Design, structural characterization and cytotoxic properties of copper(I) and copper(II) complexes formed by vitamin B-3 type

abstract

Four new examples of copper complexes [Cu(L1)(2)(H2O)(4)] (1), [Cu(HL1)(2)(H2O)(2)](NO3)(2) (2), [Cu(HL1)CI](infinity) (3), [Cu(HL2)(phen)(H2O)](NO3)center dot 3(H2O) (4) with HL1 = vitamin B-3, H(2)L2 = 2-hydroxy-vitamin B-3, phen = 1,10-phenanthroline, were synthesized and their structures solved by single crystal X-ray diffraction. For all complexes, vitamin B-3 acts as monodentate ligand through the N atom from pyridyl group or the oxygen atom from the carboxylate group. The copper centers exhibit different geometries, namely octahedral (1), square planar (2), tetrahedral (3) and square pyramidal (4). Intermolecular pi center dot center dot center dot pi interactions as well as an H-bonding network were observed for all complexes. The antitumor capacity of the complexes was tested in vitro against a human cancer cell line, the colorectal adenocarcinoma (Caco-2) cell line, by determining their effect on cell viability, using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide as reagent. Noteworthy, complex of copper(II) with hydroxyl-vitamin B3 and phenanthroline (4) showed a considerable lower IC50 value (30 (24-38) mu M), when compared with vitamin B-3, phenanthroline and cisplatin against the same cell line. Crown Copyright (C) 2017 Published by Elsevier Ltd. All rights reserved.

keywords

DINUCLEAR METAL-COMPLEXES; CRYSTAL-STRUCTURE; DNA-BINDING; COORDINATION POLYMER; HYDROTHERMAL SYNTHESIS; ANTITUMOR-ACTIVITY; ANTICANCER DRUGS; CU(II) COMPLEXES; LIGAND; CLEAVAGE

subject category

Chemistry; Crystallography

authors

Anacleto, B; Gomes, P; Correia-Branco, A; Silva, C; Martel, F; Brandao, P

our authors

acknowledgements

The authors want to thank University of Aveiro, Institute of materials (CICECO) and the Department of Chemistry for supporting this work.

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