Synthesis of carbohydrate-conjugate heterobimetallic CuII–Sn2IV and ZnII–Sn2IV complexes; their interactions with CT DNA and nucleotides; DNA cleavage, in-vitro cytotoxicity

Tabassum, Sartaj; Khan, Rais Ahmad; Arjmand, Farukh; Juvekar, Aarti; Zingde, Surekha M.

doi:10.1016/j.ejmech.2010.07.046

Cited by 32 publications

(12 citation statements)

References 58 publications

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“…Since circular dichroism (CD) is a technique highly sensitive to changes in the conformation of the chiral structure of DNA5255, it can be used to study the subtle variations upon its interaction with small molecules56575859. The CD spectrum of CT-DNA exhibits a positive band at 275 nm (UV, λ max = 260 nm) caused by base stacking between the compounds and DNA, and a negative band at 245 nm caused by helicity, which is characteristic of DNA in right-handed B form.…”

Section: Resultsmentioning

confidence: 99%

“…The appearance of new bands is attributed to DNA-complex interaction. The fast migrating band is the form I (supercoiled DNA), evident as a prominent band in control, whereas the slow moving band is form II (nicked form of DNA)5960. In such type of complexes, coordinative type of bonding between the metal centre and DNA is less likely because of the favorable Cu(I) (soft acid) and soft donor ligand viz, -P and –S, and this coordination requires binding with N-donor (hard donor ligand)61.…”

Section: Resultsmentioning

confidence: 99%

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Heteroleptic Copper(I) Complexes of “Scorpionate” Bis-pyrazolyl Carboxylate Ligand with Auxiliary Phosphine as Potential Anticancer Agents: An Insight into Cytotoxic Mode

Khan

Usman

Dhivya

et al. 2017

Sci Rep

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New copper(I) complexes [CuCl(PPh3)(L)] (1: L = LA = 4-carboxyphenyl)bis(3,5-dimethylpyrazolyl)methane; (2: L = LB = 3-carboxyphenyl)bis(3,5-dimethylpyrazolyl)methane) were prepared and characterised by elemental analysis and various spectroscopic techniques such as FT-IR, NMR, UV–Vis, and ESI-MS. The molecular structures of complexes 1 and 2 were analyzed by theoretical B3LYP/DFT method. Furthermore, in vitro DNA binding studies were carried out to check the ability of complexes 1 and 2 to interact with native calf thymus DNA (CT-DNA) using absorption titration, fluorescence quenching and circular dichroism, which is indicative of more avid binding of the complex 1. Moreover, DNA mobility assay was also conducted to study the concentration-dependent cleavage pattern of pBR322 DNA by complex 1, and the role of ROS species to have a mechanistic insight on the cleavage pattern, which ascertained substantial roles by both hydrolytic and oxidative pathways. Additionally, we analyzed the potential of the interaction of complex 1 with DNA and enzyme (Topo I and II) with the aid of molecular modeling. Furthermore, cytotoxic activity of complex 1 was tested against HepG2 cancer cell lines. Thus, the potential of the complex 1 is promising though further in vivo investigations may be required before subjecting it to clinical trials.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Heteroleptic Copper(I) Complexes of “Scorpionate” Bis-pyrazolyl Carboxylate Ligand with Auxiliary Phosphine as Potential Anticancer Agents: An Insight into Cytotoxic Mode

Khan

Usman

Dhivya

et al. 2017

Sci Rep

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“…The absorption titration experiment of synthesized binuclear Pt (II) complexes were performed in TN buffer by using a fixed concentration of each complex at 20 µM, and increasing concentrations (0-60 µM) of nucleotides (AMP and GMP) [32]. Moreover, solutions containing binuclear Pt (II) complexes and nucleotides were incubated for 5 min before recording their absorption spectra.…”

Section: Reaction Between Purine Nucleotides and The Synthetic Pt (Iimentioning

confidence: 99%

“…The importance of such analysis can be explained with the Pt complex-induced DNA lesions, leading to the inhibition of important enzymes which are involved in RNA transcription and DNA replication. The cease of these essential reactions at last culminates in cell death through apoptosis [32]. In addition to the binding through electrostatic interaction to the phosphate group of nucleotides, Pt complexes indicate coordination binding with the nitrogen atoms of nucleobases [50].…”

