Four triarylantimony(V) carboxylates: syntheses, structural characterization and <i>in vitro</i> cytotoxicities
作者:Honglin Geng、Min Hong、Yuanguang Yang、Dacheng Li、Xuetong Li、Fulin Liu、Meiju Niu
DOI:10.1080/00958972.2015.1060322
日期:2015.8.18
Four new organoantimony carboxylates, (R-COO)(2)SbR3 [R-COOH=(+/-)-2-phenoxypropionic acid and R=phenyl (1), 4-fluorophenyl (2), 3-fluorophenyl (3), 3,4,5-trifluorophenyl (4)], were synthesized and structurally characterized by elemental analysis, H-1, C-13 NMR, IR and X-ray single crystal diffraction. Structural analyses reveal that 1-3 show similar five-coordinate trigonal bipyramidal geometries, binding with three aryl groups and two deprotonated unidentate ligands. Unexpectedly, 4 exhibits pentagonal bipyramidal arrangement accompanied by two Sb-O (carbonyl) coordination bonds. In vitro cytotoxic activities of 1-4 have been determined by the MTT method against four cancer cell lines. Studies reveal that 1-4 have an activity similar to cisplatin on lung cancer cell line A549 and but also exhibit excellent cytotoxicity against cisplatin-insensitive colon cancer cell lines HCT-116, Caco-2 and human promyelocytic leukemia cell line HL-60. Additionally, the results showed that most of these triarylantimony(V) complexes exhibited enhanced cytotoxicity compared with the ligand and four triarylantimony dichloride precursors, which clearly implied a positive synergistic effect. Also interestingly, it was found that 3- or 4- mono-fluoro-substituted triphenylantimony, compounds 2 and 3, exhibit higher in vitro cytotoxicities toward the four cancer cell lines than the tri-3,4,5-trifluoro-substituted and without-fluoro-substituted triphenylantimony complexes. The structure-activity relationship of the cytotoxicity of 1-4 is discussed.