Design, synthesis, characterization, crystal structure, in silico studies, and inhibitory properties of the PEPPSI type Pd(II)NHC complexes bearing chloro/fluorobenzyl group

Gök, Yetkın; Taslimi, Parham; Şen, Betül; Bal, Selma; Aktaş, Aydın; Aygün, Muhıttın; Sadeghi, Morteza; Gülçın, İlhami

doi:10.1016/j.bioorg.2023.106513

Cited by 19 publications

(5 citation statements)

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“…Molecular docking was performed to evaluate the ω3‐PA and ω3‐NA interaction with specific binding sites on tyrosinase. The binding location of the ω3‐PA and ω3‐NA with the tyrosinase molecule is of great importance because any information about protein‐ligand binding interaction can help us understand their function and efficacy as potential therapeutic agents [25,26] . The AutoDock Vina docking software contains an important option essential to the present study: selective side‐chain residue flexibility [27–29] .…”

Section: Resultsmentioning

confidence: 99%

“…The binding location of the ω3-PA and ω3-NA with the tyrosinase molecule is of great importance because any information about protein-ligand binding interaction can help us understand their function and efficacy as potential therapeutic agents. [25,26] The AutoDock Vina docking software contains an important option essential to the present study: selective side-chain residue flexibility. [27][28][29] The main advantage of this option is to provide a more pragmatic approach to ligand-protein interaction without a notable increase in computer processing time.…”

Section: Secondary Structural Analysismentioning

confidence: 99%

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Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

et al. 2023

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In this work, the inhibitory ability and mechanism of ω3nicotinic acid (ω3-NA) and ω3-Picolinic acid (ω3-PA) complexes on the activity of mushroom tyrosinase (MT) were scrutinized for progressing a novel MT inhibitor. The complexes were synthesized. It was shown to have a considerable inhibition on the MT activity and K i value of ω3-NA and ω3-PA on MT equal to 5.2 and 5.1 mM, respectively. ω3-NA and ω3-PA inhibited MT with V max values in the range of 0.134 mM and 0.14 mM, respectively. The outputs obtained from fluorescence quenching specified that ω3-NA and ω3-PA could interact with MT.Especially, the decrease in fluorescence intensity was due to the formation of a ligand-enzyme complex which was mostly motivated by hydrogen bonding and hydrophobic forces. The presence of ω3-NA and ω3-PA altered the structure of MT and reduced the α-helix of the enzyme. Molecular docking investigation along with molecular dynamics simulation exhibited that ligands-MT formation is directed by hydrogen binding with Trp136, His263, and Val299 residues. The results highlight that ω3-NA and ω3-PA can be considered as possible inhibitors in treating hyperpigmentation via MT enzyme inhibition. Results and DiscussionAnalysis of complexes synthesized by NMR Synthesis confirmation and characterization were performed using NMR. 13 C spectra were taken from the synthesized compounds. The 1 H and 13 C NMR ω3-NA showed the shifting 14.1 (CH 3 ), 21.2 (2CH 2 ), 22.8 (CH 2 ), 26.1 (3CH 2 ), 30 (CH 2 ), 31

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Section: Resultsmentioning

confidence: 99%

Section: Secondary Structural Analysismentioning

confidence: 99%

Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

et al. 2023

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“…[34] αGS inhibitory activity Some adjustments to the previously described procedure were made for the αGS inhibitory test. [17,35] Briefly, the 20 μL of orientin solution at different concentrations (0.01, 0.03, 0.07, 0.09, 0.12, 0.15, 0.17 mg/ml) mixed in a 96 well microplate with 10 μL of yeast αGS enzyme (1 U/ml in phosphate buffer) and 50 μL of phosphate buffer (50 mM) pH 7. For 15 minutes, the reaction mixture was incubated at 37 °C.…”

Section: Analysis Of Free Energy For Cgfs Using Mm/gbsa Mannermentioning

confidence: 99%

The Potential of C‐Glycosylflavonoids as α‐Glucosidase Inhibitors Determined by Virtual Screening, Molecular Docking, Molecular Dynamics, and IC₅₀ Studies

