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KMID : 0604520060320030153
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Journal of the Society of Cosmetic Scientists of Korea
2006 Volume.32 No. 3 p.153 ~ p.160
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Synthesis of 2’,4’-Dimethoxyflavone and Its Anti-pigmentation Effect
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Lee Beom-Cheon
Sim Gwan-Sub
Kim Jin-Hwa
Kim Ki-Ho
Lee Hwa-Jung
Pyo Hyeong-Bae
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Abstract
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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.
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KEYWORD
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2’, 4’-dimethoxyflavone, synthesis, melanogenesis, tyrosinase, TRP-1, 2
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