A highly conjugated dihydroxylated C28 steroid from a myxobacterium

Dnyaneshwar Gawas; Ronald Garcia; Volker Huch; Rolf Müller

doi:10.1021/np100682c

A highly conjugated dihydroxylated C28 steroid from a myxobacterium

J Nat Prod. 2011 May 27;74(5):1281-3. doi: 10.1021/np100682c. Epub 2011 Apr 22.

Authors

Dnyaneshwar Gawas¹, Ronald Garcia, Volker Huch, Rolf Müller

Affiliation

¹ Department of Microbial Natural Products, Helmholtz-Institute for Pharmaceutical Research Saarland (HIPS), Helmholtz Centre for Infection Research (HZI), Saarland University, Campus C2 3, 66123 Saarbrücken, Germany.

PMID: 21513291
DOI: 10.1021/np100682c

Abstract

In the course of our search for novel secondary metabolites, the CHCl3-MeOH extract of the novel myxobacterial strain Sorangiineae SBNa008 was shown to be active against human SW480 colon adinocarcinoma cells. Bioassay-guided fractionation of the extract yielded a highly conjugated novel, sterol 9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one, 1. The structure and the relative stereochemistry of 1 were established from interpretation of spectroscopic data and X-ray crystallography.

Publication types

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

MeSH terms

Antineoplastic Agents / chemistry*
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology
Crystallography, X-Ray
Drug Screening Assays, Antitumor
Ergosterol / analogs & derivatives*
Ergosterol / chemistry
Ergosterol / isolation & purification
Ergosterol / pharmacology
Humans
Molecular Structure
Myxococcales / chemistry*

Substances

9alpha,11alpha-dihydroxyergosta-4,6,8(14),22-tetraen-3-one
Antineoplastic Agents
ergostane
Ergosterol