Byelyankacin: a novel melanogenesis inhibitor produced by Enterobacter sp. B20

J Antibiot (Tokyo). 2007 Nov;60(11):717-20. doi: 10.1038/ja.2007.93.

Abstract

A novel melanogenesis inhibitor, byelyankacin (1), was isolated from the fermentation broth of a bacterial strain. The producing organism, designated B20, was identified as a member of the genus Enterobacter based on taxonomic characteristics. 1 was obtained as a white powder from the culture medium by solvent extraction and serial chromatographic purification. The structure of 1 was determined as (E)-4-(2-isocyanovinyl)phenyl alpha-L-rhamnopyranoside on the basis of spectroscopic data. 1 potently inhibited mushroom tyrosinase and melanogenesis of B16-2D2 melanoma cells with IC50 value of 2.1 nM and 30 nM, respectively.

Publication types

  • Letter

MeSH terms

  • Cell Line, Tumor
  • Culture Media / chemistry
  • Enterobacter / metabolism*
  • Fermentation
  • Humans
  • Magnetic Resonance Spectroscopy
  • Melanins / antagonists & inhibitors
  • Melanins / biosynthesis*
  • Melanoma, Experimental / metabolism
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Monosaccharides / biosynthesis*
  • Monosaccharides / pharmacology*
  • Nitriles / pharmacology*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • 4-(2-isocyanovinyl)phenyl alpha-L-rhamnopyranoside
  • Culture Media
  • Melanins
  • Monosaccharides
  • Nitriles
  • Monophenol Monooxygenase