Literature DB >> 26855413

Synthesis of 6-chloro-2-Aryl-1H-imidazo[4,5-b]pyridine derivatives: Antidiabetic, antioxidant, β-glucuronidase inhibiton and their molecular docking studies.

Muhammad Taha1, Nor Hadiani Ismail2, Syahrul Imran2, Hesham Rashwan3, Waqas Jamil4, Sajjad Ali5, Syed Muhammad Kashif4, Fazal Rahim6, Uzma Salar7, Khalid Mohammed Khan7.   

Abstract

6-Chloro-2-Aryl-1H-imidazo[4,5-b]pyridine derivatives 1-26 were synthesized and characterized by various spectroscopic techniques. All these derivatives were evaluated for their antiglycation, antioxidant and β-glucuronidase potential followed their docking studies. In antiglycation assay, compound 2 (IC50=240.10±2.50μM) and 4 (IC50=240.30±2.90μM) was found to be most active compound of this series, while compounds 3 (IC50=260.10±2.50μM), 6 (IC50=290.60±3.60μM), 13 (IC50=288.20±3.00μM) and 26 (IC50=292.10±3.20μM) also showed better activities than the standard rutin (IC50=294.50±1.50μM). In antioxidant assay, compound 1 (IC50=69.45±0.25μM), 2 (IC50=58.10±2.50μM), 3 (IC50=74.25±1.10μM), and 4 (IC50=72.50±3.30μM) showed good activities. In β-glucuronidase activity, compounds 3 (IC50=29.25±0.50μM), compound 1 (IC50=30.10±0.60μM) and compound 4 (IC50=46.10±1.10μM) showed a significant activity as compared to than standard D-Saccharic acid 1,4-lactonec (IC50=48.50±1.25μM) and their interaction with the enzyme was confirm by docking studies.
Copyright © 2016 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  6-Chloro-2-Aryl-1H-imidazo[4, 5-b]pyridine; Anti-oxidant; Antiglycation; Spectroscopy; β-Glucuronidase

Mesh:

Substances:

Year:  2016        PMID: 26855413     DOI: 10.1016/j.bioorg.2016.01.007

Source DB:  PubMed          Journal:  Bioorg Chem        ISSN: 0045-2068            Impact factor:   5.275


  7 in total

Review 1.  Therapeutic significance of β-glucuronidase activity and its inhibitors: A review.

Authors:  Paul Awolade; Nosipho Cele; Nagaraju Kerru; Lalitha Gummidi; Ebenezer Oluwakemi; Parvesh Singh
Journal:  Eur J Med Chem       Date:  2019-12-04       Impact factor: 6.514

2.  Crystallographic and spectroscopic characterization of 5-chloro-pyridine-2,3-di-amine.

Authors:  Aron Sulovari; Joseph M Tanski
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-07-21

Review 3.  Pharmacological Potential and Synthetic Approaches of Imidazo[4,5-b]pyridine and Imidazo[4,5-c]pyridine Derivatives.

Authors:  Malwina Krause; Henryk Foks; Katarzyna Gobis
Journal:  Molecules       Date:  2017-03-04       Impact factor: 4.411

4.  Synthesis, Molecular Docking and β-Glucuronidase Inhibitory Potential of Indole Base Oxadiazole Derivatives.

Authors:  El Hassane Anouar; Moustapha Eid Moustapha; Muhammad Taha; Mohammed H Geesi; Zeinab R Farag; Fazal Rahim; Noor Barak Almandil; Rai Khalid Farooq; Muhammad Nawaz; Ashik Mosaddik
Journal:  Molecules       Date:  2019-03-08       Impact factor: 4.411

5.  Synthesis, biological evaluation and molecular docking studies of 6-(4-nitrophenoxy)-1H-imidazo[4,5-b]pyridine derivatives as novel antitubercular agents: future DprE1 inhibitors.

Authors:  Jineetkumar Gawad; Chandrakant Bonde
Journal:  Chem Cent J       Date:  2018-12-19       Impact factor: 4.215

Review 6.  Synthetic approaches and pharmaceutical applications of chloro-containing molecules for drug discovery: A critical review.

Authors:  Wan-Yin Fang; L Ravindar; K P Rakesh; H M Manukumar; C S Shantharam; Njud S Alharbi; Hua-Li Qin
Journal:  Eur J Med Chem       Date:  2019-04-10       Impact factor: 6.514

Review 7.  Heterocyclic compounds as a magic bullet for diabetes mellitus: a review.

Authors:  Umme Farwa; Muhammad Asam Raza
Journal:  RSC Adv       Date:  2022-08-16       Impact factor: 4.036

  7 in total

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