Synthesis and characterization of cobalt(II), nickel(II) and copper(II)-based potential photosensitizers: Evaluation of their DNA binding profile, cleavage and photocytotoxicity

Pradeepa, S.M.; Naik, H.S. Bhojya; Kumar, B. Vinay; Priyadarsini, K. Indira; Barik, Atanu; Jayakumar, S.

doi:10.1016/j.ica.2014.12.032

Cited by 39 publications

(17 citation statements)

References 101 publications

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“…In the 1 H NMR spectrum of H 2 L, the aromatic ring protons are observed as a multiplet, in the range 7.17–8.00 ppm . A peak at 5.68 ppm is attributed to proton of the carboxylic acid group .…”

Section: Resultsmentioning

confidence: 98%

Novel Schiff base ligand and its metal complexes with some transition elements. Synthesis, spectroscopic, thermal analysis, antimicrobial and in vitro anticancer activity

Mahmoud

Deghadi

Mohamed

2016

Applied Organom Chemis

128

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A novel Schiff base ligand (H2L) was prepared through condensation of 2,6‐diaminopyridine and o‐benzoylbenzoic acid in a 1:2 ratio. This Schiff base ligand was characterized using elemental and spectroscopic analyses. A new series of Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) metal complexes of H2L were prepared and characterized using elemental analysis, spectroscopy (1H NMR, mass, UV–visible, Fourier transform infrared, electron spin resonance), magnetic susceptibility, molar conductivity, X‐ray powder diffraction and thermal analysis. The complexes are found to have trigonal bipyramidal geometry except Cr(III), Mn(II) and Fe(III) complexes which have octahedral geometry based on magnetic moment and solid reflectance measurements. The infrared spectral studies reveal that H2L behaves as a neutral bidentate ligand and coordinates to the metal ions via the two azomethine nitrogens. 1H NMR spectra confirm the non‐involvement of the carboxylic COOH proton in complex formation. The presence of water molecules in all reported complexes is supported by thermogravimetric studies. Kinetic and thermodynamic parameters were determined using Coats–Redfern and Horowitz–Metzger equations. The synthesized ligand and its complexes were screened for antimicrobial activities against two Gram‐positive bacteria (Bacillus subtilis and Staphylococcus aureus), two Gram‐negative bacteria (Escherichia coli and Neisseria gonorrhoeae) and one fungus (Candida albicans). Anticancer activities of the ligand and its metal complexes against human breast cancer cell line (MCF7) were investigated. Copyright © 2016 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 98%

Novel Schiff base ligand and its metal complexes with some transition elements. Synthesis, spectroscopic, thermal analysis, antimicrobial and in vitro anticancer activity

Mahmoud

Deghadi

Mohamed

2016

Applied Organom Chemis

128

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“…The FT‐IR spectra and the corresponding theoretical spectra for HL are shown in Figure . The stretching vibration of a free or non‐hydrogen‐bonded OH group appeared in the range of 3700–3550 cm −1 . The OH stretching mode of HL was calculated theoretically at 3569 cm −1 .…”

Section: Resultsmentioning

confidence: 99%

Physicochemical characterization of nanobidentate ferrocene‐based Schiff base ligand and its coordination complexes: Antimicrobial, anticancer, density functional theory, and molecular operating environment studies

Mahmoud

2019

J Chinese Chemical Soc

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A novel bidentate Schiff base ligand (HL, Nanobidentate Ferrocene based Schiff base ligand L (has one replaceable proton H)) was prepared via the condensation of 2‐amino phenol with 2‐acetyl ferrocene. The ligand was characterized using elemental analysis, mass spectrometry, infrared (IR) spectroscopy, 1proton nuclear magnetic resonance (H‐NMR) spectroscopy, scanning electron microscopy (SEM), and thermal analysis. The corresponding 1:1 metal complexes with some transition‐metal ions were additionally characterized by their elemental analysis, molar conductance, SEM, and thermogravimetric ana1ysis (TGA). The complexes had the general formula [M(L)(Cl)(H2O)3]xCl·nH2O (M = Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II)), (x = 0 for Mn(II), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II), x = 1 for Cr(III) and Fe(III)), (n = 1 for Cr(III), n = 3 for Mn(II) and Co(II), n = 4 for Fe(III), Ni(II), Cu(II), Zn(II), and Cd(II)). Density functional theory calculations on the HL ligand were also carried out in order to clarify molecular structures by the B31YP exchange‐correlation function. The results were subjected to molecular orbital diagram, highest occupied mo1ecu1ar orbital–lowest occupied molecular orbital, and molecular electrostatic potential calculations. The parent Schiff base and its eight metal complexes were assayed against four bacterial species (two Gram‐negative and two‐Gram positive) and four different antifungal species. The HL ligand was docked using molecular operating environment 2008 with crystal structures of oxidoreductase (1CX2), protein phosphatase of the fungus Candida albicans (5JPE), Gram(−) bacteria Escherichia coli (3T88), Gram(+) bacteria Staphylococcus aureus (3Q8U), and an androgen‐independent receptor of prostate cancer (1GS4). In order to assess cytotoxic nature of the prepared HL ligand and its complexes, the compounds were screened against the Michigan cancer foundation (MCF)‐7 breast cancer cell line, and the IC50 values of compounds were calculated.

