期刊
POLYHEDRON
卷 38, 期 1, 页码 275-284出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.poly.2012.03.014
关键词
Cytotoxicity; Schiff base; Topoisomerase I; Prostate cancer; Zinc; Thiosemicarbazone
资金
- UM [UMRG(RG148-11AFR)]
- MOSTI [FRGS(FPO44-2010B)]
Four thiosemicarbazones ligands, H3T(1), H3M(2), H3E(3) and H3P(4) have been prepared with good yield by refluxing 2,4-dihydroxybenzaldehyde with N(4)-substituted thiosemicarbazide in ethanol (H3T(1) = 2,4-dihydroxybenzaldehyde thiosemicarbazone: H3M(2) = 2,4-dihydroxybenzaldehyde 4-methylthiosemicarbazone; H3E(3) = 2,4-dihydroxybenzaldehyde 4-ethylthiosemicarbazone and H3P(4) = 2,4-dihydroxybenzaldehyde 4-phenylthiosemicarbazone). Reactions of these ligands with zinc acetates in the presence of 2,2'-bipyridine lead to the formation of zinc(II) complexes of formulation [Zn(bpy)L](5-8) (bpy = 2,2'-bipyridine; L = doubly deprotonated thiosemicarbazones = HT(5); HM(6); HE(7) and HP(8)). These compounds were characterized and their cytotoxicity and topoisomerase I inhibition activities studied. X-ray diffraction study indicates that complex 8 is five coordinated and the coordination geometry around zinc(II) is trigonal bipyramidal distorted square based pyramid (TBDSBP). The doubly deprotonated thiosemicarbazone acts as a tridentate ONS-donor ligand while 2,2-bipyridne as the NN-donor ligand. Complexes 6,7 and 8 are more cytotoxic towards PC3 (prostate cancer cell line) than RWPE-1 (prostate normal cell line). The cytotoxicity and topoisomerase I inhibition activities seem to be dependent on the N(4) substituent of the thiosemicarbazone moiety. (C) 2012 Elsevier Ltd. All rights reserved.
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