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Type: Journal article
Title: Norbornane-based cationic antimicrobial peptidomimetics targeting the bacterial membrane
Author: Hickey, S.
Ashton, T.
Boer, G.
Bader, C.
Thomas, M.
Elliott, A.
Schmuck, C.
Yu, H.
Li, J.
Nation, R.
Cooper, M.
Plush, S.
Brooks, D.
Pfeffer, F.
Citation: European Journal of Medicinal Chemistry, 2018; 160:9-22
Publisher: Elsevier
Issue Date: 2018
ISSN: 0223-5234
Statement of
Shane M. Hickey, Trent D. Ashton, Gareth Boer, Christie A. Bader, Michael Thomas, Alysha G. Elliott, Carsten Schmuck, Heidi Y. Yu, Jian Li, Roger L. Nation, Matthew A. Cooper, Sally E. Plush, Douglas A. Brooks, Frederick M. Pfeffer
Abstract: The design, synthesis and evaluation of a small series of potent amphiphilic norbornane antibacterial agents has been performed (compound 10 MIC = 0.25 μg/mL against MRSA). Molecular modelling indicates rapid aggregation of this class of antibacterial agent prior to membrane association and insertion. Two fluorescent analogues (compound 29 with 4-amino-naphthalimide and 34 with 4-nitrobenz-2-oxa-1,3-diazole fluorophores) with good activity (MIC = 0.5 μg/mL against MRSA) were also constructed and confocal microscopy studies indicate that the primary site of interaction for this family of compounds is the bacterial membrane.
Keywords: Antimicrobial; antibacterial; amphiphilic; fluorescence; naphthalimide; norbornane and microscopy
Rights: 2018 Elsevier Masson SAS. All rights reserved.
DOI: 10.1016/j.ejmech.2018.09.072
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