Structural characterization, DNA binding properties and molecular docking studies of imine compounds derived from Disperse black 9

Güngör, Seyit Ali; Köse, Muhammet; Tümer, Mehmet; Bal, Mustafa

doi:10.1016/j.molstruc.2021.130776

Cited by 8 publications

(4 citation statements)

References 39 publications

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“…When intercalated between the base pairs of DNA, an increase in EB fluorescence emission is observed, while the replacement of EB by another molecule causes the emission of EB to be quenched and indicates that the new molecule binds to DNA by intercalation or binding to grooves. [ 27 ] Benzimidazole derivative ligands and their metal complexes (0–100 μM) were added to 50‐μM FSds‐DNA solutions pre‐treated with 5‐μM EB in Tris–HCl. Then, the emission spectra of the solutions were recorded in the wavelength range of 500–750 nm by excitation at λ exc = 526.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, characterization and investigation of photophysical and biological properties of Cu(II) and Zn(II) complexes of benzimidazole ligands

Sherwani

Köse

Güngör

et al. 2022

Applied Organom Chemis

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In this work, two benzimidazole ligands (L1 and L2) containing a central pyridine ring that have two alkylated (pentyl for L1 and hexyl for L2) benzimidazole units at the second and sixth positions were synthesized. Mononuclear Cu(II) and Zn(II) complexes with the general formulae of [ML(X)2] (where M: Cu(II) or Zn(II), L: L1 or L2 and X: NO3− or NCS−) were synthesized, and their structures were characterized by the spectroscopic and analytical methods. Moreover, Cu(II) complexes [CuL1(Bipy)](ClO4)2 and [CuL2(Bipy)](ClO4)2 (where Bipy: 2,2′‐bipyridine) were also prepared. The solid structures of complexes [CuL1(NCS)2, [CuL1(Bipy)](ClO4)2 and [CuL2(NO3)(EtOH)]NO3 were determined by single crystal X‐ray diffraction studies. The DNA binding properties of the ligands and their metal complexes were investigated by the spectrophotometric titrations. The compounds showed considerable DNA binding affinities. The structural variations and coordination geometry around the metal centre were found to affect the binding properties.

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Section: Methodsmentioning

confidence: 99%

Synthesis, characterization and investigation of photophysical and biological properties of Cu(II) and Zn(II) complexes of benzimidazole ligands

Sherwani

Köse

Güngör

et al. 2022

Applied Organom Chemis

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“…[22] The binding constants (Kb) of compound 2 to the FSdsDNA are comparable to that of the binding constant of the ethidium bromide (an intercalating agent with K b = 1.23 � 0.07×10 5 M À 1 ). [23]…”

Section: Dna Binding Properties Of Compoundmentioning

confidence: 99%

Synthesis, DNA Binding Properties, Molecular Docking and ADME Studies of Schiff Base Compound Containing Pyridine‐Propargyl Group

Güngör

2023

Chemistry & Biodiversity

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The structure of the pyridine‐based Schiff base compound containing the propargyl group was characterized by NMR spectroscopy. Binding of compound 2 with double‐stranded fish sperm DNA (Fsds‐DNA) was investigated using viscosity measurement studies and UV‐Vis and fluorescence spectral techniques. Binding of compound 2 with Fsds‐DNA results in minor hypochromism with no change in absorption maxima and fluorescence quenching with almost no shift in emission maxima, which can be attributed to the groove‐binding mode of the interaction. The binding constant was found to be 4.7 x 104 M‐1. The Fsds‐DNA viscosity measurement, KI quenching and NaCl quenching studies and the competitive interaction between compound 2 and ethidium bromide with DNA confirm the proposed binding mode. In addition, interactions between compound 2 and the DNA double helix were analysed by molecular docking study in order to determine the binding mode and binding affinity. As a result of molecular docking, the binding affinity of the 2‐DNA complex, which has the most stable conformation ‐8.10 kcal/mol and it is located in its minor groove. In addition, molecular docking and ADME studies for compound 2 were also performed.

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“…[4] Derivatives of biguanidines have proven useful in the treatment of hyperglycemia, malaria, filaria and influenza. [5][6][7][8] Biguanidines such as metformin, phenformin, and buformin have been widely used in the treatment of non-insulin-dependent diabetes as antihyperglycemic drugs. [9] In addition to common use of biguanides as antihyperglycemic agents, several biguanides have been shown to exhibit wide range of biological activity such as antibacterial, antimalarial, anticancer and so on.…”

Section: Introductionmentioning

confidence: 99%

“…Additionally, biguanidines are N,N′‐bidentate ligands and therefore have the ability to form stable metal complexes [4] . Derivatives of biguanidines have proven useful in the treatment of hyperglycemia, malaria, filaria and influenza [5–8] . Biguanidines such as metformin, phenformin, and buformin have been widely used in the treatment of non‐insulin‐dependent diabetes as antihyperglycemic drugs [9] .…”

Section: Introductionmentioning

confidence: 99%

A Series of Biguanide Ligands and Their Cu(II) Complexes: Cholinesterase Inhibitory and Antimicrobial Properties

Ballı,

Gungor,

Kose

2024

Chemistry & Biodiversity

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In this work, a series of biguanide hydrochloride salts and their Cu(II) complexes were synthesized and screened for their acetyl/butyryl choline esterase inhibitory and antimicrobial properties. The structures of the synthesized compounds were characterised by common spectroscopic and analytical methods. Biguanide compounds showed considerably lower inhibitory activity compared to the reference drugs donepezil and galantamine. On the other hand, complexation of the biguanide compounds with Cu(II) resulted in dramatic increase in the inhibitory activity. The Cu(II) complexes showed AChE inhibitory activity with the IC50 values of 21.29±0.95–82.53±0.20 μM and those values are comparable to that of donepezil (IC50: 18.54±1.03 μM). The synthesised compounds were also screened for their antimicrobial activity towards gram positive (+) and gram negative (−) bacteria. Compounds (12.50 mg/mL) showed important antibacterial properties with inhibition zones of 8–28 mm diameter against gram‐positive and gram‐negative microorganisms. Compounds A03 and A08 exhibited more antimicrobial properties towards E. coli than standard antibiotics amikacin and gentamicin.

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Structural characterization, DNA binding properties and molecular docking studies of imine compounds derived from Disperse black 9

Cited by 8 publications

References 39 publications

Synthesis, characterization and investigation of photophysical and biological properties of Cu(II) and Zn(II) complexes of benzimidazole ligands

Synthesis, characterization and investigation of photophysical and biological properties of Cu(II) and Zn(II) complexes of benzimidazole ligands

Synthesis, DNA Binding Properties, Molecular Docking and ADME Studies of Schiff Base Compound Containing Pyridine‐Propargyl Group

A Series of Biguanide Ligands and Their Cu(II) Complexes: Cholinesterase Inhibitory and Antimicrobial Properties

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