HYDROXYLATION OF PROGESTERONE BY CEPHALOSPORIUM-APHIDICOLA

被引:39
作者
FAROOQ, A
HANSON, JR
IQBAL, Z
机构
[1] School of Molecular Sciences, University of Sussex, Brighton
关键词
CEPHALOSPORIUM APHIDICOLA; PROGESTERONE; 9-BETA; 10-ALPHA-RETROPROGESTERONE; STEROID; MICROBIOLOGICAL HYDROXYLATION;
D O I
10.1016/S0031-9422(00)90346-7
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
The fungus, Cephalosporium aphidicola, has been shown to hydroxylate progesterone predominantly at the 6 beta- and 11 alpha-positions. Minor metabolites include testosterone acetate, the 20(R)-alcohol and 12 beta,17 alpha-dihydroxyprogesterone. The sequence involves hydroxylation at 11 alpha and then 6 beta. The hydroxylations of 11 alpha- and 17 alpha-hydroxyprogesterone and of 9 beta,10 alpha-retroprogesterone have also been examined in the light of these results.
引用
收藏
页码:723 / 726
页数:4
相关论文
共 17 条
[1]   STUDIES IN TERPENOID BIOSYNTHESIS .35. BIOSYNTHETIC SEQUENCES LEADING TO THE DITERPENOID APHIDICOLIN IN CEPHALOSPORIUM-APHIDICOLA [J].
ACKLAND, MJ ;
GORDON, JF ;
HANSON, JR ;
YEOH, BL ;
RATCLIFFE, AH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (06) :1477-1480
[2]   MECHANISM OF SIDE CHAIN DEGRADATION OF PROGESTERONE BY MICROORGANISMS [J].
CARLSTRO.K .
ACTA CHEMICA SCANDINAVICA, 1967, 21 (05) :1297-&
[3]   SIDE-CHAIN DEGRADATION AND 20-(ALPHA + BETA)-REDUCTION OF PROGESTERONE BY CELL FREE PREPARATIONS OF PENICILLIUM-LILACINUM NRRL-895 [J].
CARLSTROM, K .
ACTA CHEMICA SCANDINAVICA, 1972, 26 (04) :1718-+
[4]   SUBSTRATE SPECIFICITY IN STEROID SIDE-CHAIN DEGRADATION BY MICROORGANISMS [J].
ELTAYEB, O ;
SIH, CJ ;
KNIGHT, SG .
BIOCHIMICA ET BIOPHYSICA ACTA, 1964, 93 (02) :411-&
[5]   INVESTIGATIONS ON STEROIDS .23. 6-HYDROXY DERIVATIVES OF 17-ALPHA-HYDROXYPROGESTERONE AND REICHSTEINS COMPOUND-S STUDIES ON 6-BETA, 11-ALPHA-DIHYDROXYPROGESTERONE [J].
FLOREY, K ;
EHRENSTEIN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1954, 19 (08) :1331-1350
[6]   THE BIOTRANSFORMATION OF SOME STEROIDS BY CEPHALOSPORIUM-APHIDICOLA [J].
HANSON, JR ;
NASIR, H .
PHYTOCHEMISTRY, 1993, 33 (04) :831-834
[7]  
HANSON JR, 1992, PHYTOCHEMISTRY, V31, P799
[8]  
Holland H.I., 1983, CHEM SOC REV, P371
[9]   STEROID TRANSFORMATIONS BY MICROORGANISMS [J].
MAHATO, SB ;
MUKHERJEE, A .
PHYTOCHEMISTRY, 1984, 23 (10) :2131-2154
[10]   STEROID TRANSFORMATIONS BY MICROORGANISMS .2. [J].
MAHATO, SB ;
BANERJEE, S .
PHYTOCHEMISTRY, 1985, 24 (07) :1403-1421