Literature DB >> 24657565

New polyfunctional imidazo[4,5-C]pyridine motifs: synthesis, crystal studies, docking studies and antimicrobial evaluation.

Gilish Jose1, T H Suresha Kumara2, Gopalpur Nagendrappa1, H B V Sowmya1, Jerry P Jasinski3, Sean P Millikan3, N Chandrika1, Sunil S More4, B G Harish5.   

Abstract

New antimicrobial agents, imidazo[4,5-c]pyridine derivatives have been synthesized. We have developed a new synthetic protocol for the final reaction, an efficient microwave-assisted synthesis of imidazo[4,5-c]pyridines from substituted 3,4-diaminopyridine and carboxylic acids in presence of DBU mediated by T3P. The chemical structures of the new compounds were characterized by IR, (1)H NMR, (13)C NMR, mass spectral analysis and elemental analysis. In addition, single crystal X-ray diffraction has also been recorded for compound 9c. The in vitro antimicrobial activities of the compounds were conducted against various Gram-negative, Gram-positive bacteria and fungi. Amongst the tested compounds 9c, 9e, 9g, 9k and 9l displayed promising antimicrobial activity. The molecular docking of GlcN-6-P synthase with newly synthesized compounds was carried out.
Copyright © 2014 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Antimicrobial activity; Imidazo[4,5-c]pyridine; Microwave-assisted organic synthesis; Molecular docking studies; X-ray crystal studies

Mesh:

Substances:

Year:  2014        PMID: 24657565     DOI: 10.1016/j.ejmech.2014.03.019

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  4 in total

1.  Synthesis of N-Substituted 3-Amino-4-halopyridines: A Sequential Boc-Removal/Reductive Amination Mediated by Brønsted and Lewis Acids.

Authors:  Christopher A Wilhelmsen; Alexandre D C Dixon; John D Chisholm; Daniel A Clark
Journal:  J Org Chem       Date:  2018-01-19       Impact factor: 4.354

Review 2.  Pyridine Compounds with Antimicrobial and Antiviral Activities.

Authors:  Maria Marinescu; Claudia-Valentina Popa
Journal:  Int J Mol Sci       Date:  2022-05-18       Impact factor: 6.208

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.  Inhibitors of glucosamine-6-phosphate synthase as potential antimicrobials or antidiabetics - synthesis and properties.

Authors:  Joanna Stefaniak; Michał G Nowak; Marek Wojciechowski; Sławomir Milewski; Andrzej S Skwarecki
Journal:  J Enzyme Inhib Med Chem       Date:  2022-12       Impact factor: 5.756

  4 in total

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