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植物细胞悬浮培养物对孕酮的生物转化

Progesterone biotransformation by plant cell suspension cultures.

作者信息

Yagen B, Gallili G E, Mateles R I

出版信息

Appl Environ Microbiol. 1978 Aug;36(2):213-6. doi: 10.1128/aem.36.2.213-216.1978.

Abstract

Progesterone was converted to 5alpha-pregnane-3alpha-ol-20-one, delta4-pregnene-20alpha-ol-3-one, delta4-pregnene-14alpha-ol-3,20-dione, delta4-pregnene-7beta,14alpha-diol-3,20-dione, and delta4-pregnene-6beta,11alpha-diol-3,20-dione by cell cultures of Lycopersicon esculentum. Cell cultures of Capsicum frutescens (green) metabolized progesterone to delta4-pregnene-20alpha-ol-3-one in very high yield, and Vinca rosea yielded delta4-pregnene-20beta-ol-3-one and delta4-pregnene-14alpha-ol-3,20-dione. A stereospecific reduction of the keto groups and a double bond and stereospecific introduction of hydroxyl groups at the 6, 11, and 14 positions have been observed. The mono- and dihydroxylated progesterones have not previously been reported as metabolic products of progesterone by plant cell systems and represent de novo hydroxylation of a nonglycosylated steroid.

摘要

番茄的细胞培养物将孕酮转化为5α-孕烷-3α-醇-20-酮、Δ4-孕烯-20α-醇-3-酮、Δ4-孕烯-14α-醇-3,20-二酮、Δ4-孕烯-7β,14α-二醇-3,20-二酮和Δ4-孕烯-6β,11α-二醇-3,20-二酮。辣椒(绿色)的细胞培养物以非常高的产率将孕酮代谢为Δ4-孕烯-20α-醇-3-酮,长春花产生Δ4-孕烯-20β-醇-3-酮和Δ4-孕烯-14α-醇-3,20-二酮。已观察到酮基和双键的立体特异性还原以及在6、11和14位羟基的立体特异性引入。单羟基化和二羟基化孕酮以前尚未报道为植物细胞系统中孕酮的代谢产物,代表非糖基化甾体的从头羟基化。

相似文献

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Progesterone biotransformation by plant cell suspension cultures.植物细胞悬浮培养物对孕酮的生物转化
Appl Environ Microbiol. 1978 Aug;36(2):213-6. doi: 10.1128/aem.36.2.213-216.1978.
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Metabolism of 20beta-hydroxy-4-pregnen-3-one in uterine tissue of non-pregnant rats in vitro.
Acta Endocrinol (Copenh). 1976 Nov;83(3):604-20. doi: 10.1530/acta.0.0830604.

本文引用的文献

7
Biotransformation of digitoxin by suspension callus culture of Digitalis purpurea.
Chem Pharm Bull (Tokyo). 1970 May;18(5):1080-2. doi: 10.1248/cpb.18.1080.

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