2023

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Inhibition of intestinal α‐glucosidase (αGS), a crucial enzyme in carbohydrate digestion, is an effective therapeutic approach for diabetes mellitus treatment. The C‐glycosylflavonoids (CGFs) are natural compounds with antioxidant, antidiabetic, and anti‐inflammatory activities. The present work seeks an alternative compound among CGFs that can control the blood glucose level by inhibiting αGS enzyme activity. Therefore, ten CGFs were selected and carried out the docking to αGS. The docking outcomes proposed that among selected CGFs, the orientin compound can successfully interact with the key residues of Asp215, Glu277, Asp352, Arg442, and Arg446. Of them, the orientin compound with docking energy of −6.11 Kcal/mol, was subsequently subjected to molecular dynamics simulation (MDs), and in vitro investigation. MDs results indicated that orientin formed a stable complex with αGS enzyme. We also performed molecular mechanics generalized Born and surface area (MM/GBSA) free energy calculation manner on all chosen CGFs along with miglitol as reference. The IC50 value of orientin for αGS inhibition with competitive mode was found to be 0.13 mg/ml. The results highlight that orientin can be considered as a possible compound in treating DM via αGS inhibition. However, further in vitro and in vivo analyses are required to confirm this claim.

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“…The origin and development of Alzheimer's disease have been linked to a number of causal variables. [12,13] It is thought that a number of variables, including oxidative stress, the degradation of cholinergic neurons in the central nervous system (CNS), and the buildup of aberrant proteins like amyloid beta peptide (A), contribute to the etiology of AD. Acetylcholine levels in the cortex and hippocampus are declining, which is a major factor in the development of AD.…”

Section: Introductionmentioning

confidence: 99%

New Azo Derivative of β‐Diketones and Its Cu(II), Co(II) Complexes: Synthesis, Theoretical Study and Biological Activity

Tahirli,

Sadeghian,

Aliyeva

et al. 2024

Chemistry & Biodiversity

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The paper is focused on biological activity and theoretical study of the structure and properties of a new azo derivative of β‐diketones and its complexes with some metals. The aim of our work was to study the structure and properties of the newly synthesized compound as well as to theoretically determine the possibility of complex formation with the Cu(II) or Co(II) ions. A compound with the same substituents R1 = R2 = CH3 was chosen for the study. A synthesized azo compound based on 4‐amino antipyrine and its complexes with Cu(II), Co(II) in solution and solid phase is reported. The structures of these compounds have been testified by X‐ray, IR and NMR spectroscopy. The combined experimental and theoretical approach was used. To study the structure and properties of the synthesized compound, as well as its possible complex formation with the Cu(II), quantum‐chemical calculations were carried out the 6‐31G basis set and the electron density functional theory (DFT) method. These 3‐(1‐phenyl‐2,3‐dimethyl‐pyrazolone‐5) azopentadione‐2,4 (PDPA) with Cu(II) and Co(II) complexes had effective inhibition against butyrylcholinesterase and acetylcholinesterase. IC50 values were found as 19.03, 3.64 µM for AChE and 28.47, 8.01 µM for BChE, respectively. Cholinesterase inhibitors work to slow down the acetylcholine's deterioration.

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Design, synthesis, characterization, crystal structure, in silico studies, and inhibitory properties of the PEPPSI type Pd(II)NHC complexes bearing chloro/fluorobenzyl group

Cited by 19 publications

References 60 publications

Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

The Potential of C‐Glycosylflavonoids as α‐Glucosidase Inhibitors Determined by Virtual Screening, Molecular Docking, Molecular Dynamics, and IC₅₀ Studies

New Azo Derivative of β‐Diketones and Its Cu(II), Co(II) Complexes: Synthesis, Theoretical Study and Biological Activity

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Design, synthesis, characterization, crystal structure, in silico studies, and inhibitory properties of the PEPPSI type Pd(II)NHC complexes bearing chloro/fluorobenzyl group

Cited by 19 publications

References 60 publications

Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

The Potential of C‐Glycosylflavonoids as α‐Glucosidase Inhibitors Determined by Virtual Screening, Molecular Docking, Molecular Dynamics, and IC50 Studies

New Azo Derivative of β‐Diketones and Its Cu(II), Co(II) Complexes: Synthesis, Theoretical Study and Biological Activity

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The Potential of C‐Glycosylflavonoids as α‐Glucosidase Inhibitors Determined by Virtual Screening, Molecular Docking, Molecular Dynamics, and IC₅₀ Studies