Novel 2-methylimidazolium salts: Synthesis, characterization, molecular docking, and carbonic anhydrase and acetylcholinesterase inhibitory properties

Bal, Selma; Kaya, Rüya; Gök, Yetkın; Taslimi, Parham; Aktaş, Aydın; Karaman, Muhammet; Gülçın, İlhami

doi:10.1016/j.bioorg.2019.103468

Cited by 52 publications

(23 citation statements)

References 73 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To reduce the CO2 emissions, CO2 sequestration have attracted much attention. Various methods for capture and utilization of CO2 have been proposed including the chemical adsorption, physical absorption, and enzymatic reactions [4][5][6]. In comparison, the use of enzymatic method has been paid more and more attention [7,8].…”

Section: Introductionmentioning

confidence: 99%

Bimetal based inorganic-carbonic anhydrase hybrid hydrogel membrane for CO2 capture

Wen

Zhang

et al. 2020

Journal of CO2 Utilization

View full text Add to dashboard Cite

In this study, we synthesized for the first time a bimetal-based inorganic-carbonic anhydrase (CA) hybrid nanoflower to immobilize CA using Cu 2+ and Zn 2+ instead of single metal ion. Subsequently, the synthesized bimetallic hybrid nanoflowers (CANF) were embedded into the poly(vinyl alcohol) (PVA)-chitosan (CS) hydrogel networks to obtain PVA/CS@CANF hydrogel membrane. The CANF exhibited a significantly higher activity recovery of 70% compared with 35% with CA/Zn3(PO4)2 hybrid nanoflowers and 10% with CA/Cu3(PO4)2 hybrid nanoflowers. The PVA/CS@CANF hydrogel membrane possessed excellent mechanical strength, high catalytic activity, and were easy to flow out without centrifugation or filtration. At the same time, the PVA/CS@CANF displayed higher thermostability, storage stability, and pH stability than free CA and CANF, and superior reusability and CO2 capture capacity. The hydrogel membrane maintained more than 75% of its original activity after 8 cycles.However, CANF only maintained 12% of its original activity. Furthermore, the amount of CaCO3 produced by PVA/CS@CANF membrane was 9.0-fold and 2.0-fold compared with free CA and CANF, respectively. Therefore, This approach to synthesizing bimetallic-based protein hybrid hydrogel membrane could have a bright future in CO2 capture.

show abstract

Section: Introductionmentioning

confidence: 99%

Bimetal based inorganic-carbonic anhydrase hybrid hydrogel membrane for CO2 capture

Wen

Zhang

et al. 2020

Journal of CO2 Utilization

View full text Add to dashboard Cite

show abstract

“…After docking, the best pose of ligand was aligned with the co-crystallized ligand and the RMSD (Root Mean Square Deviation) value was calculated. RMSD value less than 2 Å proves the accuracy of the docking protocol (Bal et al 2020).…”

Section: Molecular Docking Studiesmentioning

confidence: 88%

Synthesis, biological evaluation and molecular docking studies of new 2-ethoxy-4-{[3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonate derivatives on human aldose reductase enzyme

Özdemir¹,

Kılınç²,

Manap³

et al. 2021

Preprint

View full text Add to dashboard Cite

A series of 2-ethoxy-4-{[3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonates (3) were synthesized from the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with 2-ethoxy-4-formyl-phenyl benzenesulfonate (2). N-acetyl derivatives (4) of compounds 3 were also obtained. Then, the compounds 3 have been treated with morpholine and 2,6-dimethylmorpholine in the presence of formaldehyde to synthesize 2-ethoxy-4-{[1-(morpholine-4-yl-methyl)-3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonates (5) and 2-ethoxy-4-{[1-(2,6-dimethylmorpholine-4-yl-methyl)-3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonates (6), respectively. The structures of twenty-six new compounds were identified by using elemental analysis, IR, 1H NMR, 13C NMR, and MS spectral data. In addition, in vitro antibacterial activities of the new compounds were evaluated against six bacteria such as Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Bacillus subtilis, Bacillus cereus and Klepsiella pneumonia according to agar well diffusion method. Furthermore, in order to determine the possible antidiabetic properties of the synthesized 1,2,4-triazole derivatives, inhibition effects on the AR enzyme were investigated and molecular docking studies were carried out to determine the receptor-ligand interactions of these compounds. IC50 values of triazole-derived compounds (6a, 6b, 6d-g) against AR enzyme were determined as 0.95 µM, 0.75 µM, 1.83 µM, 0.62 µM, 1.05 µM, 1.06 µM, respectively. Considering the docking scores and binding energies obtained docking studies, it has been shown that molecules fit very well to the active site of the AR enzyme.

show abstract

“…The Small Drug Discovery Suites package (Schrödinger 2019-3 LLC) was used in performing in silico studies. [41][42][43] force field. [44,45] The pharmacokinetic properties of prepared ligands were calculated with QikProp module of Schrodinger Maestro 12.0.…”

Section: In Silico Studiesmentioning

confidence: 99%

N‐Substituted pyrimidinethione and acetophenone derivatives as a new therapeutic approach in diabetes

Taslimi

Sujayev

Karaman

et al. 2020

Archiv der Pharmazie

Self Cite

View full text Add to dashboard Cite

In this study, compounds with 4‐hydroxybutyl, 4‐phenyl, 5‐carboxylate, and pyrimidine moieties were determined as α‐glycosidase inhibitors. N‐Substituted pyrimidinethione and acetophenone derivatives (A1–A5, B1–B11, and C1–C11) were good inhibitors of the α‐glycosidase enzyme, with Ki values in the range of 104.27 ± 15.75 to 1,004.25 ± 100.43 nM. Among them, compound B7 was recorded as the best inhibitor, with a Ki of 104.27 ± 15.75 nM against α‐glycosidase. In silico studies were carried out to clarify the binding affinity and interaction mode of the compounds with the best inhibition score against α‐glycosidase from Saccharomyces cerevisiae. Compounds B7 (S) and B11 (R) exhibited a good binding affinity with docking scores of −8.608 and 8.582 kcal/mol, respectively. The docking results also showed that the 4‐hydroxybutyl and pyrimidinethione moieties play a key role in S. cerevisiae and human α‐glycosidase inhibition.

show abstract

Novel 2-methylimidazolium salts: Synthesis, characterization, molecular docking, and carbonic anhydrase and acetylcholinesterase inhibitory properties

Cited by 52 publications

References 73 publications

Bimetal based inorganic-carbonic anhydrase hybrid hydrogel membrane for CO2 capture

Bimetal based inorganic-carbonic anhydrase hybrid hydrogel membrane for CO2 capture

Synthesis, biological evaluation and molecular docking studies of new 2-ethoxy-4-{[3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl]-azomethine}-phenyl benzenesulfonate derivatives on human aldose reductase enzyme

N‐Substituted pyrimidinethione and acetophenone derivatives as a new therapeutic approach in diabetes

Contact Info

Product

Resources

About