SYNTHESIS OF THE MANNICH-BASES OF 2-(1-CYCLOPENTENYL)CYCLOPENTANONE AND RELATED-COMPOUNDS AND EVALUATION OF THEIR ANTICANCER ACTIVITY

Nineteen novel Mannich bases of -cyclopentenyl)-5-(beta-aminomethyl)cy clopentanone and related compounds were synthesized as potential alkyl ating antitumor agents. The procedures involved condensation between c yclopentanones in basic solution, the alkylation of 2-cyclopentylidene cyclopentanone giving 6 novel 2-(1-cyclopentenyl)-2-alkylcyclopentano nes, Mannich reaction of 2-(1-cyclopentenyl)-2-alkylcyclopentanone and exchange reaction of arylamines for the amine of Mannich bases of 2-( 1-cyclopentenyl)cyclopentanones. Biological assays indicated that the compounds containing cyclopentenyl, beta-aminomethyl and alpha,beta-un saturated cycloketone side chains demonstrated significant in vitro cy totoxicity against the tissue culture cells originating from human car cinoma, such as KB, HCT, B16, ESCL17, A2780, BGC829, and Bel7402. Comp ounds 5d, 5h showed therapeutic effect on mice Ehrlich ascites carcino ma (EAC) tumors.