Synthesis and in Vitro Bioactivity of Polyunsaturated Fatty Acid Conjugates of Combretastatin A-4

Journal of Natural Products
Fredrick O OjikeMaxwell A Casely-Hayford

Abstract

Combretastatin A-4 (CA-4) (1) is a plant-derived anticancer agent binding to the tubulin colchicine site. Polyunsaturated fatty acids (PUFAs) are readily taken up by cancer cells and have been used to improve cell targeting. In the present study, four CA-4-PUFA conjugates were synthesized by coupling combretastatin A-4 (1) with several polyunsaturated fatty acids. The conjugates (2a-d) were characterized using spectroscopic methods. Their cytotoxicity was evaluated against human breast cancer cells (MCF-7), and the inhibition of tubulin polymerization was determined in vitro. All conjugates influenced tubulin polymerization, with the arachidonic acid conjugate (2c) displaying cytotoxicity similar in potency to the natural product CA-4 (1).

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Citations

Jul 31, 2020·Biomolecules·Paulina PecynaMalgorzata Kucinska
Jul 30, 2020·Journal of Controlled Release : Official Journal of the Controlled Release Society·Nadia FattahiHélder A Santos
Apr 4, 2020·Journal of Natural Products·Thomas WongZhe-Sheng Chen

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