New oxandrolone derivatives by biotransformation using Rhizopus stolonifer

被引:29
作者
Choudhary, M. Iqbal [1 ]
Mohammad, Mohammad Yasin [1 ]
Musharraf, Syed Ghulam [1 ]
Parvez, Masood [2 ]
Al-Aboudi, Amal [3 ]
Atta-ur-Rahman [1 ]
机构
[1] Univ Karachi, HEJ Res Inst Chem, Int Ctr Chem & Biol Sci, Karachi 75270, Pakistan
[2] Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
[3] Univ Jordan, Dept Chem, Amman 11942, Jordan
关键词
Oxandrolone; Steroidal lactones; Microbial transformation; Rhizopus stolonifer; Hydroxylation; beta-Glucuronidase inhibition; MICROBIAL TRANSFORMATION; INHIBITORY-ACTIVITY;
D O I
10.1016/j.steroids.2009.08.003
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
Structural transformation of the steroidal lactone, oxandrolone (1), by suspended-cell cultures of the plant pathogen fungus Rhizopus stolonifer, resulted in the production of three new metabolites. These metabolites were identified as 11 alpha-hydroxyoxandrolone (2), 6 alpha-hydroxyoxandrolone (3) and 9 alpha-hydroxyoxandrolone (4), by different spectroscopic methods and single-crystal X-ray diffraction analysis for metabolite 2. Compounds I and 3 showed a significant beta-glucuronidase inhibitory activity. (C) 2009 Elsevier Inc. All rights reserved.
引用
收藏
页码:1040 / 1044
页数:5
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