Novel vitamin E derivative with 4-substituted resorcinol moiety has both antioxidant and tyrosinase inhibitory properties

Kuniyoshi Shimizu, Ryuichiro Kondo, Kokki Sakai, Norio Takeda, Tetsuji Nagahata, Takayuki Oniki

研究成果: ジャーナルへの寄稿学術誌査読

72 被引用数 (Scopus)

抄録

A novel vitamin E derivative, (6″-hydroxy-2″,5″, 7″,8″tetramethylchroman-2″-yl)methyl 3-(2′,4′-dihydroxyphenyl)propionate (TM4R), which has a chromanoxyl ring and 4-substituted resorcinol moieties, was synthesized; and its inhibitory effects on tyrosinase, antioxidant ability, and lightening effect of ultraviolet B (UVB)-induced hyperpigmentation were estimated. TM4R showed potent inhibitory activity on tyrosinase, which is the rate-limiting enzyme in melanogenesis. The scavenging activities of TM4R on 1, 1-diphenyl-2-picrylhydrazyl and hydroxyl radicals were found to be nearly the same as those of α-tocopherol. Furthermore, an efficient lightening effect was observed following topical application of TM4R to UVB-stimulated hyperpigmented dorsal skin of brownish guinea pigs. These results suggest that TM4R may be a candidate for an efficient whitening agent, possibly by inhibiting tyrosinase activity and biological reactions caused by reactive oxygen species.

本文言語英語
ページ(範囲)1321-1326
ページ数6
ジャーナルLipids
36
12
DOI
出版ステータス出版済み - 2001

!!!All Science Journal Classification (ASJC) codes

  • 生化学
  • 有機化学
  • 細胞生物学

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