Synthesis and Inhibition of Tyrosinase Acitivity of New Gentisic Acid Derivatives

doi:10.6023/cjoc1201071

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (9): 1753-1758.DOI: 10.6023/cjoc1201071 Previous Articles Next Articles

Notes

新型龙胆酸衍生物的合成及其抑制酪氨酸酶活性研究

宋长伟^a, 熊丽丹^b, 王裕军^a, 张南^b, 李霞^a, 李颖^a, 李利^c, 尹述凡^a

a 四川大学化学学院成都 610064;
b 四川省化妆品工程技术研究中心成都 610064;
c 四川大学华西医院皮肤科成都 610041

收稿日期:2012-01-07 修回日期:2012-05-11 发布日期:2012-03-14
通讯作者: 李利, 尹述凡 E-mail:chuandayouji217@163.com

Synthesis and Inhibition of Tyrosinase Acitivity of New Gentisic Acid Derivatives

Song Changwei^a, Xiong Lidan^b, Wang Yujun^a, Zhang Nan^b, Li Xia^a, Li Ying^a, Li Li^c, Yin Shufan^a

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:2012-01-07 Revised:2012-05-11 Published:2012-03-14

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.

Key words: white, gentian methyl, tyrosinase, toxicity, optical toxicity

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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]. Chin. J. Org. Chem., 2012, 32(9): 1753-1758.

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新型龙胆酸衍生物的合成及其抑制酪氨酸酶活性研究

Synthesis and Inhibition of Tyrosinase Acitivity of New Gentisic Acid Derivatives

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