Benzimidazole derivatives as new α-glucosidase inhibitors and  in silico  studies

Zawawi, Nik Khairunissa Nik Abdullah; Taha, Muhammad; Ahmat, Norizan; Wadood, Abdul; Ismail, Nor Hadiani; Azam, Syed Sikander; Abdullah, Noraishah

doi:10.1016/j.bioorg.2015.11.006

Cited by 81 publications

(23 citation statements)

References 29 publications

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“…Some of them show anticancer potency [9,15] or neuroprotective properties [8]. Benzimidazole derivatives are also known as β-glucuronidase [16,17], α-glucosidase [18,19], urease [20], and α-amylase enzymes inhibitors [21]. Molecular modeling studies for 5-aryl-4-(1,3,4-thiadiazol-2-yl)benzene-1,3-diols obtained by us indicated a network of essential bonds between the -OH groups of the benzenediol ring and the residues of amino acid AChE in the active site which results in a significant inhibitory effect against AChE [22,23].…”

Section: Introductionmentioning

confidence: 99%

Biological Evaluation, Molecular Docking, and SAR Studies of Novel 2-(2,4-Dihydroxyphenyl)-1H- Benzimidazole Analogues

et al. 2019

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In the present study, new 4-(1H-benzimidazol-2-yl)-benzene-1,3-diols, modified in both rings, have been synthesized and their efficacies as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors have been determined.The modified Ellman's spectrophotometric method was applied for the biological evaluation. The compounds showed strong (IC 50 80-90 nM) AChE and moderate (IC 50 5-0.2 µM) BuChE inhibition in vitro. Some compounds were effective toward AChE/BuChE, exhibiting high selectivity ratios versus BuChE, while the other compounds were active against both enzymes. The structure-activity relationships were discussed. The compounds inhibited also in vitro self-induced Aβ(1-42) aggregation and exhibited antioxidant properties. The docking simulations showed that the benzimidazoles under consideration interact mainly with the catalytic site of AChE and mimic the binding mode of tacrine.

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Section: Introductionmentioning

confidence: 99%

Biological Evaluation, Molecular Docking, and SAR Studies of Novel 2-(2,4-Dihydroxyphenyl)-1H- Benzimidazole Analogues

et al. 2019

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“…A Schiff base unit is a valuable pharmacophore that has been found in numerous biologically active compounds such as analgesic, antioxidant, antileishmanial, and antidiabetic agents . Recently, several series of α‐glucosidase inhibitors containing Schiff bases such as compounds A , B , and C have been reported (Figure ) . In contrast, 1,2,3‐triazoles are an important class of heterocycles, which have a wide spectrum of pharmaceutical applications.…”

Section: Introductionmentioning

confidence: 99%

A new series of Schiff base derivatives bearing 1,2,3‐triazole: Design, synthesis, molecular docking, and α‐glucosidase inhibition

Nasli‐Esfahani

Mohammadi‐Khanaposhtani

Rezaei

et al. 2019

Archiv der Pharmazie

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A series of new Schiff bases bearing 1,2,3‐triazole 12a‒o was designed, synthesized, and evaluated as α‐glucosidase inhibitors. All the synthesized compounds showed promising inhibition against α‐glucosidase and were more potent than the standard drug acarbose. The kinetic study on the most potent compound 12n showed that this compound acted as a competitive α‐glucosidase inhibitor. The docking study revealed that the synthesized compounds interacted with the important residues in the active site of α‐glucosidase.

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“…Because of these properties, hydrazones are widely used in medicinal chemistry . Recently, some benzimidazole‐based hydrazones have been reported as potent urease inhibitors .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and In Vitro Urease Inhibition of Some Novel Benzimidazole‐based Hydrazones

Menteşe

Sökmen

2019

Journal of Heterocyclic Chem

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A novel series of N′‐(substituted benzylidene)‐2‐(5,6‐dichloro‐2‐methyl‐1H‐benzimidazol‐1‐yl)acetohydrazides and N′‐(1‐(substituted phenyl)ethylidene)‐2‐(5,6‐dichloro‐2‐methyl‐1H‐benzimidazol‐1‐yl)acetohydrazides were synthesized and then studied for their urease inhibitory activities using thiourea as a standard drug. All newly synthesized compounds were found to exhibit potent inhibitory properties against urease enzyme in the range of IC50 = 0.0155 ± 0.0039–0.0602 ± 0.0071 μM, when compared with the thiourea as standard (IC50 = 0.5115 ± 0.0233 μM). All target molecules were characterized by 1H‐NMR, 13C‐NMR, IR, and electrospray ionization mass spectrometry.

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Benzimidazole derivatives as new α-glucosidase inhibitors and in silico studies

Cited by 81 publications

References 29 publications

Biological Evaluation, Molecular Docking, and SAR Studies of Novel 2-(2,4-Dihydroxyphenyl)-1H- Benzimidazole Analogues

Biological Evaluation, Molecular Docking, and SAR Studies of Novel 2-(2,4-Dihydroxyphenyl)-1H- Benzimidazole Analogues

A new series of Schiff base derivatives bearing 1,2,3‐triazole: Design, synthesis, molecular docking, and α‐glucosidase inhibition

Synthesis and In Vitro Urease Inhibition of Some Novel Benzimidazole‐based Hydrazones

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