New copper(II) complexes with isoconazole: Synthesis, structures and biological properties

Dulcevscaia, Galina; Kravtsov, V. C.; Macaev, F. Z.; Duca, G. G.; Stingachi, E. P.; Pogrebnoi, S. I.; Boldescu, V. V.; Clapco, S. F.; Tiurina, J. P.; Deseatnic-Ciloci, A. A.; Lipkowski, J.; Liu, S. X.; Decurtins, Silvio; Baca, S. G. (2013). New copper(II) complexes with isoconazole: Synthesis, structures and biological properties. Polyhedron, 52, pp. 106-114. Elsevier 10.1016/j.poly.2012.10.040

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There is an increasing demand for novel metal-based complexes with biologically relevant molecules in technology and medicine. Three new Cu(II) coordination compounds with antifungal agent isoconazole (L), namely mononuclear complexes CuCl2(L)(2) (1), and Cu(O2CMe)(2)(L)(2)center dot 2H(2)O (2) and coordination polymer Cu(pht)(L)(2)(n) (3) (where H(2)pht - o-phthalic acid) were synthesized and characterized by IR spectroscopy, thermogravimetric analysis and X-ray crystallography. X-ray analysis showed that in all complexes, the isoconazole is coordinated to Cu(II) centres by a N atom of the imidazole fragment. In complex I, the square-planar environment of Cu(II) atoms is completed by two N atoms of isoconazole and two chloride ligands, whereas the Cu(II) atoms are coordinated by two N atoms from two isoconazole ligands and two O atoms from the different carboxylate residues: acetate in 2 and phthalate in 3. The formation of an infinite chain through the bridging phthalate ligand is observed in 3. The biosynthetic ability of micromycetes Aspergillus niger CNMN FD 10 in the presence of the prepared complexes 1-3 as well as the antifungal drug isoconazole were studied. Complexes 2 and 3 accelerate the biosynthesis of enzymes (beta-glucosidase, xylanase and endoglucanase) by this fungus. Moreover, a simplified and improved method for the preparation of isoconazole nitrate was developed.

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