Notes

Synthesis and Inhibition of Tyrosinase Acitivity of New Gentisic Acid Derivatives

  • Song Changwei ,
  • Xiong Lidan ,
  • Wang Yujun ,
  • Zhang Nan ,
  • Li Xia ,
  • Li Ying ,
  • Li Li ,
  • Yin Shufan
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  • a College of Chemistry, Sichuan University, Chengdu 610064;
    b Sichuan Province Cosmetics Engineering Technology Research Center, Chengdu 610064;
    c West China Hospital, Sichuan University, Dermatological Department, Chengdu 610041

Received date: 2012-01-07

  Revised date: 2012-05-11

  Online published: 2012-03-14

Abstract

To discover new whitening active compounds, ten novel 2-hydroxy-5-alkyl(H)oxybenzoic ester derivatives (3a, 3b and 6a~6h) were prepared via the starting materials of methyl gentisate, alkyl halides and α-hydroxy acid ethyl ester. Their chemical structures were confirmed by 1H NMR, IR, MS and HRMS techniques. The preliminary bioassay test demonstrated that compounds 6a, 6b, 6e and 6f had stronger inhibition of tyrosinase activity. Further pharmacological experiments showed that after substitution modification of compounds 6a~6h, their toxicity and phototoxicity are lower than methyl gentisate and hydroquinone.

Cite this article

Song Changwei , Xiong Lidan , Wang Yujun , Zhang Nan , Li Xia , Li Ying , Li Li , Yin Shufan . Synthesis and Inhibition of Tyrosinase Acitivity of New Gentisic Acid Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(9) : 1753 -1758 . DOI: 10.6023/cjoc1201071

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