Synthesis and Characterization of 8-hydroxyquinoline Complexes of Tin(IV) and Their Application in Organic Light Emitting Diode
作者:Yousef Fazaeli、Mostafa M. Amini、Ezzatollah Najafi、Ezeddin Mohajerani、Mohammad Janghouri、Amirreza Jalilian、Seik Weng Ng
DOI:10.1007/s10895-012-1068-7
日期:2012.9
complexes of tin, Q2SnCl2 (Q = 2-methyl-8-hydroxyquinoline, 8-hydroxyquinoline, 5,7-dibromo-8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5,7-dichloro-8-hydroxyquinoline and 5-nitro-8-hydroxyquinoline) were prepared by reacting stannous dichloride with 8-hydroxyquinoline and its derivatives. All complexes were characterized by elemental analysis, mass spectrometry and infrared, UV–vis and 1H NMR spectroscopes
Three tin(IV) complexes [Sn(ClQ)(2)Cl-2] (1), [Sn(BrQ)(2)Cl-2] (2) and [Sn(ClIQ)(2)Cl-2] (3) were prepared (HClQ = 5,7-dichloro-8-hydroxylquinoline, H-BrQ = 5,7-dibromo-8-hydroxylquinoline, H-ClIQ = 5-chloro-7-iodo-8-hydroxylquinoline) and their in vitro cytotoxicities against BEL7404, SKOV-3, NCI-H460, HL-7702 cell lines were evaluated. The complexes showed high anti-proliferative activity toward the tested cell lines with IC50 values ranging from 20 nM to 5.11 mu M. Compared with 5,7-dihalo-8-quinolinol, most complexes exhibited significantly enhanced cytotoxicity (except 2 against SKOV-3 and NCI-H460). They also displayed some selective cytotoxicity favoring the tested tumor cells over the normal human liver HL-7702 cells. Compared with their quinolinol ligands, complexes 1-3 bind more strongly with DNA. Intercalation is the most probable binding mode for both the complexes and their quinolinol ligands. (C) 2012 Elsevier Masson SAS. All rights reserved.