Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations

The facile synthesis of seven new dicationic tripeptide benzyl ester derivatives, with hydrophobic group variations in the C-terminal amino acid component, is described. Moderate to good activity was seen against Gram-positive bacteria in vitro. One cyclohexyl-substituted compound 2c was tested more...

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Autores principales: Bremner, John B, Keller, Paul A, Pyne, Stephen G, Robertson, Mark J, Sakthivel, K, Somphol, Kittiya, Baylis, Dean, Coates, Jonathan A, Deadman, John, Jeevarajah, Dharshini, Rhodes, David I
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458747/
https://www.ncbi.nlm.nih.gov/pubmed/23019457
http://dx.doi.org/10.3762/bjoc.8.142
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author Bremner, John B
Keller, Paul A
Pyne, Stephen G
Robertson, Mark J
Sakthivel, K
Somphol, Kittiya
Baylis, Dean
Coates, Jonathan A
Deadman, John
Jeevarajah, Dharshini
Rhodes, David I
author_facet Bremner, John B
Keller, Paul A
Pyne, Stephen G
Robertson, Mark J
Sakthivel, K
Somphol, Kittiya
Baylis, Dean
Coates, Jonathan A
Deadman, John
Jeevarajah, Dharshini
Rhodes, David I
author_sort Bremner, John B
collection PubMed
description The facile synthesis of seven new dicationic tripeptide benzyl ester derivatives, with hydrophobic group variations in the C-terminal amino acid component, is described. Moderate to good activity was seen against Gram-positive bacteria in vitro. One cyclohexyl-substituted compound 2c was tested more widely and showed good potency (MIC values ranging from 2–4 μg/mL) against antibiotic-resistant strains of Staphylococcus aureus and Enterococci (VRE, VSE), and against Staphylococcus epidermidis.
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spelling pubmed-34587472012-09-27 Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations Bremner, John B Keller, Paul A Pyne, Stephen G Robertson, Mark J Sakthivel, K Somphol, Kittiya Baylis, Dean Coates, Jonathan A Deadman, John Jeevarajah, Dharshini Rhodes, David I Beilstein J Org Chem Full Research Paper The facile synthesis of seven new dicationic tripeptide benzyl ester derivatives, with hydrophobic group variations in the C-terminal amino acid component, is described. Moderate to good activity was seen against Gram-positive bacteria in vitro. One cyclohexyl-substituted compound 2c was tested more widely and showed good potency (MIC values ranging from 2–4 μg/mL) against antibiotic-resistant strains of Staphylococcus aureus and Enterococci (VRE, VSE), and against Staphylococcus epidermidis. Beilstein-Institut 2012-08-09 /pmc/articles/PMC3458747/ /pubmed/23019457 http://dx.doi.org/10.3762/bjoc.8.142 Text en Copyright © 2012, Bremner et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Bremner, John B
Keller, Paul A
Pyne, Stephen G
Robertson, Mark J
Sakthivel, K
Somphol, Kittiya
Baylis, Dean
Coates, Jonathan A
Deadman, John
Jeevarajah, Dharshini
Rhodes, David I
Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
title Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
title_full Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
title_fullStr Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
title_full_unstemmed Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
title_short Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
title_sort binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic c-terminal amino acid variations
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458747/
https://www.ncbi.nlm.nih.gov/pubmed/23019457
http://dx.doi.org/10.3762/bjoc.8.142
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