Diketopiperazine alkaloids from a deep ocean sediment derived fungus Penicillium sp

Chem Pharm Bull (Tokyo). 2009 Aug;57(8):873-6. doi: 10.1248/cpb.57.873.

Abstract

Five new diketopiperazine alkaloids, brevicompanines D-H (3-7), together with two known analogs, allo-brevicompanine B (1) and fructigenine B (2), were isolated from a deep ocean sediment derived fungus Penicillium sp. Their structures were established by spectroscopic methods including 2D NMR and chiral HPLC analysis. Compounds 4 and 7 inhibited lipopolysaccharide (LPS)-induced nitric oxide production in BV2 microglial cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid
  • Diketopiperazines / chemistry
  • Diketopiperazines / isolation & purification*
  • Diketopiperazines / pharmacology
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Magnetic Resonance Spectroscopy / standards
  • Mice
  • Microglia / cytology
  • Microglia / drug effects
  • Microglia / metabolism
  • Nitric Oxide / biosynthesis
  • Penicillium / chemistry*
  • Reference Standards

Substances

  • Diketopiperazines
  • Lipopolysaccharides
  • Nitric Oxide