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Title: Synthesis of 2,3,6-trideoxy sugar triazole hybrids as potential new broad spectrum antimicrobial agents
Authors: Sharma, Smriti
Saquib, Mohammad
Verma, Saroj
Mishra, N N
Shukla, P K
Srivastava, Ranjana
Prabhakar, Y S
Shaw, A K
Keywords: 2,3,6-Trideoxy Sugars;1,2,3-Triazole;Molecular Hybridization;Click Chemistry;Antimicrobial Agents;Penicillin binding protein
Issue Date: 2014
Description: 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 0.39-50µg/mL against different native and resistant bacteria and fungi with no toxicity. Among them, compound 29 was the most active molecule with MIC 0.78µg/mL against Staphylococcus aureus and Klebsiella pneumoniae and 3.12µg/mL against methicillin- and vancomycin-resistant S. aureus. Compound 26 was the most potent anti-fungal candidate with MIC 0.39µg/mL against T. 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.
Other Identifiers: European Journal of Medicinal Chemistry, 2014, 83, 474-89
Appears in Collections:Medicinal and Process Chemistry

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