Sesquiterpenes and an intermediate 1alpha, 6beta, 11-eudesmanetriol in the biosynthesis of geosmin from Streptomyces sp

Ya-Bin Yang; Zhi Yang; Xue-Qiong Yang; Yong Zhang; Li-Xing Zhao; Li-Hua Xu; Zhong-Tao Ding

Sesquiterpenes and an intermediate 1alpha, 6beta, 11-eudesmanetriol in the biosynthesis of geosmin from Streptomyces sp

Yao Xue Xue Bao. 2012 Mar;47(3):364-6.

Authors

Ya-Bin Yang¹, Zhi Yang, Xue-Qiong Yang, Yong Zhang, Li-Xing Zhao, Li-Hua Xu, Zhong-Tao Ding

Affiliation

¹ Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China.

PMID: 22645760

Abstract

One new sesquiterpene was isolated from the fermentation broth of Streptomyces sp. and the structure was elucidated by spectral analysis as caryolane-1, 6beta-diol (1). An intermediate 1alpha, 6beta, 11-eudesmanetriol (2) in the biosynthesis of geosmin was also found in this strain which proved sequence for the reactions, especially bicyclization preceding dealkylation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Magnetic Resonance Spectroscopy
Molecular Structure
Naphthols / chemistry*
Naphthols / isolation & purification
Sesquiterpenes / chemistry
Sesquiterpenes / isolation & purification*
Streptomyces / chemistry*

Substances

1alpha,6beta,11-eudesmanetriol
Naphthols
Sesquiterpenes
caryolane-1,6beta-diol
geosmin