Semisynthesis and antitumor activities of new styryl-lactone derivatives

Abstract

Nineteen new derivatives (2-20) of the naturally occurring compound, goniothalamin (1), were prepared by chemical modification and semi-synthetic methods. The antitumor activities of these derivatives and goniothalamin were evaluated in vitro against human tumor cell lines, and most of them showed an inhibitory effect against HL-60 cancer cells. The derivatives 10-nitro-goniothalamin (2) and 10-amino goniothalamin (4) gave selective inhibition concentration (IC50) of 1.10 and 1.14 μg/ml, respectively, against human stomach cancer SGC-7901 cells, while that of etoposide (vp-16) as the positive control was 6.07 μg/ml. Finally, the partition coefficients, logP (π values), of these derivative molecules, were evaluated by calculating the additive approximate organic fragment logP value. © 2005 Pharmaceutical Society of Japan.