Synthesis and antitumor activity in vitro of glioperazine C and its derivatives

Pengfei Wang, Longfei Miao, Ho

Abstract

Glioperazine C, a naturally occurring diketopiperazine, together with its thirteen derivatives, were synthesized in 35-47% overall yields. The first total synthesis of glioperazine C was achieved by intermolecular condensation and intramolecular cyclization. Their structures were characterized on the basis of 1H, 13C NMR, and those compounds were evaluated for their anticancer activities against K562, HT-29 and HepG2 cell lines. Results showed that glioperazine C containing D-Trp and D-Thr demonstrated potent anticancer activity against HepG2 cell line (IC50=6.51μM).