crude product sophorolipid and sophorolipid derivant can suppress the propagation of human leukemic HL60 and people's head and neck cancer cell; and the anti-tumor activity that has proved sophorolipid is relevant with the acetyl group of sophorolipid; remove the acetyl group of sophorolipid by chemical reaction; find that its anti-tumor activity obviously reduces, but to the not further research of its antitumor mechanism.People such as Isoda report, sophorolipid can cause the cell differentiation of HL60 leukaemia system and the activity of Profilin kinase c.In addition, sophorolipid can be used as the immunomodulator of parkinson, senile dementia, psoriasis, treating AIDS, also can be used as antiviral immunostimulation.
The bacterial strain that is used at present the fermenting and producing sophorolipid in the world is confined to several saccharomycetes of U.S. typical case DSMZ, and China has the product sophorolipid bacterial strain of independent intellectual property right that report was not arranged in the past in 2005.
According to document and patent retrieval, the research that utilizes microorganisms sophorolipid biosurfactant to be used to suppress Bel7402 and lung cancer cell line does not appear in the newspapers.Therefore, preparing the Wickerhamiella domercqiae var. sophorolipid sophorolipid crude extract and studying it is the propagation of A549 as antitumor drug inhibition Bel7402 H7402 and lung adenocarcinoma cell, promotes its apoptotic mechanism of action and practical application aspect to have significant values.
Summary of the invention
The problem to be solved in the present invention is, at the preparation method of above-mentioned Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract with and the existing deficiency of pharmacological action of the active substance extract of preparation, a kind of preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract is provided.
The plan Brunswick yeast sophorolipid crude extract that utilizes method of the present invention to extract is that A549 handled 24 hours to Bel7402 H7402 and lung adenocarcinoma cell, it is suppressed fully, and normal cell is not had ill effect, and this method has the advantages that technology is easy, cost is low.
The preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract of the present invention, its preparation form: directly from Wickerhamiella domercqiae var. sophorolipid comprises the fermentation liquid of thalline, isolate the anti-tumor activity sophorolipid crude extract;
The preparation method of above-mentioned Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract is made up of following steps:
(1) natural subsidence: the Wickerhamiella domercqiae var. sophorolipid of the liquid fermentation of learning from else's experience (Wickerhamiella domercqiae var.sophorolipid) CGMCC No.1576 fermentation liquid, left standstill 1～6 hour, natural subsidence is collected the light yellow thick substances in the fermentation liquid.With 4000～6000 rev/mins that above-mentioned thick substances is centrifugal afterwards, collect solid-state part;
(2) ethyl acetate extraction: with above-mentioned its volume that adds in the centrifugal precipitate that obtains is 3～10 times ethyl acetate, under 25～37 ℃, extracts 2～8 hours.
(3) filter: above-mentioned acetic acid ethyl acetate extract under 25～37 ℃, with Whatman No.2 filter paper filtering, is collected filtering residue.
(4) washing: the filtering residue that above-mentioned steps (3) obtains with its volume be 3～10 times ethyl acetate under 25～37 ℃, wash 2～4 times.
(5) distilling under reduced pressure: collect filtering residue after washing finishes, at 50～70 ℃ of temperature, pressure 0.2～0.8Kg/cm
2, vacuum is to carry out distilling under reduced pressure under the condition of 0.02～0.08Mpa, with the ethyl acetate evaporative removal in the filtrate;
(6) gleanings drying: with the distilling under reduced pressure residue of above-mentioned collection, at 50～100 ℃, under vacuum 0.02～0.08Mpa condition, vacuum drying 12～24 hours makes the solid sophorolipid crude extract;
(7) sophorolipid alcoholic solution preparation: it is that 20～100 μ g/mL sophorolipid alcoholic solution are used for external inhibition test that the sophorolipid solid that above-mentioned steps (6) is obtained is made into concentration.
The described Wickerhamiella domercqiae var. sophorolipid fermentation liquid of above-mentioned steps (1) be meant Wickerhamiella domercqiae var. sophorolipid (Wickerhamielladomercqiae var.sophorolipid) through fermentation obtain comprise thalline fermentation liquid.
Wherein, the described fermentation liquid time of repose of step (1) preferably 4～6 hours, preferably 4000～5000 rev/mins of centrifuge speeds.
Wherein, 4～6 times of the filtering residue volume that the described ethyl acetate addition of step (2) preferably obtains, the extraction time is preferably 3～4 hours.
Wherein, step (2), (3), preferably 28～32 ℃ of (4) described temperature.
