Synthesis and structure-activity relation studies of cytotoxic epoxide derivatives of 7-oxabicyclo[2.2.1]heptane
- 31 January 1977
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 20 (2) , 306-308
- https://doi.org/10.1021/jm00212a025
Abstract
Dimethyl exo-5,6-oxido-7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate (1) and the 1-methyl homologue exhibited significant cytotoxicity in the [human oral carcinoma] 9KB tissue culture assay. Several analogues of 1 were prepared and removal of the epoxide, the O bridge or the 2,3 double bond from 1 resulted in loss of significant cytotoxic activity. One compound which lacked the epoxide moiety, dimethyl 1-methyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate, also exhibited marginal cytotoxic activity.This publication has 0 references indexed in Scilit: