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Issue 5, 2016
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DNA and BSA binding, anticancer and antimicrobial properties of Co(II), Co(II/III), Cu(II) and Ag(I) complexes of arylhydrazones of barbituric acid

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Abstract

Two new cocrystalline compounds, (Hen)(H2L2)·2/3H2O (2) and (Him)(H3L3)·2H2O (8), were prepared by the reaction of 5-(2-(4-chlorophenyl)hydrazono)pyrimidine-2,4,6(1H,3H,5H)-trione (H3L2) and the sodium salt of 2-(2-(2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene)hydrazinyl)benzenesulfonic acid (H4L3), [Na(H3L3)(μ-H2O)(H2O)2]2 (1) with protonated ethylenediamine (Hen) and imidazole (Him), respectively. By using 5-(2-(2-hydroxyphenyl)hydrazono)pyrimidine-2,4,6(1H,3H,5H)-trione (H4L1) and 1, several known CuII, CoII, CoII/III and new AgI complexes, [Cu(H2L1)(H2O)(im)]·3H2O (3), [Co(H2O)6][Co(H2L1)2]2·8H2O (4), [Co(H2L3)(im)3] (5), [Cu(H2L3)(im)2]·H2O (6), [Ag(H2O)(μ-H3L3)]n (7) and [Co(H2O)6][H3L3]2·8H2O (9), were also prepared in order to study their DNA and BSA binding, anticancer and antimicrobial properties. The complexes are able to interact with DNA and BSA with high binding constant values. In particular, complex 4 strongly intercalates DNA and binds BSA. The antimicrobial activity of all compounds, determined against a panel of reference bacterial and fungal strains, indicates that only 2 and 7 possess antimicrobial activity. The same compounds 2 and 7 show a pronounced antiproliferative activity against the human tumor cell lines A375, MDA-MB 231 and HCT116.

Graphical abstract: DNA and BSA binding, anticancer and antimicrobial properties of Co(ii), Co(ii/iii), Cu(ii) and Ag(i) complexes of arylhydrazones of barbituric acid

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Publication details

The article was received on 29 Sep 2015, accepted on 15 Dec 2015 and first published on 18 Dec 2015


Article type: Paper
DOI: 10.1039/C5RA20157H
Citation: RSC Adv., 2016,6, 4237-4249
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    DNA and BSA binding, anticancer and antimicrobial properties of Co(II), Co(II/III), Cu(II) and Ag(I) complexes of arylhydrazones of barbituric acid

    J. Palmucci, K. T. Mahmudov, M. F. C. Guedes da Silva, F. Marchetti, C. Pettinari, D. Petrelli, L. A. Vitali, L. Quassinti, M. Bramucci, G. Lupidi and A. J. L. Pombeiro, RSC Adv., 2016, 6, 4237
    DOI: 10.1039/C5RA20157H

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