Enzymatic synthesis of arbutin undecylenic acid ester and its inhibitory effect on melanin synthesis

被引：41
作者：
Tokiwa, Yutaka
Kitagawa, Masaru
Raku, Takao
Yanagitani, Shusaku
Yoshino, Kenji
机构：
[1] Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058566, Japan
[2] Toyobo Res Ctr, Otsu, Shiga 5200292, Japan
[3] Green Prod Lab Co, Tsukuba, Ibaraki 3058566, Japan
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 11期
关键词：
arbutin; tyrosinase; undecylenic acid; melanin; tyrosinase inhibitor;
D O I：
10.1016/j.bmcl.2007.03.039
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Transesterification of arbutin and undecylenic acid vinyl ester was catalyzed by alkaline protease, Bioprase, in dimethylformamide to get arbutin derivative having undecylenic acid at 6-position of glucose moiety, 6-O-undecylenoyl p-hydroxyphenyl beta-D-glucopyranoside. The reaction rate increased with increase of arbutin concentration, and when its concentration was 0.9 M, the conversion rate was more than 90% under addition of 2 M undecylenic acid vinyl ester. The obtained arbutin ester significantly suppressed melanin production in murine B16 melanoma cells. (C) 2007 Elsevier Ltd. All rights reserved.
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收藏
页码：3105 / 3108
页数：4
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