A new series of natural antifungals that inhibit P450 lanosterol C-14 demethylase. I. Taxonomy, fermentation, isolation and structural elucidation

J Antibiot (Tokyo). 1992 Feb;45(2):151-9. doi: 10.7164/antibiotics.45.151.

Abstract

A new series of antifungal antibiotics, Ro 09-1470 and its 6 congeners were isolated from the fermentation broth of Penicillium sp. NR6564. Their structures were determined as tetrahydropyran derivatives with an alkenyl side chain on the basis of their spectroscopic and physico-chemical properties. Among these compounds, Ro 09-1470 and Ro 09-1545 possessing a glycyl N-substituted glycyl ester residue had high antifungal activity. Ro 09-1469, one of the congeners, was found in the fermentation broth of several strains of Aspergillus sclerotiorum Huber.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Cytochrome P-450 Enzyme Inhibitors
  • Fermentation
  • Glycine / analogs & derivatives
  • Glycine / chemistry
  • Glycine / isolation & purification
  • Oxidoreductases / antagonists & inhibitors
  • Penicillium / classification*
  • Penicillium / metabolism
  • Pyrans / chemistry
  • Pyrans / isolation & purification
  • Sterol 14-Demethylase

Substances

  • Antifungal Agents
  • Cytochrome P-450 Enzyme Inhibitors
  • Pyrans
  • restricticin
  • Oxidoreductases
  • Sterol 14-Demethylase
  • Glycine