Two novel tyrosinase inhibitory sesquiterpenes induced by CuCl2 from a marine-derived fungus Pestalotiopsis sp. Z233

Mar Drugs. 2013 Aug 2;11(8):2713-21. doi: 10.3390/md11082713.

Abstract

Two new sesquiterpenes, 1β,5α,6α,14-tetraacetoxy-9α-benzoyloxy-7β H-eudesman-2β,11-diol (1) and 4α,5α-diacetoxy-9α-benzoyloxy-7βH-eudesman-1β,2β,11, 14-tetraol (2), were produced as stress metabolites in the cultured mycelia of Pestalotiopsis sp. Z233 isolated from the algae Sargassum horneri in response to abiotic stress elicitation by CuCl2. Their structures were established by spectroscopic means. New compounds 1 and 2 showed tyrosinase inhibitory activities with IC50 value of 14.8 µM and 22.3 µM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Copper / chemistry
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Inhibitory Concentration 50
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Sargassum / metabolism
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Sesquiterpenes, Eudesmane / chemistry
  • Sesquiterpenes, Eudesmane / isolation & purification*
  • Sesquiterpenes, Eudesmane / pharmacology
  • Stress, Physiological
  • Xylariales / isolation & purification
  • Xylariales / metabolism*

Substances

  • 1,5,6,14-tetraacetoxy-9-benzoyloxy-7H-eudesman-2,11-diol
  • 4,5-diacetoxy-9-benzoyloxy-7H-eudesman-1,2,11,14-tetraol
  • Enzyme Inhibitors
  • Sesquiterpenes
  • Sesquiterpenes, Eudesmane
  • Copper
  • Monophenol Monooxygenase
  • cupric chloride