Clethramycin, a new inhibitor of pollen tube growth with antifungal activity from Streptomyces hygroscopicus TP-A0623. II. Physico-chemical properties and structure determination

J Antibiot (Tokyo). 2003 Aug;56(8):705-8. doi: 10.7164/antibiotics.56.705.

Abstract

Clethramycin is a novel linear polyene polyketide produced by a plant-associated actinomycete Streptomyces hygroscopicus TP-A0623. It possesses a guanidino and carboxyl residue at each end and an O-sulfate group and a hexaene moiety in the molecule, and its molecular formula is C63H99N3O18S. The structure was determined by analyzing 2D-NMR and FAB-MS data, using 13C-enriched compounds. Clethramycin is structurally similar to linearmycin, an inhibitor of spheroplast regeneration in Candida albicans. Clethramycin shows potent antifungal and pollen tube growth inhibitory activity.

MeSH terms

  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology
  • Fatty Acids, Unsaturated / chemistry
  • Fatty Acids, Unsaturated / pharmacology
  • Flowers / drug effects
  • Flowers / growth & development
  • Sulfuric Acid Esters / chemistry
  • Sulfuric Acid Esters / pharmacology

Substances

  • Antifungal Agents
  • Fatty Acids, Unsaturated
  • Sulfuric Acid Esters
  • clethramycin