Synthesis and QSAR Study of Some Novel Heterocyclic Derivatives as In Vitro Cytotoxic Agents

Abstract

2,3-Diaryloxirane-2,3-dicarbonitriles have employed in heterocyclic synthesis in many organic reactions. Authors highlight its use as intermediate in the synthesis of various organic compounds through the reaction with different nitrogen nucleophiles as methyl hydrazine, thiourea, thiosemicarbazide, methylglycinate, and others to furnish new heterocyclic derivatives. They are also used as key starting materials to construct some important heterocycles. Structures of all newly synthesized products are substantiated by studying their micro analytical and spectral data. Some of newly synthesized compounds were evaluated for their in vitro cytotoxic effects against a panel of three human tumor cell lines, namely, Hep-G2, Hela, and MCF-7. Most of the newly synthesized compounds (1a, 2a, 2d, 3, 4, 5, 6a, 6c, 6d, 7a, and 7b) inhibited cell proliferation with IC 50 values in range of 0.52–5.21 μΜ. For activity against HepG2 cell line, compounds 5, 6a, 6d, and 7b emerged as the most active members. The Hela cell line showed highest sensitivity toward compounds 2a, 2d, and 6c whereas compounds 2d and 6c showed the highest inhibitory activity against MCF-7 cell line.