Wherein, 4～6 times of the filtering residue volume that the described washing of step (4) preferably obtains with the ethyl acetate volume, washing times is preferably 2～3 times.
Wherein, the described distilling under reduced pressure condition of step (5) is: preferably 60～70 ℃ of temperature, pressure is 0.5～0.6Kg/cm preferably
2, vacuum is 0.04～0.06Mpa preferably.
Wherein, the vacuum drying condition optimization of the described gleanings of step (6) is: 0.04～0.06Mpa, preferably 50～70 ℃ of temperature, preferably 12～16 hours time.
Wherein, the described sophorolipid alcoholic solution concentration that is used for external inhibition test of step (7) 30～50 μ g/mL preferably.
The bacterial strain Wickerhamiella domercqiae var. sophorolipid Wickerhamiella domercqiae var. sophorolipid that the present invention relates to, be preserved in China Committee for Culture Collection of Microorganisms common micro-organisms center on the 26th in December in 2005, preservation address: No. 13, North No.1 Row, Zhongguancun, Haidian District, Beijing City, postcode: 100080, its deposit number is CGMCC No.1576.
Adopt the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract of the present invention, have the advantages that technology is easy, output is high, cost is low.This method adopts the fermentation liquid of Wickerhamiella domercqiae var. sophorolipid directly to carry out the sophorolipid active substance and extracts, and fermentation raw material is cheap, has reduced production cost, has improved productive rate.
The sophorolipid crude extract that adopts method of the present invention to extract, through external inhibition test, the result shows: the sophorolipid of very low dose is that the suppression ratio of A549 can reach more than 85% in short action time (＜24 hours) to Bel7402 H7402 and lung adenocarcinoma cell, can suppress the propagation of tumor cell fully in that the concentration of 125 μ g/L is next, and normal cell is not had ill effect.
The concrete grammar of the sophorolipid antitumor activity in vitro of doing is as follows:
I, experiment material
1. cell
(1) tumor cell: Bel7402 H7402, attached cell;
Lung adenocarcinoma cell is A549, attached cell;
(2) normal cell: hepatocyte HL-7702 and Chang liver
2. culture fluid: RPMI 1640 complete mediums that contain 10% hyclone
II, experiment condition
Three grades of laboratorys of bio-safety
III, experimental procedure
1. the IC50 of above-mentioned two strain tumor cells measures under the sophorolipid effect;
2.CPE method is determined the non-toxic concn of medicine pair cell in conjunction with mtt assay;
3. the maximal non-toxic concentration of medicine is to the evaluation of pesticide effectiveness of above-mentioned two strain tumor cells;
IV, experimental result
1. sophorolipid is 32.05ug/ml to the IC50 of Bel7402 H7402, is that the IC50 of A549 is 20.52ug/ml to lung adenocarcinoma cell.
Medicine get 6 concentration promptly 1000,500,250,125,62.5,30ug/ml, after the degerming of 0.22um membrane filtration, carry out cytotoxic assay, every concentration is done 4 multiple holes, establishes the cell contrast simultaneously.The result shows that maximal non-toxic concentration is 125ug/ml.
3. get the 125ug/ml medicinal liquid, do 4 multiple holes, observe inhibitory action above-mentioned two strain tumor cells.The normal cell contrast is established in test.The result shows that this concentration medicine has complete inhibitory action to above-mentioned two strain tumor cells.
The present invention is further illustrated below in conjunction with the specific embodiment.
The specific embodiment
Embodiment 1: the preparation of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract
(1) natural subsidence: the Wickerhamiella domercqiae var. sophorolipid of the liquid fermentation of learning from else's experience (Wickerhamiella domercqiae var.sophorolipip) CGMCC No.1576 fermentation liquid, left standstill 2 hours, natural subsidence is collected the light yellow thick substances in the fermentation liquid.With 4000 rev/mins that above-mentioned thick substances is centrifugal afterwards, collect solid-state part;
(2) ethyl acetate extraction: to add volume in the centrifugal precipitate that obtains be the ethyl acetate of 300mL with above-mentioned, under 25 ℃, extracted 2 hours.
(3) filter: above-mentioned acetic acid ethyl acetate extract under 25 ℃, with Whatman No.2 filter paper filtering, is collected filtering residue.
(4) washing: the filtering residue volume that above-mentioned steps (3) obtains be the 300mL ethyl acetate under 25 ℃, wash 2 times.
