12 research outputs found

    Cadmium(II) complexes of 5-bromo-salicylaldehyde and alpha-diimines: Synthesis, structure and interaction with calf-thymus DNA and albumins

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    Five Cd(II) complexes, four dinuclear (1-4) and a mononuclear one (5), with the anion of 5-Br-salicylaldehyde (5-Br-salo(-)), were synthesized and characterized as [Cd(5-Br-salo)(2)(CH3OH)](2) (1), [Cd(5-Br-salo)(2) (bipy)](2) (2), [Cd(5-Br-salo)(2)(phen)](2) (3), [Cd(5-Br-salo)(neoc)(NO3)](2) (4) and [Cd(5-Br-salo)(2)(dpamH)] (5). The complexes were characterized by spectroscopy (IR, UV-vis, H-1 NMR), elemental analysis and molar conductivity measurements. The structures for three complexes (2, 3 and 5) were determined by X-ray crystallography providing different coordination modes of the 5-Br-salicylaldehydo ligand. The complexes bind to DNA mainly by intercalation, as concluded by the viscosity measurements and the EB-displacement studies from the EB-DNA complex and present high DNA-binding constants (K-b), as calculated by the Wolfe-Shimer equation and plots. The interaction of the complexes with serum albumins was studied by fluorescence emission spectroscopy and the determined binding constants exhibit relative high values. (C) 2016 Elsevier Ltd. All rights reserved.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3394

    Cadmium(II) complexes of 5-nitro-salicylaldehyde and -diimines: synthesis, structure and interaction with calf-thymus DNA

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    Five Cd( II) complexes with the anion of 5- NO2- salicylaldehydeH ( 5- NO2- saloH) in the absence or presence of the alpha-diimine 1,10- phenanthroline ( phen), 2,2'- dipyridylamine ( dpamH), 2,2'- dipyridine ( bipy), or 2,9- dimethyl- 1,10- phenanthroline ( neoc) were synthesized and characterized as [Cd(5- NO2- salo)(2)(CH3OH)(2)] (1), [Cd(5-NO2- salo)(2)( phen)] center dot 2CH3OH center dot H2O (2), [Cd(5- NO2- salo) 2( dpam.)] (3), [Cd-3(5-NO2- salo)(6)(bipy)(2)] (4), and [ Cd(5-NO2-salo)(neoc)(NO3)](2) (5). Based on spectroscopic results ( IR, UV, NMR), elemental analysis and conductivity measurements an octahedral geometry around cadmium metal ion is suggested, with the 5- NO2- salicylaldehyde ligand having different coordination modes. The structures determined by X-ray crystallography verified neutral mononuclear 1-3 and trinuclear 4. Simultaneous TG/DTG-DTA technique was used to analyze the thermal behavior of 1, 2, and 3. The complexes bind tightly to calf-thymus DNA mainly by intercalation, as concluded by DNA viscosity measurements and exhibit significant displacement of EB from the EB- DNA complex.Peer-reviewed manuscript: [http://cherry.chem.bg.ac.rs/handle/123456789/3350]Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3351

    Interaction of dinuclear cadmium(II) 5-Cl-salicylaldehyde complexes with calf-thymus DNA

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    Five dinuclear Cd(II) complexes with the anion of 5-Cl-salicylaldehyde (5-Cl-saloH) were synthesized in the absence or presence of the alpha-diimines: 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen), 2,9-dimethyl-1,10-henanthroline (neoc) or 2,2'-dipyridylamine (dpamH) and characterized as [Cd(5-Cl-salo)(2)(CH3OH)](2) (1), [Cd(5-Cl-salo)(2)(bipy)](2) (2), [Cd(5-Cl-salo)(2)(phen)](2) (3), [Cd(5-Cl-salo)(neoc)(ONO2)](2) (4) and [Cd(5-Cl-salo)(dpamH)(ONO2)](2) (5). The complexes were characterized by spectroscopic techniques (IR, UV-vis, H-1-NMR and C-13-NMR), elemental analysis and molar conductivity measurements. The structures of four complexes (1-3 and 5) were determined by X-ray crystallography, providing all three possible coordination modes of the ligand 5-Cl-salicylaldehyde, i.e. bidentate or tridentate chelating and/or bridging mode. The complexes bind to calf-thymus (Cr) DNA mainly by intercalation, as concluded by the viscosity measurements and present relatively high DNA-binding constants. The complexes exhibit significant ability to displace ethidium bromide (EB) from the EB-DNA complex, thus indirectly proving the intercalation as the most possible binding mode to Cr DNA. (C) 2016 Elsevier B.V. All rights reserved.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3544

    Synthesis of Novel Thiopurine Pyranonucleosides: Evaluation of Their Bioactivity

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    We report the synthesis of novel thiopurine pyranonucleosides. Direct coupling of silylated 6-mercaptopurine and 6-thioguanine with the appropriate pyranoses 1a-e via Vorbruggen nucleosidation, gave the N-9 linked mercaptopurine 2a-e and thioguanine 4a-e nucleosides, while their N-7 substituted congeners 10a-e and 7a-e, were obtained through condensation of the same acetates with 6-chloro and 2-amino-6-chloropurines, followed by subsequent thionation. Nucleosides 3a-e, 5a-e, 8a-e, and 11a-e were evaluated for their cytostatic activity in three different tumor cell proliferative assays
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