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1.
Bioinorg Chem Appl ; : 32896, 2006.
Article in English | MEDLINE | ID: mdl-17497007

ABSTRACT

The newly synthesized ligand, dihydro OO'bis(salicylidene) 2,2' aminobenzothiazolyl borate (2), was derived from the reaction of Schiff base of 2-aminobenzothiazole and salicylaldehyde with KBH(4). Cu(II) (3) and Zn(II) (4) complexes of (2) were synthesized and further metallated with dimethyltindichloride to yield heterobimetallic complexes (5) and (6). All complexes have been thoroughly characterized by elemental analysis, and IR, NMR, EPR, and UV-Vis spectroscopy and conductance measurements. The spectroscopic data support square planar environment around the Cu(II) atom, while the Sn(IV) atom acquires pentacoordinate geometry. The interaction of complex (5) with guanine, adenine, and calf thymus DNA was studied by spectrophotometric, electrochemical, and kinetic methods. The absorption spectra of complex (5) exhibit a remarkable "hyperchromic effect" in the presence of guanine and calf thymus DNA. Indicative of strong binding of the complex to calf thymus DNA preferentially binds through N(7) position of guanine base, while the adenine shows binding to a lesser extent. The kinetic data were obtained from the rate constants, k(obs), values under pseudo-first-order conditions. Cyclic voltammetry was employed to study the interaction of complex (5) with guanine, adenine, and calf thymus DNA. The CV of complex (5) in the absence and in the presence of guanine and calf thymus DNA altered drastically, with a positive shift in formal peak potential E(pa) and E(pc) values and a significant increase in peak current. The positive shift in formal potentials with increase in peak current favours strong interaction of complex (5) with calf thymus DNA. The net shift in E(1/2) has been used to estimate the ratio of equilibrium constants for the binding of Cu(II) and Cu(I) complexes to calf thymus DNA.

2.
Eur J Med Chem ; 40(11): 1103-10, 2005 Nov.
Article in English | MEDLINE | ID: mdl-16006016

ABSTRACT

The ligand [C(16)H(10)O(2)N(4)S(2)] L has been synthesized by the condensation reaction of 2-mercaptobenzimidazole and diethyloxalate. The ligand L was allowed to react with bis(ethylenediamine)Cu(II)/Ni(II) complexes to yield [C(20)H(22)N(8)S(2)Cu]Cl(2)1 and [C(20)H(22)N(8)S(2)Ni]Cl(2)2 complexes. The Ni(II) complex was synthesized only to elucidate the structure of the complex. The complexes 1 and 2 were characterized by elemental analyses, IR, NMR, EPR, UV-vis spectroscopy and molar conductance measurements. Both the complexes are ionic in nature and possess square-planar geometry. The binding of the complex 1 to calf thymus DNA was investigated spectrophotometrically. The absorption spectra of complex 1 exhibits a slight red shift with "hyperchromic effect" in presence of CTDNA. Electrochemical analysis and viscosity measurements were also carried out to ascertain the mode of binding. The complex 1 in the absence and in presence of CT DNA in aqueous solution exhibits one quasi-reversible redox wave corresponding to Cu(II)/Cu(I) redox couple at a scan rate of 0.2 V s(-1). The shift in DeltaE(p), E(1/2) and I(pa)/I(pc) values ascertain the interaction of calf thymus DNA with copper(II) complex. There is decrease in viscosity of CTDNA which indicates that the complex 1 binds to CTDNA through a partial intercalative mode. The antibacterial and antifungal studies of the [C(7)H(6)N(2)S], [C(4)H(16)N(4)Cu]Cl(2,) [C(16)H(10)N(4)S(2)O(2)] and [C(20)H(22)N(8)S(2)Cu]Cl(2) were carried out against S. aureus, E. coli and A. niger. All the results reveal that the complex 1 is highly active against the bacterial strains and also inhibits fungal growth.


Subject(s)
Anti-Bacterial Agents/chemistry , Antifungal Agents/chemistry , Benzimidazoles/chemical synthesis , Copper/chemistry , DNA/drug effects , Organometallic Compounds/chemical synthesis , Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Benzimidazoles/chemistry , Copper/pharmacology , DNA/metabolism , Electrochemistry , Electron Spin Resonance Spectroscopy , Kinetics , Ligands , Magnetic Resonance Spectroscopy , Molecular Structure , Organometallic Compounds/chemistry , Spectrophotometry, Infrared , Viscosity
3.
Bioinorg Chem Appl ; : 225-35, 2004.
Article in English | MEDLINE | ID: mdl-18365078

ABSTRACT

A new oxamide ligand 2,2'-(oxalydimino)bis(diacetic acid)[C(10)H(11)O(10)N(2)],[L] has been synthesized by the condensation reaction of Iminodiacetic acid and Diethyloxalate. This ligand [L] was further allowed to interact with triethylene-tetraamine metal complexes [C(16)H(26)N(6)O(8)M]Cl(2) (where M=Co(11), Ni(11) and Cu(11)) to yield the new N4 macrocyclic complexes 3, 3', 6, 6' tetraazadodeca 1-1' diimino N N tetraacetic acid M) chloride ([C(16)H(26)N(6)O(8)Co]Cl(2), [C(16)H(26)N(6)O(8)Ni]Cl(2) and [C(16)H(26)N(6)O(8)Cu]Cl(2)). These complexes were characterized by elemental analyses, i.r., n.m.r., e.p.r, and u.v.-vis spectroscopy. All the complexes show square planar geometry and are ionic in nature. The kinetic studies of the Cu(lI) complex were ascertained spectrophotometrically by observing the absorbance changes in presence of protein Human Serum Albumin (HSA) in phosphate buffer at different pH's at 30(0)C. The absorbance changes were monitored at 278 nm (lambda(max) of HSA) with respect to time and pseudo-first-order rate constants, kobs, were obtained from the slope of the straight line using the least squares regression method. The electrochemical behaviour of the Cu(ll) complex was monitored by cyclic voltammetry in a phosphate buffer. The E(p) values-0.730 and-0.560 V respectively, were obtained at the scan rate of 0.1 Vs(-1). The interaction of the Cu(II) complex with the HSA was studied at the same scan rate, which reveals weak binding as the E(0) values do not shift considerably. The cyclic voltammogram of the Cu(II) complex bound to HSA was recorded at different pH's also (6.5 to 7.4). The pH-rate profile data reveals that the reactions are pH dependent.

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