Synthesis, characterization, crystal structures and biological activity of set of Cu(II) benzothiazole complexes: Artificial nucleases with cytotoxic activities

Steiner, Ramsey A.; Foreman, David R.; Lin, Han Xing; Carney, Bruce K.; Fox, Kristin M.; Cassimeris, Lynne; Tanski, Joseph M.; Tyler, Laurie A.

doi:10.1016/j.jinorgbio.2014.04.002

Cited by 31 publications

(12 citation statements)

References 62 publications

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“…The apparent binding affinity of the all metal complexes was found to be in the range 2.93 x 10 −5 – 3.89 x 10 −5 M −1 . These results and the significant reduction in emission intensity expose that the examined compounds are stacking with base pairs of the DNA indicating the intercalation mode of binding . Thus, the results are in agreement with the electronic absorption spectra.…”

Section: Resultssupporting

confidence: 84%

Probing of effective pyrazolone based metallonucleases: Molecular docking and in vitro biological critiques

Arunadevi¹,

Paulpandiyan²,

Raman³

2018

Applied Organom Chemis

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Four novel tryptophan based metal (II) complexes of the type [ML (Try)2] were prepared by using pyrazolone derived Schiff base ligand. The proposed structure was confirmed by physicochemical methods which reveal octahedral coordination environment around the metal center. Intercalative binding mode of the complexes with CT DNA was confirmed by electronic absorption titration, viscosity measurements and fluorescence spectroscopy. Efficiency of DNA cleavage ability of the metal complexes was explored by the gel electrophoresis technique. The antimicrobial activities of the metal complexes showed potent biocidal activity. The percentage of free radical scavenging activity shows that the complexes are very reactive towards DPPH. Moreover, their cytotoxicity was tested against the two cancer cell lines (MCF‐7 and HepG2) and one normal cell line (NHDF) respectively. The MTT assay shows that the complexes have the anticancer efficacy. Moreover, the complexes exhibit a limited cytotoxicity effect on normal cell line NHDF. The morphological changes of apoptosis cell death were investigated by using Hoechst 33258 staining method. In addition, the Molecular docking studies was executed to consider the nature of binding and binding affinity of the synthesized compounds with DNA (PDB: 1BNA) and protein (PDB: 3hb5).

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Section: Resultssupporting

confidence: 84%

Probing of effective pyrazolone based metallonucleases: Molecular docking and in vitro biological critiques

Arunadevi¹,

Paulpandiyan²,

Raman³

2018

Applied Organom Chemis

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“…In these copper(II) complexes, chemical and biological activities are greatly affected by a ligand. A change of the substituent properties and binding site of the ligand can cause certain differences in the spatial configuration and electron cloud density distribution of the complexes, resulting in differences in DNA binding properties or bioactivities . Very recently, Kumar and co‐workers have observed that copper(II) complexes exhibit effective anticancer and antimicrobial activity via strongly binding and cleaving DNA, and the activity of the complexes varied with the ligand .…”

Section: Introductionmentioning

confidence: 99%

Three new mixed‐ligand copper(II) complexes containing glycyl‐l‐valine and N,N‐aromatic heterocyclic compounds: Synthesis, characterization, DNA interaction, cytotoxicity and antimicrobial activity

Liu

Gan

et al. 2017

Applied Organom Chemis

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Three novel copper(II) complexes, [Cu(Gly‐l‐Val)(HPBM)(H2O)]·ClO4·H2O (1), [Cu(Gly‐l‐Val)(TBZ)(H2O)]·ClO4 (2) and [Cu(Gly‐l‐Val)(PBO)(H2O)]·ClO4 (3) (Gly‐l‐Val = glycyl‐l‐valine anion, HPBM = 5‐methyl‐2‐(2′‐pyridyl)benzimidazole, TBZ = 2‐(4′‐thiazolyl)benzimidazole, PBO = 2‐(2′‐pyridyl)benzoxazole), have been prepared and characterized with elemental analyses, conductivity measurements as well as various spectroscopic techniques. The interactions of these copper complexes with calf thymus DNA were explored using UV–visible, fluorescence, circular dichroism, thermal denaturation, viscosity and docking analyses methods. The experimental results showed that all three complexes could bind to DNA via an intercalative mode. Moreover, the cytotoxic effects were evaluated using the MTT method, and the antimicrobial activity of these complexes was tested against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. The results showed that the activities are consistent with their DNA binding abilities, following the order of 1 > 2 > 3.

