Diketopiperazines from the Cordyceps-colonizing fungus Epicoccum nigrum

J Nat Prod. 2009 Dec;72(12):2115-9. doi: 10.1021/np900654a.

Abstract

New diketopiperazines, epicoccins E-H (1-4) and diphenylalazines A (5) and B (6), have been isolated from the solid-substrate fermentation culture of the Cordyceps-colonizing fungus Epicoccum nigrum. The structures of 1-6 were determined primarily by NMR experiments, and the structure of 1 was confirmed by X-ray crystallography. The absolute configurations of 3 and 5 were assigned using the modified Mosher (3) and Marfey's (5) methods, respectively. Compounds 3-5 showed inhibitory effects on HIV-1 replication in C8166 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Cordyceps / chemistry*
  • Crystallography, X-Ray
  • Diketopiperazines / chemistry
  • Diketopiperazines / isolation & purification*
  • Diketopiperazines / pharmacology
  • HIV-1 / drug effects
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Tibet

Substances

  • Anti-HIV Agents
  • Diketopiperazines