Synthesis and Anticancer Evaluation of Z-Isomer Combretastatin Analogues via Perkin Condensation

Presenter

Marina O. Kamayou

Campus

Fitchburg State University

Sponsor

Mathangi Krishnamurthy, Department of Biology and Chemistry, Fitchburg State University

Schedule

Session 4, 2:30 PM - 3:15 PM [Schedule by Time][Poster Grid for Time/Location]

Location

Poster Board A75, Campus Center Auditorium, Row 4 (A61-A80) [Poster Location Map]

Abstract

Combretastatins, produced from the bark of the South African bush willow tree, Combretum caffrum, have attracted widespread interest due to their powerful anticancer properties. Their ability to suppress tubulin polymerization, a critical mechanism for cell division, makes them potential candidates for cancer therapy. In this study, a stilbene intermediate was synthesized through Perkins condensation of 3,4,5-trimethoxy  phenyl acetic acid and 3-hydroxy-4-methoxy benzaldehyde, which then underwent decarboxylation in presence of copper and quinoline to generate the Z-isomer of combretastatin. Several analogs of cis-combretastatin were synthesized by employing differently substituted benzaldehydes as well as phenyl acetic acid derivatives. The combretastatin analogs thus synthesized were characterized by performing proton NMR and IR spectroscopy. The anticancer effects of these compounds will be evaluated by performing cytotoxicity assays using a basophilic leukemia cell line.  

Keywords

cancer therapy, Combretastatins , SAR studies

Research Area

Chemistry and Materials Science

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