Diorganotin(IV) derivatives of arylhydroxamic acids: synthesis, properties and antitumor activity |
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Authors: | Qingshan Li,M. Fá tima C. Guedes da Silva,Zhao Jinghua |
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Affiliation: | a Complexo I, Instituto Superior Técnico, Avenida Rovisco Pais, 1049-001 Lisbon, Portugal b School of Pharmaceutical Science, Shanxi Medical University, Taiyuan 030001, PR China c Universidade Lusófona de Humanidades e Tecnologias, Campo Grande 376, 1749-024 Lisbon, Portugal |
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Abstract: | Series of diorganotin(IV) complexes of 4-X-benzohydroxamic acid [X = NH2 (HL1), NO2 (HL2) or F (HL3)] formulated as [R2SnL2] and [R2Sn(L)]2O (R = Me, Et, nBu or Ph) have been prepared and characterized by FT-IR, 1H, 13C and 119Sn NMR spectroscopies, elemental analyses, FAB+-MS and melting point determination. They are stable in air, soluble in alcohols and in hydroalcoholic solution and, in some cases, in water. Their in vitro antitumor activity against a series of human tumor cell lines was tested and, in a few of them, is identical to, or even higher than, that of cisplatin. For the mononuclear dialkyltin compounds, the activity generally increases with the length of the carbon chain of the alkyl ligand, being higher for the complexes with benzohydroxamato ligands bearing an electron-acceptor substituent (X = NO2 or F). No structure-activity relationship based on the Hammett’s σp constant, or related ones, has been recognized. |
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Keywords: | Diorganotin Hydroxamate ligands Antitumor activity |
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