Microbiological transformation of diosgenin by resting cells of filamentous fungus, Cunninghamella echinulata CGMCC 3.2716

被引:29
作者
Dong, Ting [1 ]
Wu, Guang-Wei [1 ]
Wang, Xiao-Ning [1 ]
Gao, Jin-Ming [1 ]
Chen, Jian-Guang [2 ]
Lee, Shoei-Sheng [2 ]
机构
[1] NW A&F Univ, Coll Sci, Nat Med Chem Res Ctr, Yangling 712100, Shaanxi, Peoples R China
[2] Natl Taiwan Univ, Coll Med, Sch Pharm, Taipei 10051, Taiwan
基金
中国国家自然科学基金;
关键词
Microbial transformation; Cunninghamella echinulara CGMCC 3.2716; Diosgenin; Resting cell; Hydroxylation; Biocatalysis; DRUG-METABOLISM; K562; CELLS; APOPTOSIS; SAPONIN; BIOTRANSFORMATION; EXPRESSION; ELEGANS; MODEL; ACID;
D O I
10.1016/j.molcatb.2010.09.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Microbial transformation of the steroidal sapogenin diosgenin (1) by resting cells of the filamentous fungus, Cunninghamella echinulata CGMCC 3.2716 was studied. Four metabolites were isolated and unambiguously characterized as (25R)-spirost-5-ene-3 beta,7 beta-diol-11-one (2), (25R)-spirost-5-ene-3 beta,7 beta-diol (3), (25R)-spirost-5-ene-3 beta,7 beta,11 alpha-triol (4), and (25R)-spirost-5-ene-3 beta,7 beta,12 beta-triol (5), by various spectroscopic methods (H-1, C-13 NMR, DEPT, H-1-H-1 COSY, HMBC, HSQC and NOESY). Compound 2 is a new metabolite. The NMR data and full assignment for the known metabolites (25R)-spirost-5-ene-3 beta,7 beta-diol (3) and (25R)-spirost-5-ene-3 beta,7 beta,11 alpha-triol (4) are described here for the first time. The biotransformation characteristics observed included were C-7 beta, C-11 alpha and C-12 beta hydroxylations. Compounds 1-5 exhibited no significant cytotoxic activity to human glioma cell line U87. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码:251 / 256
页数:6
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