Byelyankacin: a novel melanogenesis inhibitor produced by Enterobacter sp. B20.
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.
Senji
S
Takahashi
Hiroki
H
Iwai
Kunio
K
Kosaka
Toshitsugu
T
Miyazaki
Yuko
Y
Osanai
Nakako
N
Arao
Kouichi
K
Tanaka
Koji
K
Nagai
Akira
A
Nakagawa
D045744:Cell Line, Tumor; D003470:Culture Media / Q000737:chemistry; D004754:Enterobacter / Q000378:metabolism*; D005285:Fermentation; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008543:Melanins / Q000037:antagonists & inhibitors / Q000096:biosynthesis*; D008546:Melanoma, Experimental / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors; D009005:Monosaccharides / Q000096:biosynthesis* / Q000494:pharmacology*; D009570:Nitriles / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
C527233:4-(2-isocyanovinyl)phenyl alpha-L-rhamnopyranoside; D003470:Culture Media; D008543:Melanins; D009005:Monosaccharides; D009570:Nitriles; D014442:Monophenol Monooxygenase