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Synthesis and SAR studies of novel benzodiazepinedione-based inhibitors of Clostridium difficile (C. difficile) toxin B (TcdB).

Authors :
Letourneau JJ
Stroke IL
Hilbert DW
Cole AG
Sturzenbecker LJ
Marinelli BA
Quintero JG
Sabalski J
Li Y
Ma L
Pechik I
Stein PD
Webb ML
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2018 Dec 15; Vol. 28 (23-24), pp. 3601-3605. Date of Electronic Publication: 2018 Oct 29.
Publication Year :
2018

Abstract

Synthesis and structure-activity relationships (SAR) of a novel series of benzodiazepinedione-based inhibitors of Clostridium difficile toxin B (TcdB) are described. Compounds demonstrating low nanomolar affinity for TcdB, and which possess improved stability in mouse plasma vs. earlier compounds from this series, have been identified. Optimized compound 11d demonstrates a good pharmacokinetic (PK) profile in mouse and hamster and is efficacious in a hamster survival model of Clostridium difficile infection.<br /> (Copyright © 2018 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
28
Issue :
23-24
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
30392779
Full Text :
https://doi.org/10.1016/j.bmcl.2018.10.047