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Anticancer activity of 3-O-acylated betulinic acid derivative obtained by enzymatic synthesis


Ahmad @ Amat, Faujan and Moghaddam, Mansour Ghaffari and Basri, Mahiran and Abdul Rahman, Mohd Basyaruddin (2010) Anticancer activity of 3-O-acylated betulinic acid derivative obtained by enzymatic synthesis. Bioscience, Biotechnology, and Biochemistry, 74 (5). pp. 1025-1029. ISSN 0916-8451


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 IC(50)<10 microg/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.

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Additional Metadata

Item Type: Article
Divisions: Faculty of Science
DOI Number: https://doi.org/10.1271/bbb.90917
Publisher: Japan Society for Bioscience, Biotechnology, and Agrochemistry
Keywords: Enzymatic synthesis; Novozym 435; 3-O-acyl-betulinic acid; Betulinic acid; Anticancer agents
Depositing User: Nurul Ainie Mokhtar
Date Deposited: 07 Jun 2015 02:48
Last Modified: 09 Oct 2018 03:17
Altmetrics: http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1271/bbb.90917
URI: http://psasir.upm.edu.my/id/eprint/13137
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