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Xin X.-L.,Biotechnology Application Center | Cui X.,Woosuk University | Wang C.,Dalian Medical University | Zhang B.-J.,Dalian Medical University | And 6 more authors.
Journal of Asian Natural Products Research | Year: 2011

Biotransformation of deoxyandrographolide (1) by Fusarium graminearum AS 3.4598 was investigated in this paper. And five transformed products of 1 by F. graminearum AS 3.4598 were obtained. Their chemical structures were characterized as 3-oxo-8α,17β-epoxy-14-deoxyandrographolide (2), 3-oxo-14-deoxyandrographolide (3), 3-oxo-17,19-dihydroxyl-8,13-ent-labdadien-15, 16-olide (4), 1β-hydroxyl-14-deoxyandrographolide (5), and 7β-hydroxyl-14-deoxyandrographolide (6) by spectral methods including 2D NMR. Among them, products 2, 4, and 5 are new. © 2011 Taylor &Francis.


Li F.Y.,Dalian Medical University | Cang P.R.,Agriculture and Agri Food Canada | Huang S.S.,Dalian Medical University | Zhang B.J.,Dalian Medical University | And 6 more authors.
Journal of Molecular Catalysis B: Enzymatic | Year: 2011

The capabilities of twenty strains of filamentous fungi (from 9 genera) to transform deoxyandrographolide (1) were screened. And eleven derivatives of 1 transformed by Cunninghamella echinulata AS 3.3400 were isolated. Their chemical structures were identified by spectral methods including 2D NMR. Among them, 3-oxo-7α-hydroxy-14-deoxyandrographolide (2), 3-oxo-8β,17α- epoxy-14-deoxyandrographolide (3), 8α-formyl-14-deoxyandrographolide (4), 8β-methoxyl-17α-hydroxyl-14-deoxyandro-grapholide (5) and 3α,17,19-trihydroxyl-7,13-ent-labdadien-15,16-olide (6), are new compounds. And their structure-activity relationships (SAR) were also discussed. © 2010 Elsevier B.V. All rights reserved.


Ma X.-C.,Dalian Medical University | Xin X.,Biotechnology Application Center | Zhang B.-J.,Dalian Medical University | Deng S.,Dalian Medical University | And 5 more authors.
Journal of Separation Science | Year: 2010

An efficient separation method of using high-speed counter-current chromatography was successfully established to directly purify cytotoxic transformed products of cinobufagin by Cordyceps militaris. The two-phase solvent system composed of n-hexane - ethyl acetate - methanol - water (4:6:3:4, v/v) was used in high-speed counter-current chromatography. A total of 9mg of 4b,12a-dihydroxyl-cinobufagin (1), 15 mg of 12β-hydroxylcinobufagin (2), 8mg of 5b-hydroxyl-cinobufagin (3), 12 mg of deacetylcinobufagin (4) and 6mg of 3-keto-cinobufagin (5) were obtained in a one-step separation from 400 mg of the crude extract with purity of 98.7, 97.2, 90.6, 99.1 and 99.4%, respectively, as determined by HPLC. Their chemical structures were identified on the basis of 1H-NMR and 13C-NMR technology. All products (1-5) showed the potent activities against human carcinoma cervicis (Hela) and malignant melanoma (A375) cells in vitro. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.


Xin X.-L.,Biotechnology Application Center | Xin X.-L.,Dalian Medical University | Su D.-H.,Biotechnology Application Center | Sa D.,Dalian Medical University | And 7 more authors.
Journal of Asian Natural Products Research | Year: 2011

In this paper, microbial transformation of resibufogenin by Fusarium solani AS 3.1829 was investigated, and five transformed products were isolated and identified as 3-ketone-resibufogenin (2), 3-one-cyclic 3-(1,2-dimethyl-1,2- ethanediylacetal)-resibufogenin (3), 3-dimethoxyl-resibufogenin (4), 3-epi-resibufogenin (5), and 3-epi-15α-hydroxy-7βH-bufalin (6), respectively. Among them, 3, 4, and 6 are new compounds, and the rare double oxidization of C-3 was reported. In addition, the cytotoxicities of transformed products were also investigated. © 2011 Taylor & Francis.


