Lipase catalyzed betulinic acid derivatives and its cytotoxic activity / Yamin Yasin and Faujan Ahmad

Betulinic acid, a triterpenoid found in many plant species, has attracted attention due to its important pharmacological properties, such as anti-cancer and anti-HIV activities. In order to obtain derivatives potentially useful for detailed pharmacological studies, derivatives were synthesized throu...

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Bibliographic Details
Main Author: Ahmad, Faujan
Format: Article
Language:English
Published: Research Management Institute (RMI) 2010
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Online Access:http://ir.uitm.edu.my/id/eprint/12932/
http://ir.uitm.edu.my/id/eprint/12932/1/AJ_YAMIN%20YASIN%20SRJ%2010%20%282%29.pdf
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Summary:Betulinic acid, a triterpenoid found in many plant species, has attracted attention due to its important pharmacological properties, such as anti-cancer and anti-HIV activities. In order to obtain derivatives potentially useful for detailed pharmacological studies, derivatives were synthesized through the reaction of betulinic acid with benzoyl chloride and acetic anhydride using a lipase catalyst. Enzyme-catalyzed reaction of betulinic acid with benzoyl chloride yielded 3B-benzoil-lup-20(29)-ene-28-oic acid ester (BCL), whereas the acetic anhydride reaction yielded 3B-acetoxy-lup-20(29)-ene-28-oic acid ester (BAA). The BAA underwent further reaction with l-decanol to produce 3B-acetoxy-lup-20(29)-ene-28 decanoate (BAAD). The prepared betulinic acid derivatives were tested for cytotoxic activity on three callcer cell lines in vitro: all tested compunds showed greater activity than betulinic acid.