Structural basis and effect of copper(II) complexes with 4-oxo-thiazolidine ligands on DNA binding and nuclease activity

Alzuet, Gloria; Castiñeiras, Alfonso; Cores, Iago; García‐Santos, Isabel; González‐Álvarez, Marta; Saa, Manuel

doi:10.1016/j.jinorgbio.2019.110902

Cited by 10 publications

(4 citation statements)

References 41 publications

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“…Moreover, in the ligands that also coordinate to silver(I) through the sulfur atom, the Ag–N py bond is longer than the Ag–N az bond, while in those without such coordination, the reverse is true. This observation, consistent with behavior in complexes of AmDHotaz and related Fe(III), Pd(II), Pt(II), Cu(II), and Zn(II) ligands, ,− where it acts as either a flat tridentate ligand through N py , N az , and N taz , or as a bidentate ligand through N py and N az , indicates a strengthening of the Ag–N az bond, most likely due to the chelate effect of two fused rings.…”

Section: Resultssupporting

confidence: 74%

Silver(I) Octanuclear Complexes Containing N′-(4-Oxotiazolidin-2-Iliden)picolinohydrazonamide and Nitrate as Bridge Ligands. An Example of Solvatomorphism?

García-Santos,

Krümpelmann,

Saa

et al. 2024

Inorg. Chem.

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The versatile coordination chemistry of (2Z,N'E)-N′-(4-oxothiazolidin-2-ylidene)picolinohydrazonamide (HAmDHotaz) facilitated the synthesis of new complexes with different silver(I) salts. This paper describes the synthesis and characterization, through elemental analysis and spectroscopic techniques (when solubility permits), of a series of compounds that illustrate the coordinative and structural diversity achievable with the HAmDHotaz ligand. Five silver clusters containing the [Ag 8 (AmDHotaz) 4 ] 4+ nucleus were structurally analyzed by single-crystal X-ray diffraction and were found to exhibit solvomorphism. The compositions of these are [Ag 8 (AmDHotaz) 3), and {[Ag 8 (AmDHotaz) 4 (NO 3 ) 2 (H 2 O)](NO 3 )(OH)•4.5H 2 O} n (3a). Argentophilic interactions are present in each of the octanuclear structures, where Ag•••Ag distances range from 2.828(2) to 2.986(1) Å. These distances are influenced by crystal packing, determined by the counterion and solvent molecules in the structure. In the solvatomorphs, solvent molecules were observed to be disordered. Various hydrogen-bonding interactions, such as N−Hand π−π stacking interactions, contribute to the crystal packing. The influence of these weak interactions on the crystal packing was further analyzed using DFT calculations and Bader's theory of atoms-in-molecules, with a focus on argentophilic interactions and Ag•••S interactions.

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Section: Resultssupporting

confidence: 74%

Silver(I) Octanuclear Complexes Containing N′-(4-Oxotiazolidin-2-Iliden)picolinohydrazonamide and Nitrate as Bridge Ligands. An Example of Solvatomorphism?

García-Santos,

Krümpelmann,

Saa

et al. 2024

Inorg. Chem.

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“…[10] Another reason for interest in these studies is the interaction of metal chelates with DNA via covalent or noncovalent interactions, inclusive intercalation, groove binding, and hydrogen binding. [11,12] Accordingly, these intercalation modes are critical in the development of metal complexes into biologically active reagents such as antibacterial, antioxidant, and antitumor agents. As a result, there is a lot of interest in developing metal-based complexes that can bind to DNA and effectively cleave it.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectroscopic and thermal studies of Cu⁺², Ni⁺²and Co⁺³complexes of Schiff base containing furan moiety. Antitumor, antioxidant, antibacterial and DNA interaction studies

Venkateswarlu

Lakshmi

Shivaraj

2021

Applied Organom Chemis

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Three mononuclear bioefficient imine‐based coordination complexes [Cu(FMIMBCP)2] (1), [Ni(FMIMBCP)2] (2), and [Co(FMIMBCP)3] (3) were synthesized using ligand [FMIMBCP = (((furan‐2‐yl)methylimino)methyl)‐6‐bromo‐4‐chlorophenol]. The formation of the complexes was ascertained by elemental analysis, Fourier transform infrared, UV–Visible, electrospray‐mass spectrometry, electron paramagnetic resonance, and thermogravimetric analysis. From the thermogravimetric curves, the kinetic and thermodynamic parameters of the thermal degradation steps were computed. The stability of the complexes has been calculated from quantum chemical parameters using HOMO‐LUMO energies. The comparative binding propensity profiles of above synthesized complexes with the calf thymus‐DNA were investigated via UV absorption and fluorescence studies. On the basis of extended conjugation and increased chromophores, complex 3 exhibited superior bioactivity with greater calculated DNA binding constant values, (Kb) 5.73 × 104 M−1 (3) as compared to complexes 1 (2.96 × 104 M−1) and 2 (8.38 × 103 M−1). The competitive binding titration with ethidium bromide (EB) revealed that metal complexes efficiently displace EB from the EB‐DNA system. The complexes were found to have pronounced cleavage efficiency as evaluated from agarose gel electrophoresis. The anticancer activity of the ligand and metal complexes against MCF‐7 and KB3 cells revealed that the complexes were more efficacious than the corresponding ligand. Further, in vitro antioxidant activity against DPPH proclaimed the remarkable bioefficiency of compounds, which makes them promising as an active chemotherapeutic agent. The complexes have strong antibacterial activity against Bacillus thuringiensis, Streptococcus pneumoniae, Escherichia coli, and Pseudomonas putida.

