Experimental and molecular modeling studies of the interaction of the polypyridyl Fe(II) and Fe(III) complexes with DNA and BSA

Behnamfar, Mohammad Taghi; Hadadzadeh, Hassan; Simpson, Jim; Darabi, Farivash; Shahpiri, Azar; Khayamian, Taghi; Ebrahimi, Malihe; Rudbari, Hadi Amiri; Salimi, Mona

doi:10.1016/j.saa.2014.06.105

Cited by 43 publications

(15 citation statements)

References 76 publications

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“…, the gradual addition of complex 1 induced significant decreases in both the positive and the negative CD absorption of ct‐DNA. Since the groove binding and electrostatic interactions did not change the intensities of both the positive and negative CD spectra, the results also suggested that the interaction between complex 1 and DNA should be confirmed as an intercalative binding mode …”

Section: Resultsmentioning

confidence: 87%

Synthesis, characterization and biological evaluation of a cobalt(II) complex with 5‐chloro‐8‐hydroxyquinoline as anticancer agent

Zhang

Meng

Liu

et al. 2016

Applied Organom Chemis

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A new cobalt(II) complex (1) of 5‐chloro‐8‐hydroxyquinoline was prepared and structurally characterized using infrared spectroscopy, electrospray ionization mass spectrometry, elemental analysis, single‐crystal X‐ray diffraction as well as powder X‐ray diffraction. Its biological activities including DNA binding and anticancer activity were investigated. The DNA binding study of complex 1 suggested that it interacted with calf thymus DNA mainly via an intercalative binding mode. The in vitro anticancer activity of complex 1 was screened against a series of tumor cell lines as well as the normal liver cell line HL‐7702 using MTT assay. complex 1 showed much higher cytotoxicity than corresponding metal salt and ligand towards the five tested tumor cell lines, in which T‐24 was the most sensitive tumor cell line towards 1, with IC50 value of 7.04 ± 0.06 μM. complex 1 was found to greatly induce cell cycle arrest in T‐24 cells at S phase, and consequently to induce cell apoptosis in a dose‐dependent mode suggested by cell apoptosis analysis via Hoechst 33258 and acridine orange/ethidium bromide staining assays. The cell apoptosis mechanism of 1 was studied targeting the mitochondrion‐mediated pathway, since the apoptotic mechanism in the T‐24 cells treated by 1 was investigated by reactive oxygen species (ROS) detection, intracellular calcium concentration measurement and caspase‐9/3 activity assay. The results suggested that the cell apoptosis induced by 1 was closely related to the loss of mitochondrial membrane potential, ROS production and enhancement of intracellular [Ca2+], which would trigger the caspase‐9/3 activation via a mitochondrial dysfunction pathway. Copyright © 2016 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 87%

Synthesis, characterization and biological evaluation of a cobalt(II) complex with 5‐chloro‐8‐hydroxyquinoline as anticancer agent

Zhang

Meng

Liu

et al. 2016

Applied Organom Chemis

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“…Selected Fe-N bond lengths given in Table S2 for the [Fe II (TPPZ) 2 ] 2+ cation are similar to the Fe-N distances that were found in 2 which suggest the LS state for Fe II exists at both 100 and 300 K. However, the high values of the Σ = 80 • and 81 • and Θ = 240 • and 252 • at 100 and 300 K, respectively are of a high degree of distortion around the Fe II centres which is unusual for the LS form. This phenomenon, where the Fe-N bond lengths are short and suggest the LS form while the octahedral distortion parameters are large and suggestive of HS, at the metal centre, is also found in other [Fe II (TPPZ) 2 ](Y) 2 compounds such as when Y = PF 6 [39] and ClO 4 [30]. This phenomenon then might be a unique characteristic of [Fe II (TPPZ) 2 ](Y) 2 compounds.…”

