Metronidazole-triazole conjugates: activity against Clostridium difficile and parasites

Jarrad, Angie M., Karoli, Tomislav, Anjan, Debnath, Tay, Chin Yen, Huang, Johnny X., Kaeslin, Geraldine, Elliott, Alysha G., Miyamoto, Yukiko, Ramu, Soumya, Kavanagh, Angela M., Zuegg, Johannes, Eckmann, Lars, Blaskovich, Mark A. and Cooper, Matthew A. (2015) Metronidazole-triazole conjugates: activity against Clostridium difficile and parasites. European Journal of Medicinal Chemistry, 101 96-102. doi:10.1016/j.ejmech.2015.06.019

Author Jarrad, Angie M.
Karoli, Tomislav
Anjan, Debnath
Tay, Chin Yen
Huang, Johnny X.
Kaeslin, Geraldine
Elliott, Alysha G.
Miyamoto, Yukiko
Ramu, Soumya
Kavanagh, Angela M.
Zuegg, Johannes
Eckmann, Lars
Blaskovich, Mark A.
Cooper, Matthew A.
Title Metronidazole-triazole conjugates: activity against Clostridium difficile and parasites
Formatted title
Metronidazole-triazole conjugates: activity against Clostridium difficile and parasites
Journal name European Journal of Medicinal Chemistry   Check publisher's open access policy
ISSN 1768-3254
Publication date 2015-08-28
Year available 2015
Sub-type Article (original research)
DOI 10.1016/j.ejmech.2015.06.019
Open Access Status DOI
Volume 101
Start page 96
End page 102
Total pages 7
Place of publication Cedex, France
Publisher Elsevier Masson
Collection year 2016
Language eng
Formatted abstract
Metronidazole has been used clinically for over 50 years as an antiparasitic and broad-spectrum antibacterial agent effective against anaerobic bacteria. However resistance to metronidazole in parasites and bacteria has been reported, and improved second-generation metronidazole analogues are needed. The copper catalysed Huigsen azide-alkyne 1,3-dipolar cycloaddition offers a way to efficiently assemble new libraries of metronidazole analogues. Several new metronidazole-triazole conjugates (Mtz-triazoles) have been identified with excellent broad spectrum antimicrobial and antiparasitic activity targeting Clostridium difficile, Entamoeba histolytica and Giardia lamblia. Cross resistance to metronidazole was observed against stable metronidazole resistant C. difficile and G. lamblia strains. However for the most potent Mtz-triazoles, the activity remained in a therapeutically relevant window.
Keyword Nitroimidazole
Click chemistry
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2016 Collection
Institute for Molecular Bioscience - Publications
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Citation counts: TR Web of Science Citation Count  Cited 2 times in Thomson Reuters Web of Science Article | Citations
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Created: Fri, 17 Jul 2015, 15:40:18 EST by Susan Allen on behalf of Institute for Molecular Bioscience