학술논문

Synthesis, characterization, and cytotoxic activity of tricyclohexyltin(IV) carboxylates derived from cyclic dicarboxylic anhydrides.
Document Type
Article
Source
Journal of Coordination Chemistry. Feb2013, Vol. 66 Issue 4, p624-637. 14p. 9 Diagrams, 4 Charts.
Subject
*COMPLEX compounds synthesis
*ORGANOTIN compounds
*DICARBOXYLIC acids
*CARBOXYLATE derivatives
*ANHYDRIDES
*CRYSTAL structure
*HYDROXIDES
*CELL-mediated cytotoxicity
Language
ISSN
0095-8972
Abstract
Some tricyclohexyltin(IV) carboxylates, HOOC–R–COOSn(c-C6H11)3(1) and (c-C6H11)3SnOOC–R–COOSn(c-C6H11)3(2) [R = 1,2-C6H4(a), 1,2-C6F4(b), (Z)-CH=CH (c), CH2CH2(d)], have been synthesized from reaction of tricyclohexyltin hydroxide with cyclic dicarboxylic anhydrides under microwave irradiation in 1 : 1 and 2 : 1 M ratio, respectively, and characterized by elemental analysis, IR and NMR (1H,13C, and119Sn) spectra. Crystal structures of1a–1cand2dare determined by X-ray single crystal diffraction. The carboxylate in each compound is monodentate to tin. Compounds1aand1cpossess atrans-C3SnO2trigonal bipyramidal geometry with axial positions occupied by carboxylate and carbonyl oxygen of carboxylate of an adjacent molecule forming a one-dimensional chain. Compound1bis tetrahedral and formsR22(8) hydrogen-bonded dimers by pairs of intermolecular O–HO hydrogen bonds between two carboxylic acid groups. Compound2dis dinuclear with tin possessing distorted tetrahedral geometry; a trimer supramolecular structure is formed by weak intermolecular SnO interactions. The compounds have potentin vitrocytotoxic activity against two human tumor cell lines, A549 and HeLa. [ABSTRACT FROM AUTHOR]