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“…These compounds have been the subject of many mechanistic studies with the generally accepted mechanism being the binding of the platinum to guanine of DNA in the cell and thus causing cell death by apoptosis [5][6][7][8][9][10]. Recently, new platinum compounds and compounds with metal centers other than platinum have been investigated as a result of cisplatin's severe side-effects and problems with drug resistance [11][12][13][14][15][16][17]. DNA may or may not be the primary target of these other metal centers as proteins or other bimolecular interactions may be more important [18][19][20][21][22][23][24][25].…”

Section: Introductionmentioning

confidence: 99%

“…Ruthenium has been one metal that has been targeted as a replacement for platinumbased drugs due to its generally reduced host toxicity and interesting redox properties [1][2][3][4]26,27]. Both ruthenium(III) and organometallic ruthenium(II) species [5][6][7][8][9][10][28][29][30][31][32][33][34][35] have been studied and two ruthenium(III) complexes, NAMI-A and KP1019, [11][12][13][14][15][16][17]27,36] have completed phase I clinical trials. [18][19][20][21][22][23][24][25][37][38][39][40][41][42] In recent years, bioorganometallic compounds (defined as biologically active organometallic species)…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of water-soluble, heteronuclear ruthenium(III)/ferrocene complexes and their interactions with biomolecules

Anderson

Jain

Silber

et al. 2015

Journal of Inorganic Biochemistry

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The reaction of Na[RuCl4(SO(CH3)2)2], 1, with one equivalent of FcCONHCH2C6H4N (Fc=FeC10H9), L1, FcCOOCH2CH2C3H3N2, L2, FcCOOC6H4N, L3, afforded the dinuclear species, Na[FcCONHCH2C6H4N[RuCl4(SO(CH3)2)]], RuL1, Na[FcCOOCH2CH2C3H3N2[RuCl4(SO(CH3)2)]], RuL2, Na[FcCOOC6H4N(RuCl4(SO(CH3)2))], RuL3, respectively, yielding, in each case, a ferrocene moiety bridged to a ruthenium center. The complexes were characterized by NMR, IR, and XRD (X-ray diffraction). The sulfoxide ligands are bonded to the metal through the sulfur atom. The complexes were evaluated for their biological activity with pBluescript DNA plasmid, and the protein BSA (bovine serum albumin). These reactions were monitored by XAS (X-ray absorption spectroscopy), EXAFS (extended X-ray Absorption Fine Structure), NMR, UV/visible, emission spectroscopy, and gel electrophoresis. Donor atoms from the biomolecules substitute for the chloride ligands in the parent complexes.

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Synthesis, characterization, crystal structures and biological activity of set of Cu(II) benzothiazole complexes: Artificial nucleases with cytotoxic activities

Cited by 31 publications

References 62 publications

Probing of effective pyrazolone based metallonucleases: Molecular docking and in vitro biological critiques

Probing of effective pyrazolone based metallonucleases: Molecular docking and in vitro biological critiques

Three new mixed‐ligand copper(II) complexes containing glycyl‐l‐valine and N,N‐aromatic heterocyclic compounds: Synthesis, characterization, DNA interaction, cytotoxicity and antimicrobial activity

Synthesis and characterization of water-soluble, heteronuclear ruthenium(III)/ferrocene complexes and their interactions with biomolecules

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