Amphistin, a new melanogenesis inhibitor, produced by an actinomycete.
A new melanogenesis inhibitor, named amphistin, was isolated from the fermentation broth of an actinomycete strain KP-3052. Amphistin was purified from the culture filtrate by the combination of cation exchange, gel filtration, and aminosilyl silica gel chromatographic methods. The structure of amphistin was elucidated as gamma-(beta-histidinoalanino)homoalanine by NMR experiments including 1H-15N HMBC experiment and other spectroscopic analyses. Amphistin inhibited the melanogenesis of B16 melanoma cells at concentration of 6.8 microM.
Arai
N
N
Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.
Shiomi
K
K
Takamatsu
S
S
Komiyama
K
K
Shinose
M
M
Takahashi
Y
Y
Tanaka
Y
Y
Iwai
Y
Y
Liu
J R
JR
Omura
S
S
D000191:Actinomycetaceae / Q000737:chemistry / Q000378:metabolism*; D000613:Aminobutyrates / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D000818:Animals; D001419:Bacteria / Q000187:drug effects; D005285:Fermentation; D005658:Fungi / Q000187:drug effects; D007093:Imidazoles / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D008543:Melanins / Q000096:biosynthesis*; D008546:Melanoma, Experimental; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D014407:Tumor Cells, Cultured
D000613:Aminobutyrates; D007093:Imidazoles; D008543:Melanins; C109696:amphistin