Synthesis and Cytotoxicity of Some New Substituted Hydronaphthalene Derivatives
Mogedda E Haiba
Department of Therapeutic Chemistry, Pharmaceutical and Drug Industries Division, National Research Center, Dokki, Cairo 12622, Egypt and Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
Ebtehal S Al-Abdullah *
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
Noha Mohamed Hilmy
Women students-Medical studies and Sciences Sections, Chemistry Department, College of Science, King Saud University, Riyadh, KSA, P. O., Saudi Arabia
*Author to whom correspondence should be addressed.
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.
Keywords: Tetra and di-hydronaphthalene derivatives, imidazole, hydrazide, thiosemicarbazide, quinazoline-thiones, thiazolidinone, glycosides, cytotoxic, x- ray