Inhibitory effects of 2-amino-3H-phenoxazin-3-one on the melanogenesis of murine B16 melanoma cell line

Biosci Biotechnol Biochem. 2010;74(4):753-8. doi: 10.1271/bbb.90795.

Abstract

Hyperpigmentations are a serious concern addressed by both the medical community and the cosmetic industry through the development of agents that block melanin biosynthesis. In this study, we found that 2-amino-3H-phenoxazin-3-one (APO), isolated from extracts of the edible mushroom Agaricus bisporus Imbach, exhibited potent inhibitory effects on melanogenesis in B16 cells, a murine melanoma cell line. APO inhibited melanin biosynthesis at 1,000 times lower concentrations (IC(50)=1.31+/-0.08 microM) than kojic acid (IC(50)=1.31+/-0.13 mM), without causing cellular toxicity. APO did not directly inhibit the enzyme activity of tyrosinase, the rate-limiting melanogenic enzyme. Further study showed that APO inhibited the protein expression of tyrosinase and microphthalmia-associated transcription factor (MITF), a melanogenic transcription factor that regulates the expression of tyrosinase. These results suggest that APO is a promising depigmenting agent with both therapeutic and cosmetic value in preventing melanogenesis.

MeSH terms

  • Agaricales / metabolism
  • Animals
  • Cell Line, Tumor
  • Indoles
  • Melanins / antagonists & inhibitors
  • Melanins / biosynthesis*
  • Melanins / metabolism
  • Melanoma / metabolism
  • Melanoma, Experimental / enzymology
  • Melanoma, Experimental / metabolism
  • Mice
  • Microphthalmia-Associated Transcription Factor / metabolism
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Monophenol Monooxygenase / metabolism
  • Pyrones
  • Transcription Factors / metabolism

Substances

  • Indoles
  • Melanins
  • Microphthalmia-Associated Transcription Factor
  • Pyrones
  • Transcription Factors
  • melanogen
  • kojic acid
  • Monophenol Monooxygenase