Synthesis and Antitumor Activity Assay of Epoxy Bicyclo[4.2.2]deca-2,4,7,(9)- tri(tetra)enes and Tricyclo[9.4.2.02,10]heptadeca-2,12,14,16-tetraene

Abstract

Triepoxides were synthesized for the first time in high yields (80-85%) by oxidation of substituted bicyclo[4.2.2]deca-2,4,7,9-tetraenes, bicyclo[4.2.2]deca-2,4,7-trienes, and tricyclo[9.4.2.02,10]heptadeca-2,12,14,16-tetraene with an excess of m-chloroperbenzoic acid. The structures of the epoxy derivatives were reliably proved using modern spectral methods and X-ray diffraction analysis. A high antitumor activity in vitro was found for triepoxides against the Jurkat, K562, U937 tumor cell lines and normal fibroblasts.