Back to Search Start Over

Synthesis of 2,3,6-trideoxy sugar triazole hybrids as potential new broad spectrum antimicrobial agents

Authors :
Mohammad Saquib
Saroj Verma
Smriti Sharma
Yenamandra S. Prabhakar
Arun K. Shaw
Praveen K. Shukla
Ranjana Srivastava
Nripendra N. Mishra
Source :
European Journal of Medicinal Chemistry. 83:474-489
Publication Year :
2014
Publisher :
Elsevier BV, 2014.

Abstract

Here, we describe a molecular hybridization inspired design and synthesis of novel 6-triazolyl 2,3,6-trideoxy sugars as promising new broad-spectrum antimicrobial agents using click chemistry in key step. These compounds showed MIC between 0.39 and 50 μg/mL against different native and resistant bacteria and fungi with no toxicity. Among them, compound 29 was the most active molecule with MIC 0.78 μg/mL against Staphylococcus aureus and Klebsiella pneumoniae and 3.12 μg/mL against methicillin- and vancomycin-resistant S. aureus. Compound 26 was the most potent anti-fungal candidate with MIC 0.39 μg/mL against Trichophyton mentagrophytes. Compound 46 was found to be promising with broad-spectrum activity against both bacterial and fungal strains. The bioinformatic studies involving bacteria's protein co-crystals prompted penicillin binding protein-2 as the most likely target of these compounds.

Details

ISSN :
02235234
Volume :
83
Database :
OpenAIRE
Journal :
European Journal of Medicinal Chemistry
Accession number :
edsair.doi.dedup.....8b5265a6861bb1aba47175396b44084b
Full Text :
https://doi.org/10.1016/j.ejmech.2014.06.048