Xin X.L.,Biotechnology Application Center | Yang G.,Biotechnology Application Center | Gou Z.P.,Guangdong Medical College | Yao J.H.,Dalian Medical University | And 2 more authors.
Magnetic Resonance in Chemistry | Year: 2010

Five hydroxylated derivatives of glycyrrhetinic acid by Mucor polymorphosporus were isolated. Among them, 6β, 7β- dihydroxyglycyrrhentic acid (2) and 27-hydroxyglycyrrhentic acid (3) are new compounds. Their chemical structures were identified by spectral methods including 2D-NMR. Copyright © 2009 John Wiley & Sons, Ltd.


Li F.-Y.,Dalian Medical University | Gou Z.-P.,Guangdong Medical College | Ma X.-C.,Dalian Medical University | Tian Y.,Dalian Medical University | And 5 more authors.
Chromatographia | Year: 2010

Preparative high-speed counter-current chromatography (HSCCC) was successfully applied to purify phenylpropanoids from the stem and root bark of Daphne giraldii Nitsche, a traditional Chinese medicine. Their structures were identified on the basis of 1H NMR and 13C NMR technology. The two-phase solvent system composed of n -hexane-ethyl acetate-methanol-water (2: 3: 0.5: 4, v/v/v/v) was selected for HSCCC. A total of 8.0 mg woonenoside XI (1) and 18.0 mg daphnetin (2) were obtained in one-step separation from 200 mg of the crude extract with purity of 96.0 and 99.1%, respectively, as determined by LC. And the major compound (2) showed antithrombotic activity in vitro. © 2010 Vieweg+Teubner | GWV Fachverlage GmbH.


Shi Y.,Beijing University of Chemical Technology | Xin X.,Biotechnology Application Center | Yuan Q.,Beijing University of Chemical Technology
Biotechnology Letters | Year: 2012

The highest lycopene production in mated cultures of Blakeslea trispora was 578 mg/l by adding 42 mg geraniol/l to the medium after 48 h of growth. The control gave 317 mg/l. Adding isopentenyl alcohol at 40 mg/l, mevalonic acid at 17. 5 mg/l or dimethyl allyl alcohol at 150 mg, each after 36 h growth, gave lycopene yields 62, 45 and 47%, respectively, higher than the control. © 2011 Springer Science+Business Media B.V.


PubMed | Biotechnology Application Center
Type: Journal Article | Journal: Journal of Asian natural products research | Year: 2011

In this paper, microbial transformation of resibufogenin by Fusarium solani AS 3.1829 was investigated, and five transformed products were isolated and identified as 3-ketone-resibufogenin (2), 3-one-cyclic 3-(1,2-dimethyl-1,2-ethanediylacetal)-resibufogenin (3), 3-dimethoxyl-resibufogenin (4), 3-epi-resibufogenin (5), and 3-epi-15-hydroxy-7H-bufalin (6), respectively. Among them, 3, 4, and 6 are new compounds, and the rare double oxidization of C-3 was reported. In addition, the cytotoxicities of transformed products were also investigated.


PubMed | Biotechnology Application Center
Type: Journal Article | Journal: Natural product communications | Year: 2011

Biotransformation of deoxyandrographolide (1) by Alternaria alternata AS 3.4578 gave five derivatives identified by spectral methods including 2D NMR as the known dehydroandrographolide (2) and 9beta-hydroxy-dehydroandrographolide (3) and the new compounds 9beta-hydroxy-deoxyandrographolide (4), 3alpha,17,19-trihydroxy-8,13-ent-labdadien-15,16-olide (5) and 3-oxo-9beta-hydroxy-deoxyandrographolide (6).


PubMed | Biotechnology Application Center
Type: Journal Article | Journal: Natural product communications | Year: 2010

A preparative, high-speed, counter-current chromatographic (HSCCC) method for the isolation and purification of bufadienolides from Chansu was successfully developed by using stepwise elution with a two-phase solvent system composed of n-hexane: chloroform: methanol: water (4:1:2.5:5 and 4:1:4:5, v/v). A total of 7.5 mg of cinobufotalin (1), 8.0 mg of bufalin (2), 14.0 mg of cinobufagin (3) and 9.5 mg of resibufogenin (4) were obtained in a one-step separation from 80 mg of the crude extract with purities of 93.2%, 98.7%, 99.2%, and 99.4%, respectively. The chemical structures were determined from 1H NMR and 13C NMR spectroscopic data.

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