Vanadium complexes with thiosemicarbazones: Synthesis, characterization, crystal structures and anti-Mycobacterium tuberculosis activity

Autor(es):Mostrar menos -

Maia, Pedro I. da S. ^[1] ; Pavan, Fernando R. ^[2] ; Leite, Clarice Q. F. ^[2] ; Lemos, Sebastiao S. ^[3] ; de Sousa, Gerimario F. ^[3] ; Batista, Alzir A. ^[4] ; Nascimento, Otaciro R. ^[5] ; Ellena, Javier ^[5] ; Castellano, Eduardo E. ^[5] ; Niquet, Elke ^[6] ; Deflon, Victor M. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[2] Univ Estadual Paulista, Fac Ciencias Farmaceut, BR-14801902 Araraquara, SP - Brazil

^[3] Univ Brasilia, Inst Quim, BR-70919970 Brasilia, DF - Brazil

^[4] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil

^[5] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[6] Univ Tubingen, Inst Anorgan Chem, D-72076 Tubingen - Germany

• Tipo de documento: Artigo Científico
• Fonte: Polyhedron; v. 28, n. 2, p. 398-406, FEB 3 2009.
• Citações Web of Science: 65

Resumo

The development of more efficient anti-tuberculosis drugs is of interest. Three oxovanadium(IV) and three cis-dioxovanadium(V) complexes with thiosemicarbazone derivatives bearing moieties with different lipophilicity have been prepared and had their inhibitory activity against Mycobacterium tuberculosis H(37)Rv ATCC 27294 evaluated. The analytical methods used by the complexes' characterization included IR, EPR, (1)H, (13)C and (51)V NMR spectroscopies, elemental analysis, cyclic voltammetry, magnetic susceptibility measurement and single crystal X-ray diffractometry. {[}VO(acac)(aptsc)], {[}VO(acac)(apmtsc)] and {[}VO(acac)(apptsc)] (acac = acetylacetonate; Haptsc = 2-acetylpyridinethiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone) are paramagnetic and their EPR spectra are consistent with the monoanionic N,N,S-tridentate coordination of the thiosemicarbazone ligands, resulting in octahedral structures of rhombic symmetry and with the oxidation state +IV for the vanadium atom. As result of oxidation of the vanadium(IV) complexes above, the diamagnetic cis-dioxovanadium(V) complexes {[}VO(2)(aptsc){[}, {[}VO(2)(apmtsc){[} and {[}VO(2)(apptsc)] are formed. Their (1)H, (13)C and (51)V NMR spectra were acquired and support a distorted square pyramidal geometry for them, in accord with the solid state X-ray structures determined for {[}VO(2)(aptsc)] and {[}VO(2)(apmtsc)]. In general, the vanadium compounds show comparable or larger anti-M. tuberculosis activities than the free thiosemicarbazone ligands, with MIC values within 62.5-1.56 (mu g/mL). (C) 2008 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 03/09859-2 - Ressonância paramagnética eletrônica em estudos estruturais de proteínas, peptídeos, biomembranas, polímeros, moléculas modelo e seus complexos com metais de transição
• Beneficiário: Otaciro Rangel Nascimento
• Modalidade de apoio: Auxílio à Pesquisa - Programa PRONEX - Temático