Synthesis, Chemical Property, and Cytotoxicity of the Carzinophilin Congeners Carrying a 2-(1-Acylamino-1-alkoxycarbonyl)methylidene-1-azabicyclohexane System

Article abstract of DOI:10.1016/S0040-4039(00)76798-0

Synthesis of the title compounds was achieved by employing condensation of the 2-methoxy-1-pyrroline with ethyl nitroacetate and construction of 1-azabicyclo<3.1.0>hexane systems from 5-mesyloxymethylpirrolidines as key steps.Some of these congeners which carry a C6-C11 unit involving the naphthalene part, were found to exhibit prominent cytotoxicity and effectively alkylate nucleophiles at both the aziridine and epoxide moieties. Key words: carzinophilin congeners, synthesis, chemical property, reaction with nucleophiles, cytotoxicity