Microbial transformation of dehydroepiandrosterone

被引:32
作者
Choudhary, MI [1 ]
Shah, SAA [1 ]
Musharraf, SG [1 ]
Shaheen, F [1 ]
Atta-Ur-Rahman [1 ]
机构
[1] Univ Karachi, HEJ Res Inst Chem, Int Ctr Chem Sci, Karachi 75270, Pakistan
关键词
Rhizopus stolonifer; dehydroepiandrosterone ( DHEA); 3; beta; 17; beta-dihydroxyandrost-5-ene; beta-dihydroxyandrost-4-ene; beta-hydroxyandrost-4-ene-3-one; 11; beta-dihydroxyandrost-4-ene-17-one; 7; alpha-dihydroandrost-5-ene-17-one; alpha; beta-trihydroxyandrost-5-ene; 11 beta-hydroxyandrost-4,6-diene-3,17-dione; fungal transformation;
D O I
10.1080/1057563021000040835
中图分类号
O69 [应用化学];
学科分类号
081704 [应用化学];
摘要
Transformation of dehydroepiandrosterone (DHEA) (1) was carried out by a plant pathogen Rhizopus stolonifer, which resulted in the production of seven metabolites. These metabolites were identified as 3beta, 17beta-dihydroxyandrost-5-ene (2), 3beta, 17beta-dihydroxyandrost-4-ene (3), 17beta-hydroxyandrost-4-ene-3-one (4), 3beta,11beta-dihydroxyandrost-4-ene-17-one (5), 3beta,7alpha- dihydroandrost-5-ene-17-one (6), 3beta,7alpha,17beta-trihydroxyandrost-5-ene (7) and 11beta-hydroxyandrost-4,6-diene-3,17-dione (8). The structures of the transformed products were determined by the spectroscopic techniques.
引用
收藏
页码:215 / 220
页数:6
相关论文
共 8 条
[1]
Atta-ur-Rahman, 1998, NAT PROD LETT, V12, P255
[2]
Fungal transformations of steroids by Cephalosporium aphidicola and Trichothecium roseum [J].
Atta-Ur-Rahman ;
Choudhary, MI ;
Asif, F ;
Farooq, A ;
Yaqoob, M .
NATURAL PRODUCT LETTERS, 2000, 14 (03) :217-224
[3]
Microbial transformations of hypolipemic E-guggulsterone [J].
Atta-ur-Rahman ;
Choudhary, MI ;
Shaheen, F ;
Ashraf, M ;
Jahan, S .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (04) :428-431
[4]
Atta-ur-Rahman, 1998, J NAT PROD, V61, P1340, DOI 10.1021/np980057n
[5]
Atta-ur-Rahman, 1996, SOLVING PROBLEMS NMR
[6]
MICROBIAL TRANSFORMATIONS OF 7-ALPHA-HYDROXYFRULLANOLIDE [J].
ATTAURRAHMAN ;
CHOUDHARY, MI ;
ATA, A ;
ALAM, M ;
FAROOQ, A ;
PERVEEN, S ;
SHEKHANI, MS ;
AHMED, N .
JOURNAL OF NATURAL PRODUCTS, 1994, 57 (09) :1251-1255
[7]
Microbial transformation of sclareolide [J].
AttaurRahman ;
Farooq, A ;
Choudhary, MI .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (10) :1038-1040
[8]
MICROBIOLOGICAL HYDROXYLATION OF STEROIDS .1. PROTON MAGNETIC RESONANCE SPECTRA OF KETONES, ALCOHOLS, AND ACETATES IN ANDROSTANE, PREGNANE, AND CESTRANE SERIES [J].
BRIDGEMA.JE ;
CHERRY, PC ;
CLEGG, AS ;
EVANS, JM ;
JONES, ERH ;
KASAL, A ;
KUMAR, V ;
MEAKINS, GD ;
MORISAWA, Y ;
RICHARDS, EE ;
WOODGATE, PD .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (02) :250-&