Anticancer Activity of 3-O-Acylated Betulinic Acid Derivatives Obtained by Enzymatic Synthesis

被引：31

作者：

Ahmad, Faujan Bin H. ^{[1
]}

Moghaddam, Mansour Ghaffari ^{[1
]}

Basri, Mahiran ^{[1
]}

Rahman, Mohd Basyaruddin Abdul ^{[1
,2
]}

机构：

[1] Univ Putra Malaysia, Fac Sci, Dept Chem, Upm Serdang 43400, Selangor, Malaysia

[2] Univ Kebangsaan Malaysia, Struct Biol Res Ctr, Malaysia Genom Inst, MTDC UKM Smart Technol Ctr, Bangi 43600, Selangor, Malaysia

来源：

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 2010年 / 74卷 / 05期

关键词：

enzymatic synthesis; Novozym; 435; 3-O-acyl-betulinic acid; betulinic acid; anticancer agents; SAPONINS;

D O I：

10.1271/bbb.90917

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

An easy and efficient strategy to prepare betulinic acid esters with various anhydrides was used by the enzymatic synthesis method. It involves lipase-catalyzed acylation of betulinic acid with anhydrides as acylating agents in organic solvent. Lipase from Candida antarctica immobilized on an acrylic resin (Novozym 435) was employed as a biocatalyst. Several 3-O-acyl-betulinic acid derivatives were successfully obtained by this procedure. The anticancer activity of betulinic acid and its 3-O-acylated derivatives were then evaluated in vitro against human lung carcinoma (A549) and human ovarian (CAOV3) cancer cell lines. 3-O-glutaryl-betulinic acid, 3-O-acetyl-betulinic acid, and 3-O-succinyl-betulinic acid showed IC50 < 10 mu g/ml against A549 cancer cell line tested and showed better cytotoxicity than betulinic acid. In an ovarian cancer cell line, all betulinic acid derivatives prepared showed weaker cytotoxicity than betulinic acid.

引用

页码：1025 / 1029

页数：5

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