Synthesis and biological evaluation of photoaffinity labeled fusidic acid analogues

Journal of Medicinal Chemistry
Ditte RiberTore Duvold

Abstract

Novel photoaffinity labeled fusidic acid analogues were obtained by a synthetic sequence employing a Wittig reaction between a fusidic acid aldehyde and benzyl bromides in the key step. Three commonly used photoreactive groups, benzophenone, trifluoromethyldiazirine, and aryl azide, were used. The photoaffinity labeled fusidic acid analogues demonstrated a potent antibacterial activity (MIC 0.016-4 microg/mL) and therefore represent a potential tool for the elucidation of the interactions between fusidic acid and its receptor EF-G.

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Citations

Dec 17, 2016·Chemical Reviews·György DormánGlenn D Prestwich
Dec 23, 2015·Chemistry : a European Journal·Yuwen ZengJinbo Hu
Nov 3, 2016·Chemistry : a European Journal·Wei WuZhiqiang Weng
Oct 29, 2013·Chemical Communications : Chem Comm·Christopher B KellyNicholas E Leadbeater
Aug 23, 2012·Chemical Communications : Chem Comm·DiAndra M RudzinskiNicholas E Leadbeater
Feb 2, 2021·ACS Infectious Diseases·Martin Garcia ChavezPaul J Hergenrother
Aug 31, 2012·The Journal of Organic Chemistry·Christopher B KellyNicholas E Leadbeater
Jul 23, 2011·Bioorganic & Medicinal Chemistry·Luba DubinskyMichael M Meijler

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