Spectroscopic studies, DFT calculations, and cytotoxic activity of novel silver(I) complexes of hydroxy ortho-substituted-nitro-2H-chromen-2-one ligands and a phenanthroline adduct

Mujahid, Mohammad; Kia, Agnieszka Foltyn-Arfa; Duff, B.G.; Egan, Denise A.; Devereux, Michael; McClean, Siobhán; Walsh, Maureen; Trendafilova, Natasha; Georgieva, Ivelina; Creaven, Bernadette S.

doi:10.1016/j.jinorgbio.2015.10.007

Cited by 21 publications

(28 citation statements)

References 57 publications

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“…DFT/B3LYP/LANL2DZ (for the metal ion) has been proved to give satisfactory predictive analysis of the coordination polyhedron and geometry parameters of the metal complexes . The fully optimized geometries of complexes (1) – (3) and the symbols and labels of atoms are shown in Figure and Figure S4‐S6.…”

Section: Resultssupporting

confidence: 91%

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Arbănași

Badea

Olar

et al. 2018

Applied Organom Chemis

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We report the synthesis and characterization of three new complexes of the natural flavonoid 5-hydroxyflavone (primuletin) and Al (III), Ga (III), In (III), respectively. The physico-chemical properties and structural features of these three novel compounds have been investigated by elemental and thermogravimetric analysis, molar conductance and several spectroscopic techniques, including FT-IR, UV-Vis and mass spectra. Based on the experimental data, the general chemical formula of the complexes iswhere M is the cation and n = 2 for Al (III), n = 0 for Ga (III), n = 1, for In (III); each one of the three 5-hydoxyflavone molecules acts as a monoanionic bidentate chelate ligand in the complexes. DFT calculations further sustain the proposed structures of the complexes. Cytotoxicity was studied using MTS assay on cervical, breast, colon and ovary adenocarcinoma cell lines.The central metal ions exert cytotoxic effects in a disparate manner: Al (III) enhances, while Ga (III) and In (III) decrease the cytotoxicity of the ligand.As a means to investigate the mechanism underlying the cytotoxic effects of the complexes, interactions with calf thymus DNA, human serum albumin and transferrin were also carried out.This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

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Section: Resultssupporting

confidence: 91%

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Arbănași

Badea

Olar

et al. 2018

Applied Organom Chemis

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“…As can be seen from Table 9 the cytotoxicities of the complexes were similar to that of silver nitrate (and indeed comparable to that of the control mitoxantrone) but the most soluble complex again did not show any significantly different activity in comparison to the other complexes. However the complexes isolated did have significant cytotoxicity as we have recently identified two series of related complexes, one series based on hydroxynitro-coumarin complexes of silver(I) [76] and another series based on silver(I) dicarboxylates [37], both of which had shown cytotoxicity but whose mechanism of action seemed to be related to their ability to act as antioxidants, and we were interested to see if that was the case here.…”

Section: Determination Of Cytotoxicitymentioning

confidence: 94%

“…The improved solubility of complex 33, relative to the other silver(I) complexes, did not result in any increased activity against microbial cells. A number of previous studies on related complexes had shown that silver(I) complexes of coumarins were active against immortalised cell lines [76] and it was thought that the increased solubility of compound 33 may give rise to an increase in cytotoxicity against mammalian-derived cells. Thus that series of derivatives were screened for their cytotoxicity against two cell lines, HepG2 cell line, which is a liver-derived cell line, and A498, which is a renal cell line.…”

Section: Determination Of Cytotoxicitymentioning

confidence: 99%

“…Related silver(I) complexes which have shown good antimicrobial activity and cytotoxicity and which did not show DNA intercalation or nuclease activity did show potential to reduce oxidative stress in the yeast S. cerevisiae or in cell free models [37,76]. The SOD mimetic ability of complex 31 was tested for its ability to inhibit the reduction of NBT to blue formazan by the scavenging of the superoxide radicals, which were generated by xanthine oxidase during the conversion of xanthine to urate.…”

Section: Sod Mimetic Activitymentioning

confidence: 99%

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Novel silver(I) complexes of coumarin oxyacetate ligands and their phenanthroline adducts: Biological activity, structural and spectroscopic characterisation

Mujahid¹,

Trendafilova

Arfa-Kia³

et al. 2016

Journal of Inorganic Biochemistry

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Novel silver(I) complexes of coumarin oxyacetate ligands and their phenanthroline adducts have been prepared and characterised by microanalytical data and spectroscopic techniques (IR, H,C NMR, UV-Vis). The crystal structure of one Ag(I) complex was determined by X-ray diffraction analysis. The experimental spectroscopic data have been interpreted on the basis of molecular structure modeling and subsequent spectra simulation with density functional theory method. The binding modes of the coumarins and phenanthroline ligands (monodentate, bidentate, bridging) to Ag(I) have been theoretically modelled and discussed as to the most probable ligand binding in the series of complexes studied. The antimicrobial and antifungal activities have been determined and the complexes were found to have mostly moderate antibacterial activity but some of the phenanthroline adducts were found to have antifungal activity against the clinically important fungus C. albicans, comparable to that of the commercial agents, Amphotericin B and Ketoconazole. Preliminary investigations into the possible mechanism of action of the silver complexes indicated that they did not interact with DNA via nuclease activity or intercalation but the ability to act as a superoxide dismutase mimetic may be related to their antimicrobial activity.

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“…These compounds were more cytotoxic than the clinically used chemotherapeutic mitoxantrone, taken as the reference. They also had little interaction with DNA and no nuclease activity, but demonstrated excellent superoxide dismutase activity, indicating that their mechanism of action is probably rather different from the majority of other metal-based therapeutics [100].…”

Section: Ag(i) Complexes With a Variety Of Pharmaceutical Agentsmentioning

confidence: 98%

Silver coordination compounds: A new horizon in medicine

Medici

Peana

Crisponi

et al. 2016

Coordination Chemistry Reviews

251

157

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Spectroscopic studies, DFT calculations, and cytotoxic activity of novel silver(I) complexes of hydroxy ortho-substituted-nitro-2H-chromen-2-one ligands and a phenanthroline adduct

Cited by 21 publications

References 57 publications

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Novel silver(I) complexes of coumarin oxyacetate ligands and their phenanthroline adducts: Biological activity, structural and spectroscopic characterisation

Silver coordination compounds: A new horizon in medicine

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