(5) distilling under reduced pressure: collect filtering residue after washing finishes, at 50 ℃ of temperature, pressure 0.2kg/cm
2, vacuum is to carry out distilling under reduced pressure under the condition of 0.02Mpa, with the ethyl acetate evaporative removal in the filtrate;
(6) gleanings drying: with the distilling under reduced pressure residue of above-mentioned collection, at 50 ℃, under the vacuum 0.02Mpa condition, vacuum drying 12 hours;
(7) sophorolipid alcoholic solution preparation: it is that 20 μ g/mL sophorolipid alcoholic solution are used for external inhibition test that the sophorolipid solid that above-mentioned steps (6) is obtained is made into concentration.
Embodiment 2: the preparation of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract
(1) natural subsidence: the Wickerhamiella domercqiae var. sophorolipid of the liquid fermentation of learning from else's experience (Wickerhamiella domercqiae var.sophorolipid) CGMCC No.1576 fermentation liquid, left standstill 4 hours, natural subsidence is collected the light yellow thick substances in the fermentation liquid.With 5000 rev/mins that above-mentioned thick substances is centrifugal afterwards, collect solid-state part;
(2) ethyl acetate extraction: to add volume in the centrifugal precipitate that obtains be the ethyl acetate of 300mL with above-mentioned, under 30 ℃, extracted 4 hours.
(3) filter: above-mentioned acetic acid ethyl acetate extract under 30 ℃, with Whatman No.2 filter paper filtering, is collected filtering residue.
(4) washing: the filtering residue volume that above-mentioned steps (3) obtains be the 500mL ethyl acetate under 30 ℃, wash 3 times.
(5) distilling under reduced pressure: collect filtering residue after washing finishes, at 70 ℃ of temperature, pressure 0.4kg/cm
2, vacuum is to carry out distilling under reduced pressure under the condition of 0.04Mpa, with the ethyl acetate evaporative removal in the filtrate;
(6) gleanings drying: with the distilling under reduced pressure residue of above-mentioned collection, at 70 ℃, under the vacuum 0.04Mpa condition, vacuum drying 16 hours;
(7) sophorolipid alcoholic solution preparation: it is that 50 μ g/mL sophorolipid alcoholic solution are used for external inhibition test that the sophorolipid solid that above-mentioned steps (6) is obtained is made into concentration.
Embodiment 3: the preparation of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract
(1) natural subsidence: the Wickerhamiella domercqiae var. sophorolipid of the liquid fermentation of learning from else's experience (Wickerhamiella domercqiae var.sophorolipid) CGMCC No.1576 fermentation liquid, left standstill 2 hours, natural subsidence is collected the light yellow thick substances in the fermentation liquid.With 6000 rev/mins that above-mentioned thick substances is centrifugal afterwards, collect solid-state part;
(2) ethyl acetate extraction: to add volume in the centrifugal precipitate that obtains be the ethyl acetate of 600mL with above-mentioned, under 37 ℃, extracted 6 hours.
(3) filter: above-mentioned acetic acid ethyl acetate extract under 37 ℃, with Whatman No.2 filter paper filtering, is collected filtering residue.
(4) washing: the filtering residue volume that above-mentioned steps (3) obtains be the 600mL ethyl acetate under 37 ℃, wash 3 times.
(5) distilling under reduced pressure: collect filtering residue after washing finishes, at 70 ℃ of temperature, pressure 0.8kg/cm
2, vacuum is to carry out distilling under reduced pressure under the condition of 0.08Mpa, with the ethyl acetate evaporative removal in the filtrate;
(6) gleanings drying: with the distilling under reduced pressure residue of above-mentioned collection, at 100 ℃, under the vacuum 0.08Mpa condition, vacuum drying 24 hours;
(7) sophorolipid alcoholic solution preparation: it is that 100 μ g/mL sophorolipid alcoholic solution are used for external inhibition test that the sophorolipid solid that above-mentioned steps (6) is obtained is made into concentration.
Embodiment 4:
Adopt the Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract of the method extraction of embodiment 1, with human liver cancer cell H7402 and human lung adenocarcinoma cell, RPMI 1640 complete mediums that contain 10% hyclone is experiment material, measures sophorolipid to two strain tumor cell median lethal concentration (IC
50), the CPE method determine the medicine pair cell in conjunction with mtt assay the maximal non-toxic concentration of non-toxic concn, medicine to the experimental techniques such as the evaluation of pesticide effectiveness of human liver cancer cell H7402 and human lung adenocarcinoma cell, carry out the test of sophorolipid antitumor activity in vitro, experimental result is as follows:
1. sophorolipid is 32.05ug/ml to the IC50 of Bel7402 H7402, is that the IC50 of A549 is 20.52ug/ml to lung adenocarcinoma cell.