Section: Structural Analyses Of Cationic Precursormentioning

confidence: 63%

Iron(III) Azadiphenolate Compounds in a New Family of Spin Crossover Iron(II)–Iron(III) Mixed-Valent Complexes

et al. 2019

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A new family of mixed valent, double salt spin crossover compounds containing anionic FeIII and cationic FeII compounds i.e., [FeII{(pz)3CH}2][FeIII(azp)2]2·2H2O (4), [FeII(TPPZ)2][FeIII(azp)2]2]·H2O (5) and [FeII(TPPZ)2][FeIII(azp)2]2]·H2O·3MeCN (6) (where (pz)3CH = tris-pyrazolylmethane, TPPZ = 2,3,5,6, tetrapyridylpyrazine and azp2− = azadiphenolato) has been synthesized and characterised. This is the first time that the rare anionic spin crossover species, [FeIII(azp)2]−, has been used as an anionic component in double salts complexes. Single crystal structures and magnetic studies showed that compound 6 exhibits a spin transition relating to one of the FeIII centres of the constituent FeII and FeIII sites. Crystal structures of the anionic and cationic precursor complexes were also analysed and compared to the double salt products thus providing a clearer picture for future crystal design in double spin crossover materials. We discuss the effects that the solvent and counterion had on the crystal packing and spin crossover properties.

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“…Antimicrobial and DNA‐binding studies are very important in the development and advancement of new therapeutic reagents and DNA molecular probes . Recently, there has been tremendous interest in studies associated with the interaction of transition metal ions with nucleic acids and the important development of new reagents for biotechnology and medicine .…”

Section: Introductionmentioning

confidence: 99%

DNA interaction, antimicrobial and molecular docking studies of biologically interesting Schiff base complexes incorporating 4‐formyl‐N,N‐dimethylaniline and propylenediamine

Packianathan¹,

Kumaravel²,

Raman³

2016

Applied Organom Chemis

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Four new transition metal complexes incorporating a Schiff base ligand derived from propylenediamine and 4‐formyl‐N,N‐dimethylaniline have been synthesized using transition metal salts. The characterization of the newly formed complexes was done from physicochemical parameters and using various techniques like 1H NMR, 13C NMR, IR, UV, electron paramagnetic resonance and mass spectroscopies, powder X‐ray diffraction and magnetic susceptibility. All the complexes were found to be monomeric in nature with square planar geometry. X‐ray powder diffraction illustrates that the complexes have a crystalline nature. The interaction of metal complexes with calf thymus DNA was investigated using UV–visible absorption, viscosity measurements, cyclic voltammetry, emission spectroscopy and docking analysis. The results indicate that the Cu(II), Co(II), Ni(II) and Zn(II) complexes interact with DNA by intercalative binding mode with optimum intrinsic binding constants of 4.3 × 104, 3.9 × 104, 4.7 × 104 and 3.7 × 104 M−1, respectively. These DNA binding results were rationalized using molecular docking in which the docked structures indicate that the metal complexes fit well into the A‐T rich region of target DNA through intercalation. The metal complexes exhibit an effective cleavage with pUC19 DNA by an oxidative cleavage mechanism. The synthesized ligand and the complexes were tested for their in vitro antimicrobial activity. The complexes show enhanced antifungal and antibacterial activities compared to the free ligand.

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Experimental and molecular modeling studies of the interaction of the polypyridyl Fe(II) and Fe(III) complexes with DNA and BSA

Cited by 43 publications

References 76 publications

Synthesis, characterization and biological evaluation of a cobalt(II) complex with 5‐chloro‐8‐hydroxyquinoline as anticancer agent

Synthesis, characterization and biological evaluation of a cobalt(II) complex with 5‐chloro‐8‐hydroxyquinoline as anticancer agent

Iron(III) Azadiphenolate Compounds in a New Family of Spin Crossover Iron(II)–Iron(III) Mixed-Valent Complexes

DNA interaction, antimicrobial and molecular docking studies of biologically interesting Schiff base complexes incorporating 4‐formyl‐N,N‐dimethylaniline and propylenediamine

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