Synthesis of 5-androstene-3β,7α,17β-triol and 5-Androstene-3β,7β,17β-triol

被引：4

作者：

Li He-Ping ^{[2
]}

Yu Pen ^{[1
]}

Zhang Hong-Jie ^{[1
]}

Liu Hong-Min ^{[1
]}

机构：

[1] Zhengzhou Univ, New Drug Res & Dev Ctr, Zhengzhou 450052, Henan, Peoples R China

[2] Henan Coll Tradit Chinese Med, Sch Pharm, Zhengzhou 450008, Henan, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2008年 / 26卷 / 09期

关键词：

biotransformation; 5-androstene-3; beta; 17; beta-diol; steroid; 7; alpha; beta-triol;

D O I：

10.1002/cjoc.200890301

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two important neuroactive steroids 5-androstene-3 beta,7 alpha,17 beta-triol(6) and 5-androstene-3 beta,7 alpha,17 beta-triol (7) were prepared through a microbial transformation of 5-androstene-3 beta,17 beta-diol, which was the first report for the synthesis of compounds 6 and 7 through a microbial transformation with Mucor racemosu isolated by ourselves.

引用

页码：1666 / 1668

页数：3

共 26 条

[1] NEUROSTEROID METABOLISM - 7-ALPHA-HYDROXYLATION OF DEHYDROEPIANDROSTERONE AND PREGNENOLONE BY RAT-BRAIN MICROSOMES [J].

AKWA, Y ;

MORFIN, RF ;

ROBEL, P ;

BAULIEU, EE .

BIOCHEMICAL JOURNAL, 1992, 288 :959-964

[2] Effects of cytochrome P450 inhibitors and of steroid hormones on the formation of 7-hydroxylated metabolites of pregnenolone in mouse brain microsomes [J].

Doostzadeh, J ;

Morfin, R .

JOURNAL OF ENDOCRINOLOGY, 1997, 155 (02) :343-350

[3] Studies of the enzyme complex responsible for pregnenolone and dehydroepiandrosterone 7 alpha-hydroxylation in mouse tissues [J].

Doostzadeh, J ;

Morfin, R .

STEROIDS, 1996, 61 (10) :613-620

[4] Inhibition studies of dehydroepiandrosterone 7α- and 7β-hydroxylation in mouse liver microsomes [J].

Doostzadeh, J ;

Cotillon, AC ;

Benalychérif, A ;

Morfin, R .

STEROIDS, 1998, 63 (11) :608-614

[5] Protection against inflammatory neurodegeneration and glial cell death by 7β-hydroxy epiandrosterone, a novel neurosteroid [J].

Dudas, B ;

Hanin, I ;

Rose, M ;

Wülfert, E .

NEUROBIOLOGY OF DISEASE, 2004, 15 (02) :262-268

[6]

JOHN WB, 1973, J CHEM SOC P1, P1493

[7] METABOLISM OF DEHYDROEPIANDROSTERONE BY CULTURED HUMAN ADIPOSE STROMAL CELLS - IDENTIFICATION OF 7-ALPHA-HYDROXYDEHYDROEPIANDROSTERONE AS A MAJOR METABOLITE USING HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY AND MASS-SPECTROMETRY [J].

KHALIL, MW ;

STRUTT, B ;

VACHON, D ;

KILLINGER, DW .

JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1993, 46 (05) :585-595

[8] Synthesis of 7α-hydroxy-dehydroepiandrosterone and 7β-hydroxy-dehydroepiandrosterone [J].

Li, HP ;

Liu, HM ;

Ge, WZ ;

Huang, LH ;

Shan, LH .

STEROIDS, 2005, 70 (14) :970-973

[9] DIETARY PHYTOSTEROLS - A REVIEW OF METABOLISM, BENEFITS AND SIDE-EFFECTS [J].

LING, WH ;

JONES, PJH .

LIFE SCIENCES, 1995, 57 (03) :195-206

[10] Antiglucocorticoid function of androstenetriol [J].

Loria, RM .

PSYCHONEUROENDOCRINOLOGY, 1997, 22 :S103-S108

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