A botryane metabolite with a new hexacyclic skeleton from an entomogenous fungus Hypocrea sp

Org Lett. 2013 Dec 6;15(23):6050-3. doi: 10.1021/ol402953k. Epub 2013 Nov 8.

Abstract

Hypocrolide A (1), a botryane metabolite with a new hexacyclic skeleton, was isolated from cultures of the entomogenous fungus Hypocrea sp. The proposed structure was confirmed by X-ray crystallography using Cu Kα radiation. The mixed-biogenetic skeleton could be derived from the hypothetical precursors related to coumarin and dihydrobotrydiol, and the latter may be derived from the coisolated 10-oxodehydrodihydrobotrydial (2) or a similar analogue.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Coumarins / chemistry
  • Crystallography, X-Ray
  • HeLa Cells
  • Humans
  • Hypocrea / chemistry*
  • MCF-7 Cells
  • Molecular Conformation
  • Molecular Structure
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Antineoplastic Agents
  • Coumarins
  • Sesquiterpenes
  • hypocrolide A
  • coumarin