Synthesis and Cytotoxicity of Some New Substituted Hydronaphthalene Derivatives

Abstract

A new series of hydronaphthalene derivatives incorporated into or fused to different five or six membered nitrogen, oxygen, sulpher, heretrocyclic, S- glycosidic or N-glycosidic moieties and other related products had been described. The hydrazine derivative 2 was coupled with bromo-sugar to achieve N-glycosides in presence of acidic medium while, the products 4 and 15 were coupled with different bromo sugar achieving S-glycosides in presence of a basic medium. Moreover, other derivatives carrying different biologically active side chains and hetero cyclic substituents were synthesized starting with 6-methoxy-1-tetralone 1. Also, the X-ray data of compound 13c was studied. The cytotoxicity of some of the newly synthesized compounds was studied to evaluate their in-vitro inhibitory effects against cellular proliferation in human cultured breast carcinoma cell lines. It has been found that the chalcone derivatives 13a-c and their cyclized thiopyrimidine analogues 14a, b appeared to be potent breast carcinoma growth inhibitors comparing to Doxorubicin.