Citrinadin A, a novel pentacyclic alkaloid from marine-derived fungus Penicillium citrinum

Org Lett. 2004 Sep 2;6(18):3087-9. doi: 10.1021/ol048900y.

Abstract

[structure: see text] A novel pentacyclic alkaloid, citrinadin A (1), was isolated from the cultured broth of the fungus Penicillium citrinum, which was separated from a marine red alga, and the structure was elucidated by spectroscopic data. The relative stereochemistry of the pentacyclic core was assigned on the basis of NOESY data and (1)H-(1)H coupling constants, and the presence of an N,N-dimethyl-L-valine residue in 1 was determined by chiral HPLC analysis of the hydrolysate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Indole Alkaloids
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Penicillium / chemistry*
  • Quinolizines / chemistry*
  • Quinolizines / isolation & purification*
  • Rhodophyta
  • Valine / analogs & derivatives*
  • Valine / chemistry
  • Valine / isolation & purification

Substances

  • Alkaloids
  • Indole Alkaloids
  • Quinolizines
  • citrinadin A
  • Valine