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“…When a photosensor compound is used for photodynamic therapy, it must not be toxic effect when it absorps strongly in the region 600-800 nm. interaction between aromatic groups [18] in comperison with DNA electrostatic binding agents cause small changes in absorbances and wavelengths in absorption spectra [16,30]. An interaction such as intercalation binding mode generally is related to a hypochromic and a red change [29] In this study, the absorbance titration spectra of PcCo were performed to determine binding activities between DNA and PcCo.…”

Section: Absorption Spectra and Fluorescence Spectroscopy Studies Of mentioning

confidence: 99%

“…Though the most prevalent therapy methods for abnormal cells of cancer are surgical operations, radiotherapy and chemotherapy, but these types of therapy have substantially side effects [18]. Consequently, scientists proceed to search for new techniques for curing of cancer cell for instance photodynamic treatment is base upon production of reactive oxygen breeds underneath irradiation of photosensitizer.…”

Section: Introductionmentioning

confidence: 99%

2, 10, 16, 24-Tetrakis 4- (2-fenoksi-l, 3-diokso-2,3-dihidro-lH-inden-2-iloksi) ftalonitril içeren kobalt (II) bileşiğinin DNA bağlanmasının spektroskopik yöntemler ile araştırılması

Arslantaş

Ağırtaş

2017

Academic Platform-Journal of Engineering and Science

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In this study, binding activities of the previously synthesized cobalt (II) compound (PcCo) with calf thymus-DNA containing 2, 10, 16, 24-tetrakis 4-(2-phenoxy-1, 3-dioxo-2, 3-dihydro-1H-inden-2-yloxy) phthalonitrile were investigated to determine binding activities by using UV-Vis absorption, fluorescence titration methods. Absorption titration spectra of PcCo in DMF give peaks at about 670 nm for Q-band absorption and about 340 nm for B-band absorption in the absence of calf thymus-DNA. Emission intensities of PcCo in presence of calf thymus-DNA, PcCo gives emission at about 545 nm. Thermal denaturation profile study was systematically studied by UV/Vis spectroscopic technique and melting point temperature was found around 7.87 o C for Co (II) phthalocyanine compound. The reduction oxidation behavior of PcCo with calf thymus-DNA was investigated using cyclic voltammetry (CV). Cathodic peak potential and anodic peak potential for PcCo were recorded to be 0.84, -0.36 V for EPc and 0.88 V, 0.15 V, and -0.69 V EPa. The cyclic voltammetric results show one halfreversible reduction oxidation wave. The shift in Epc and Epa potentials indicates that PcCo shows strong interaction with calf thymus-DNA. Further to understand binding activities of PcCo with calf thymus-DNA was studied by using electrophoresis technique. Electrophoresis findings showed that there is decrease in the intensity of CT-DNA bands. All the findings show that PcCo interacts strongly with DNA molecule via an intercaltion binding.

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Synthesis and characterization of cobalt(II), nickel(II) and copper(II)-based potential photosensitizers: Evaluation of their DNA binding profile, cleavage and photocytotoxicity

Cited by 39 publications

References 101 publications

Novel Schiff base ligand and its metal complexes with some transition elements. Synthesis, spectroscopic, thermal analysis, antimicrobial and in vitro anticancer activity

Novel Schiff base ligand and its metal complexes with some transition elements. Synthesis, spectroscopic, thermal analysis, antimicrobial and in vitro anticancer activity

Physicochemical characterization of nanobidentate ferrocene‐based Schiff base ligand and its coordination complexes: Antimicrobial, anticancer, density functional theory, and molecular operating environment studies

2, 10, 16, 24-Tetrakis 4- (2-fenoksi-l, 3-diokso-2,3-dihidro-lH-inden-2-iloksi) ftalonitril içeren kobalt (II) bileşiğinin DNA bağlanmasının spektroskopik yöntemler ile araştırılması

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