Antibacterial and antifungal activity of metal(II) complexes of acylhydrazones of 3-isatin and 3-(N-methyl)isatin |
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Authors: | Marí a C. Rodrí guez-Argü elles,Roberto Cao,Ana M. Garcí a-Deibe,Corrado Pelizzi,Jesú s Sanmartí n-Matalobos,Franca Zani |
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Affiliation: | 1. Departamento de Química Inorgánica, Universidade de Vigo, 36310 Vigo, Spain;2. Laboratorio de Bioinorgánica, Facultad de Química, Universidad de La Habana, La Habana, 10400 Cuba, Cuba;3. Departamento de Química Inorgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain;4. Dipartimento di Chimica Generale ed Inorganica, Chimica Analitica, Chimica Fisica, Università di Parma, 43100 Parma, Italy;5. Dipartimento Farmaceutico, Università di Parma, 43100 Parma, Italy |
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Abstract: | Cobalt(II), nickel(II), copper(II) and zinc(II) complexes of 2-thiophenecarbonyl hydrazone of 3-isatin (H2L1) and 2-furoic hydrazones of 3-isatin (H2L2) and 3-(N-methyl)isatin (HL3), with general composition [M(L)2] · nX, where X is ethanol or/and water, were synthesised and characterised. The molecular structure of HL3 showed that it crystallised in the keto form, which is also the more abundant tautomer for the three hydrazone ligands in solution. The three ligands behave as κ2-O,N donors in the cobalt(II) and zinc(II) complexes. The X-ray crystal structure of pseudotetrahedral [Zn(HL1)2] · 1.75MeOH confirmed the O,N coordination mode of the two monodeprotonated ligands in their keto forms. Secondary interactions of zinc ions with the O atoms of each isatin keto residue provoke a substantial distortion towards a square pyramidal form. The interaction of the isatin keto residues is stronger in the three nickel(II) complexes where the three acylhydrazones can be considered as κ3-O,N,O donors. |
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Keywords: | Isatin Acylhydrazones Metal complexes Antibacterial activity Antifungal activity |
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