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“…[10] The metal chelates interact with DNA via covalent or non-covalent interactions, including intercalation, groove binding, and hydrogen binding. [11,12] The intercalation modes are critical in the development of metal complexes into biologically active reagents such as antibacterial, antioxidant, and antitumor agents. As a result, there is a lot of interest in developing metalbased complexes that can bind to DNA and effectively cleave it.…”

Section: Introductionmentioning

confidence: 99%

A Treatise on Furan Cored Schiff Base Cu(II), Ni(II) and Co(III) Complexes Accentuating Their Biological Efficacy: Synthesis, Thermal and Spectroscopic Characterization, DNA Interactions, Antioxidant and Antibacterial Activity Studies

Venkateswarlu

Rambabu²,

Shankar

et al. 2022

Chemistry & Biodiversity

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Three metal complexes [Cu(FMIMDIP) 2 ] (1), [Ni(FMIMDIP) 2 ] (2) and [Co(FMIMDIP) 3 ] (3) where, FMIMDIP = (((furan-2-yl)methylimino)methyl)-4,6-diiodophenol, were synthesized and characterized by various spectroscopy. The analytical data revealed a square planar geometry for 1 and 2 and an octahedral geometry for 3. The kinetic and thermodynamic parameters of the thermal decomposition steps were calculated from the thermograms. The quantum chemical parameters have been calculated using HOMO-LUMO energies and reveal the stability of the complexes. The DNA interaction of 1 -3 towards calf-thymus DNA was investigated by absorption titration, fluorescence spectroscopy and gel electrophoresis. All the complexes bind to DNA via intercalation mode with binding constant (K b ) values of 4.17 × 10 3 M À 1 to 5.9 × 10 4 M À 1 and also effectively cleave pBR322 DNA by oxidative and photolytic techniques. The synergistic action of metal chelates with ascorbic acid induced the generation of free radicals. The antibacterial activity of 1 -3 was tested against B. thuringiensis, S. pneumoniae, E. coli, and P. putida. Complex 3 has the best activity among all the complexes.

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Structural basis and effect of copper(II) complexes with 4-oxo-thiazolidine ligands on DNA binding and nuclease activity

Cited by 10 publications

References 41 publications

Silver(I) Octanuclear Complexes Containing N′-(4-Oxotiazolidin-2-Iliden)picolinohydrazonamide and Nitrate as Bridge Ligands. An Example of Solvatomorphism?

Silver(I) Octanuclear Complexes Containing N′-(4-Oxotiazolidin-2-Iliden)picolinohydrazonamide and Nitrate as Bridge Ligands. An Example of Solvatomorphism?

Synthesis, spectroscopic and thermal studies of Cu⁺², Ni⁺²and Co⁺³complexes of Schiff base containing furan moiety. Antitumor, antioxidant, antibacterial and DNA interaction studies

A Treatise on Furan Cored Schiff Base Cu(II), Ni(II) and Co(III) Complexes Accentuating Their Biological Efficacy: Synthesis, Thermal and Spectroscopic Characterization, DNA Interactions, Antioxidant and Antibacterial Activity Studies

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Structural basis and effect of copper(II) complexes with 4-oxo-thiazolidine ligands on DNA binding and nuclease activity

Cited by 10 publications

References 41 publications

Silver(I) Octanuclear Complexes Containing N′-(4-Oxotiazolidin-2-Iliden)picolinohydrazonamide and Nitrate as Bridge Ligands. An Example of Solvatomorphism?

Silver(I) Octanuclear Complexes Containing N′-(4-Oxotiazolidin-2-Iliden)picolinohydrazonamide and Nitrate as Bridge Ligands. An Example of Solvatomorphism?

Synthesis, spectroscopic and thermal studies of Cu+2, Ni+2and Co+3complexes of Schiff base containing furan moiety. Antitumor, antioxidant, antibacterial and DNA interaction studies

A Treatise on Furan Cored Schiff Base Cu(II), Ni(II) and Co(III) Complexes Accentuating Their Biological Efficacy: Synthesis, Thermal and Spectroscopic Characterization, DNA Interactions, Antioxidant and Antibacterial Activity Studies

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Synthesis, spectroscopic and thermal studies of Cu⁺², Ni⁺²and Co⁺³complexes of Schiff base containing furan moiety. Antitumor, antioxidant, antibacterial and DNA interaction studies