Biotransformation of the diterpene ribenone by Mucor plumbeus

被引：33

作者：

Fraga, BM

Hernández, MG

González, P

López, M

Suárez, S

机构：

[1] CSIC, Inst Prod Nat & Agrobiol, La Laguna 38206, Tenerife, Spain

[2] Univ La Laguna, Inst Bioorgan, Tenerife, Spain

来源：

TETRAHEDRON | 2001年 / 57卷 / 04期

关键词：

microbial reactions; X-ray crystal structures; epoxidation; terpenes and terpenoids;

D O I：

10.1016/S0040-4020(00)01052-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The microbiological transformation of the diterpene ribenone (3-oxo-ent-13-epi-manoyl oxide) by the fungus Mucor plumbeus has been studied. Epoxidation of the vinyl group constitutes the main reaction and there exists a preference for hydroxylation at C-1(alpha), C-6(alpha or beta) and C-12(beta) and, to a lesser degree, at C-7(alpha) and C-11(beta). Other observed reactions were the reduction of the 3-oxo group to a 3 beta -alcohol and the formation of metabolites with a 1,2-double bond. In this work the stereochemistry at C-14 of the diterpenes excoecarins A, B and C has been revised on the basis of X-ray data. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：761 / 770

页数：10

共 18 条

[1] MICROBIAL TRANSFORMATION OF DITERPENES - HYDROXYLATION OF SCLAREOL, MANOOL AND DERIVATIVES BY MUCOR-PLUMBEUS [J].