Melanocins A, B and C, new melanin synthesis inhibitors produced by Eupenicillium shearii. I. Taxonomy, fermentation, isolation and biological properties

J Antibiot (Tokyo). 2003 Dec;56(12):993-9. doi: 10.7164/antibiotics.56.993.

Abstract

New melanin synthesis inhibitors, melanocins A, B and C, were isolated from the fermentation broth and mycelium extract of Eupenicillium shearii F80695. Melanocin A, an isocyanide compound, inhibited mushroom tyrosinase and melanin biosynthesis of B16 melanoma cells with IC50 value of 9.0 nM and MIC value of 0.9 microM, respectively. Melanocin A also inhibited growth of Streptomyces bikiniensis. While, the structurally very related but non-isocyanide compounds melanocins B and C did not show inhibitory activity in these assays. Melanocins A, B and C showed potent antioxidant activity with scavenging activity of DPPH radical and superoxide anion radical.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Ascomycota / classification
  • Ascomycota / metabolism*
  • Butanones / isolation & purification
  • Butanones / pharmacology
  • Cyanides / isolation & purification
  • Cyanides / pharmacology
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Formamides / isolation & purification
  • Formamides / pharmacology
  • Free Radical Scavengers / isolation & purification
  • Free Radical Scavengers / pharmacology
  • Melanins / antagonists & inhibitors*
  • Melanins / biosynthesis
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Streptomyces / drug effects
  • Streptomyces / growth & development

Substances

  • Anti-Bacterial Agents
  • Butanones
  • Cyanides
  • Enzyme Inhibitors
  • Formamides
  • Free Radical Scavengers
  • Melanins
  • melanocin A
  • melanocin B
  • melanocin C
  • Monophenol Monooxygenase