Section: The Binding Affinity Assessment Between Amp/gmp and Binucleamentioning

confidence: 99%

Anticancer activity assessment of two novel binuclear platinum (II) complexes

Shahsavani

Ahmadi

Aseman

et al. 2016

Journal of Photochemistry and Photobiology B: Biology

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In the current study, two binuclear Pt (II) complexes, containing cis, cis-[Me2Pt (μ-NN) (μ-dppm) PtMe2] (1), and cis,cis-[Me2Pt(μ-NN)(μ dppm) Pt((CH2)4)] (2) in which NN=phthalazine and dppm=bis (diphenylphosphino) methane were evaluated for their anticancer activities and DNA/purine nucleotide binding properties. These Pt (II) complexes, with the non-classical structures, demonstrated a significant anticancer activity against Jurkat and MCF-7 cancer cell lines. The results of ethidium bromide/acridine orange staining and Caspase-III activity suggest that these complexes were capable to stimulate an apoptotic mechanism of cell death in the cancer cells. Using different biophysical techniques and docking simulation analysis, we indicated that these complexes were also capable to interact efficiently with DNA via a non-intercalative mechanism. According to our results, substitution of cyclopentane (in complex 2) with two methyl groups (in complex 1) results in significant improvement of the complex ability to interact with DNA and subsequently to induce the anticancer activity. Overall, these binuclear Pt (II) complexes are promising group of the non-classical potential anticancer agents which can be considered as molecular templates in designing of highly efficient platinum anticancer drugs.

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“…The spectral values revealed a well-resolved signal with g || = 2.26 and g ⊥ = 2.06 for 1 and g || = 2.21 and g ⊥ = 2.05 for 2, indicating that the unpaired electron is localized in the d x 2 -y 2 orbital of Cu(II), consistent with a distorted octahedron elongated along the z axis [40,41]. Further g || and g ⊥ values were related to each other by the expression G = (g || -2)/(g ⊥ -2) and it predicted the exchange interactions in the complexes.…”

Section: Epr Spectral Studiesmentioning

confidence: 97%

Synthesis, structure, computational, antimicrobial andin vitroanticancer studies of copper(II) complexes with N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine and tris(2-hydroxyethyl)amine

Kumar

Obrai

Jassal

et al. 2015

Journal of Coordination Chemistry

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The present work consists of synthesis, structural characterization, spectral, DFT, antimicrobial and anticancer studies of two copper(II) complexes, [Cu(THEEN)(DNB)](DNB) (1) and [Cu(TEAH 3 ) 2 ](DNB) 2 (2). In these complexes, THEEN is N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine, a tetrapodal ligand, and TEAH 3 is tris(2-hydroxyethyl)amine, a tripodal ligand, and the counter anion is 3,5-dinitrobenzoate (DNB -). X-ray crystallography studies reveal that both complexes have distorted octahedron geometries. Density functional theory (DFT) studies have been performed to calculate structural parameters, vibrational bands and energy gaps of frontier orbital (HOMO-LUMO) with B3LYP/6-31G*/LANL2DZ level of theory using DMSO as solvent. The theoretical and crystallographic analyses are consistent. Antimicrobial studies have been performed with new copper(II) complexes against gram(+) bacteria (Staphylococcus aureus), gram(-) bacteria (Serratia marcescens, Sphingobium japonicum and Stenotrophomonas maltophilia) and fungal species (Candida albicans, Aspergillus niger and Saccharomyces cerevisiae). The copper(II) complexes have also shown in vitro cytotoxicity on MCF-7, HCT-116 and HL-60 human cell lines. This study demonstrates that 2 was active against MCF-7 cell lines with IC 50 of 23 µg/mL.

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Synthesis of carbohydrate-conjugate heterobimetallic CuII–Sn2IV and ZnII–Sn2IV complexes; their interactions with CT DNA and nucleotides; DNA cleavage, in-vitro cytotoxicity

Cited by 32 publications

References 58 publications

Heteroleptic Copper(I) Complexes of “Scorpionate” Bis-pyrazolyl Carboxylate Ligand with Auxiliary Phosphine as Potential Anticancer Agents: An Insight into Cytotoxic Mode

Heteroleptic Copper(I) Complexes of “Scorpionate” Bis-pyrazolyl Carboxylate Ligand with Auxiliary Phosphine as Potential Anticancer Agents: An Insight into Cytotoxic Mode

Anticancer activity assessment of two novel binuclear platinum (II) complexes

Synthesis, structure, computational, antimicrobial andin vitroanticancer studies of copper(II) complexes with N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine and tris(2-hydroxyethyl)amine

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