Journal of the Society of Cosmetic Scientists of Korea (대한화장품학회지)

Society of Cosmetic Scientists of Korea (대한화장품학회)
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Synthesis of 2',4'-Dimethoxyflavone and Its Anti-pigmentation Effect

2',4'-Dimethoxyflavone의 합성과 멜라닌 생성 저해 효과

  • 이범천 (한불화장품(주) 기술연구소) ;
  • 심관섭 (한불화장품(주) 기술연구소) ;
  • 김진화 (한불화장품(주) 기술연구소) ;
  • 김기호 ((주)바이오랜드 생명공학연구소) ;
  • 이화정 (충북대학교 약학대학) ;
  • 표형배 (한불화장품(주) 기술연구소)
  • Published : 2006.09.30
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Abstract

We synthesized 2',4'-dimethoxyflavone and investigated the effects on melanogenesis. To determine the effects as a whitening agent, various in uitro tests were performed such as free radical scavenging activity, melanin assay, tyrosinase activity and expression of tyrosinase, TRP-1 and TRP-2 (western blot and RT-PCR) in Bl6 melanoma cells. 2',4'-Dimethoxyflavone showed neither free radical scavenging activities against 1,1- diphenyl -2-picrylhydrazvl (DPPH) radical and inhibition of mushroom tyrosinase activity, 2',4'-dimethoxyflavone significantly inhibited melanin production in B16 melanoma cells. 2',4'-Dimethoxyflavone treatment (48h) suppressed the biosynthesis of melanin up to 27% at $5{\mu}g/mL$ and reduced tyrosinase activity up to 20% at $5{\mu}g/mL$ in B16 melanoma cells. 2',4'-Dimethoxyflavone was also able to significantly inhibit tyrosinase and TRP-1 expression in protein and mRNA level. These results suggest that 2',4'-dimethoxyflavone inhibits melanin biosynthesis at the level of enzyme activity and protein mRNA expression B16 melanoma cells. Therefore, 2',4'-dimethoxyflavone may be useful as a new whitening agent in cosmetics.

본 연구에서는 새로운 미백제를 개발하기 위하여 2',4'-dimethoxyflavone을 합성하였으며 멜라닌 형성 세포에서의 미백효과를 연구하였다 2',4'-Dimethoxyflavone은 프리 라디칼 소거활성(DPPH)이나 mushroom tyrosinase에 대한 직접적인 저해 효과는 없었다. 2',4'-Dimethoxyflavone을 48 h 처리한 B16 멜라노마 세포에서의 멜라닌 생합성 저해효과는 $5{\mu}g/mL$에서는 멜라닌생성이 27% 정도 감소되었다. 2',4'-Dimethoxyflavone은 농도에 비례해서 B16 멜라노마 세포내의 tyrosinase 활성을 저해하였으며, western blot을 이용하여 tyrosinase 단백질 발현도 감소시키는 것으로 확인되었다. 또한, RT-PCR을 이용하여 2',4'-dimethoxyflavone이 멜라닌 생성 과정에 관련하는 유전자 발현을 조사한 결과 tyrosinase와 tyrosinase 관련 단백질(TRP-1)의 mRNA발현을 억제 하였으며 TRP-2의 발현량에는 영향이 없었다. 이 결과로 2',4'-dimethoxyflavone은 멜라닌 형성세포에서 멜라닌 생성에 관여하는 타이로시나제와 TRP-1 유전자 발현 조절을 통하여 미백 효과를 나타내는 것으로 생각된다.

Keywords

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