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.
Silver(I) complexes of coumarin-based ligands and one of their phenanthroline (phen) adducts have been prepared and characterized using microanalytical data, molar conductivity, IR, (1)H and (13)C NMR, UV-Vis, and atomic absorption (AAS) spectroscopies. The binding modes of the coumarin-based ligands and the most probable structure of their Ag(I) complexes were predicted by means of molecular modeling and calculations of their IR, NMR, and absorption spectra using density functional theory (DFT). The cytotoxicity of the compounds studied against human-derived hepatic carcinoma cells (Hep-G2) and a renal cancer cell line (A498) showed that the complexes were more cytotoxic than the clinically used chemotherapeutic, mitoxantrone. The compounds showed little interaction with DNA and also did not show nuclease activity but manifested excellent superoxide dismutase activity which may indicate that their mechanism of action is quite different to many metal-based therapeutics.
Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin 24, Ireland.
Muhammad
M
Mujahid
Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin 24, Ireland.
Agnieszka Foltyn-Arfa
AF
Kia
Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin 24, Ireland.
Brian
B
Duff
Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin 24, Ireland.
Denise A
DA
Egan
The Inorganic Pharmaceutical and Biomimetic Research Centre, Focas Institute, Dublin 2, Ireland.
Michael
M
Devereux
Centre for Microbial Host Interactions, Institute of Technology Tallaght, Dublin 24, Ireland.
Siobhán
S
McClean
Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin 24, Ireland.
Maureen
M
Walsh
Institute of General and Inorganic Chemistry, Bulgarian Academy of Sciences, 11 Acad. G. Bonchev Str., 1113 Sofia, Bulgaria.
Natasha
N
Trendafilova
Institute of General and Inorganic Chemistry, Bulgarian Academy of Sciences, 11 Acad. G. Bonchev Str., 1113 Sofia, Bulgaria. Electronic address: ivelina@svr.igic.bas.bg.
Ivelina
I
Georgieva
Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin 24, Ireland. Electronic address: bernie.creaven@ittdublin.ie.
Bernadette S
BS
Creaven
D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology; D056831:Coordination Complexes / Q000737:chemistry / Q000494:pharmacology*; D003374:Coumarins / Q000737:chemistry / Q000494:pharmacology*; D004247:DNA / Q000737:chemistry; D056945:Hep G2 Cells; D006801:Humans; D008024:Ligands; D008942:Mitoxantrone / Q000494:pharmacology; D008958:Models, Molecular; D010618:Phenanthrolines / Q000737:chemistry / Q000494:pharmacology*; D012834:Silver / Q000737:chemistry*; D012995:Solubility
D000970:Antineoplastic Agents; D000975:Antioxidants; D056831:Coordination Complexes; D003374:Coumarins; D008024:Ligands; D010618:Phenanthrolines; D012834:Silver; D004247:DNA; C427203:calf thymus DNA; D008942:Mitoxantrone
Ag(I) complexes; Coumarin derivatives; Cytotoxic activity; DFT modeling; SOD activity