Medicine get 6 concentration promptly 1000,500,250,125,62.5,31.25ug/ml carries out cytotoxic assay, every concentration is done 4 multiple holes, establishes the cell contrast simultaneously.The result shows that maximal non-toxic concentration is 125ug/ml.
3. get the 125ug/ml medicinal liquid, do 4 multiple holes, observe inhibitory action human liver cancer cell H7402 and human lung adenocarcinoma cell.Tumor cell contrast and the contrast of people's normal cell lines of human liver are established in test.The result shows that this concentration medicine has complete inhibitory action to two strain tumor cells, does not have ill effect to normal cell.
Embodiment 5:
1. collecting cell: 5 times the centrifugal 10min of tumor cell 1000r/min that is in exponential phase of will going down to posterity, abandon supernatant, be diluted to cell suspension with the RPMI1640 complete medium, counting, the concentration of H7402 and A549 is respectively 2.5 * 10
5Cells/ml and A549 are 3.5 * 10
5Cells/ml.
2. add sample and cell: in 96 well culture plates, add 50ul sophorolipid alcoholic solution, under the aseptic condition ethanol is volatilized fully, add 100ul cell suspension then, 3 multiple holes of every group of sample, and establish solvent control group (50ul dehydrated alcohol and volatilization and cell) fully, cell matched group (only adding cell) and blank group (only adding culture medium, acellular).
3. put 37 ℃, 5%CO
2Cultivate 48h in the incubator.
4. observe with inverted microscope.
The result shows that active with the A549 cell proliferation and visible each the phase division of normal H7402 cell is arranged between the cell closely mutually, form is irregular polygon or circle, and clear-cut is examined rounded or oval, and visible multinuclear and giant nuclear cells, the irregular about 2-4 of kernel.
H7402 cell after the sophorolipid effect, part cell shrinkage become circle, volume-diminished, and cell surface projection spherula, the likeness in form yeast sprouts, and kernel disappears, and visible spherula and fragment are suspended in the culture fluid.The A549 cell is also observed similar results.
Claims (9)
1. the preparation method of a Wickerhamiella domercqiae var. sophorolipid (Wickerhamiella domercqiae var.sophorolipid) anti-tumor activity sophorolipid crude extract, the preparation form is: directly isolate the anti-tumor activity sophorolipid crude extract from the Wickerhamiella domercqiae var. sophorolipid fermentation liquid;
The preparation method of above-mentioned Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract is made up of following steps:
(1) natural subsidence: the Wickerhamiella domercqiae var. sophorolipid of the liquid fermentation of learning from else's experience (Wickerhamiella domercqiae var.sophorolipid) CGMCC No.1576 fermentation liquid, left standstill 1～6 hour, natural subsidence is collected the light yellow thick substances in the fermentation liquid; With 4000～7000 rev/mins that above-mentioned thick substances is centrifugal afterwards, the collecting precipitation part;
(2) ethyl acetate extraction: with above-mentioned its volume that adds in the centrifugal precipitate that obtains is 3～10 times ethyl acetate, under 25～37 ℃, extracts 2～8 hours;
(3) filter: above-mentioned acetic acid ethyl acetate extract under 25～37 ℃, with Whatman No.2 filter paper filtering, is collected filtering residue;
(4) washing: the filtering residue that above-mentioned steps (3) obtains with its volume be 3～10 times ethyl acetate under 25～37 ℃, wash 2～4 times;
(5) distilling under reduced pressure: collect filtering residue after washing finishes, at 50～70 ℃ of temperature, pressure 0.2～0.8Kg/cm
2, vacuum is to carry out distilling under reduced pressure under the condition of 0.02～0.08Mpa, with the ethyl acetate evaporative removal in the filtrate;
(6) gleanings drying: with the distilling under reduced pressure residue of above-mentioned collection, at 50～100 ℃, under vacuum 0.02～0.08Mpa condition, vacuum drying 12～24 hours makes the solid sophorolipid crude extract;
(7) sophorolipid alcoholic solution preparation: it is that 20～100 μ g/mL sophorolipid alcoholic solution are used for external inhibition test that the sophorolipid solid that above-mentioned steps (6) is obtained is made into concentration.
2. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1, it is characterized in that the described Wickerhamiella domercqiae var. sophorolipid fermentation liquid of step (1) is meant the fermentation liquid that comprises thalline that Wickerhamiella domercqiae var. sophorolipid (Wickerhamielladomercqiae var.sophorolipid) obtains through fermentation.
3. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1 is characterized in that, the described fermentation liquid time of repose of step (1) is 4～6 hours, and centrifuge speed is 4000～5000 rev/mins.
4. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1 is characterized in that, the described ethyl acetate addition of step (2) is 4～6 times of the filtering residue volume that obtains, and the extraction time is 3～4 hours.
5. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1 is characterized in that, step (2), (3), (4) described temperature is 28～32 ℃.
6. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1 is characterized in that, the described washing of step (4) is 4～6 times of the filtering residue volume that obtains with the ethyl acetate volume, and washing times is 2～3 times.
7. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1 is characterized in that, the described distilling under reduced pressure condition of step (5) is: 60～70 ℃ of temperature, pressure 0.5～0.6Kg/cm
2, vacuum is 0.04～0.06Mpa.
9. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1, it is characterized in that, the vacuum drying condition of the described gleanings of step (6) is: vacuum 0.04～0.06Mpa, 50～70 ℃ of temperature, 12～16 hours time.
10. the preparation method of Wickerhamiella domercqiae var. sophorolipid anti-tumor activity sophorolipid crude extract as claimed in claim 1 is characterized in that, the described sophorolipid alcoholic solution concentration that is used for external inhibition test of step (7) is 30～50 μ g/mL.
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Cited By (6)
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| CN101703514B (en) * | 2009-11-23 | 2011-05-11 | 山东大学 | Application of sophorolipids in preparation of medicament for resisting cervical cancer |
| CN102492753A (en) * | 2011-12-07 | 2012-06-13 | 山东大学 | Method for producing sophorolipid through fermentation of lignocellulose material |
| CN103275139A (en) * | 2013-06-17 | 2013-09-04 | 山东大学 | C16:1DLSL and application thereof |
| CN103275140A (en) * | 2013-06-17 | 2013-09-04 | 山东大学 | Carbon 18 one double bond diacetylation lactone sophorolipid and application thereof |
| CN103540631A (en) * | 2013-10-22 | 2014-01-29 | 山东大学 | Method for producing sophorolipid through fermentation by taking cottonseed molasses and cottonseed oil as substrates |
| CN105191941A (en) * | 2015-08-26 | 2015-12-30 | 中国农业科学院蔬菜花卉研究所 | Bactericide solution containing sophorolipid and application thereof |
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| DE19518982A1 (en) * | 1995-05-29 | 1996-12-05 | Hoechst Ag | Novel glucose and sophoroselipids, a process for their preparation and their use |
| CN1082512C (en) * | 1999-02-10 | 2002-04-10 | 中国科学院上海有机化学研究所 | Production of sucrose ester by homogeneous solventless process |
| US6379937B1 (en) * | 2000-12-18 | 2002-04-30 | Council Of Scientific And Industrial Research | Process for the preparation of a mixture of 19 hydroxyelcosatetraenoic acid and 20 hydroxyeicosatetracnoic acid (10 hete and 20 hete) |
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| CN101703514B (en) * | 2009-11-23 | 2011-05-11 | 山东大学 | Application of sophorolipids in preparation of medicament for resisting cervical cancer |
| CN102492753A (en) * | 2011-12-07 | 2012-06-13 | 山东大学 | Method for producing sophorolipid through fermentation of lignocellulose material |
| CN103275139A (en) * | 2013-06-17 | 2013-09-04 | 山东大学 | C16:1DLSL and application thereof |
| CN103275140A (en) * | 2013-06-17 | 2013-09-04 | 山东大学 | Carbon 18 one double bond diacetylation lactone sophorolipid and application thereof |
| CN103275139B (en) * | 2013-06-17 | 2015-12-23 | 山东大学 | 16 carbon diacetyl one double bond lactone type sophorolipid and application thereof |
| CN103275140B (en) * | 2013-06-17 | 2016-05-25 | 山东大学 | The two key lactone type sophorolipids of 18 one of carbon diacetyl and application thereof |
| CN103540631A (en) * | 2013-10-22 | 2014-01-29 | 山东大学 | Method for producing sophorolipid through fermentation by taking cottonseed molasses and cottonseed oil as substrates |
| CN103540631B (en) * | 2013-10-22 | 2015-04-22 | 山东大学 | Method for producing sophorolipid through fermentation by taking cottonseed molasses and cottonseed oil as substrates |
| CN105191941A (en) * | 2015-08-26 | 2015-12-30 | 中国农业科学院蔬菜花卉研究所 | Bactericide solution containing sophorolipid and application thereof |
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