Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs

[Image: see text] Employing a highly efficient total synthesis approach, we synthesized and evaluated for antibacterial activity diverse and novel pentacycline analogs with systematic variations at C7, C8, C9, and C10. Certain substitution groups, as well as substitution patterns at various position...

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Detalles Bibliográficos
Autores principales: Sun, Cuixiang, Hunt, Diana K., Clark, Roger B., Lofland, Denene, O’Brien, William J., Plamondon, Louis, Xiao, Xiao-Yi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2011
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3108469/
https://www.ncbi.nlm.nih.gov/pubmed/21500832
http://dx.doi.org/10.1021/jm1015395
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author Sun, Cuixiang
Hunt, Diana K.
Clark, Roger B.
Lofland, Denene
O’Brien, William J.
Plamondon, Louis
Xiao, Xiao-Yi
author_facet Sun, Cuixiang
Hunt, Diana K.
Clark, Roger B.
Lofland, Denene
O’Brien, William J.
Plamondon, Louis
Xiao, Xiao-Yi
author_sort Sun, Cuixiang
collection PubMed
description [Image: see text] Employing a highly efficient total synthesis approach, we synthesized and evaluated for antibacterial activity diverse and novel pentacycline analogs with systematic variations at C7, C8, C9, and C10. Certain substitution groups, as well as substitution patterns at various positions, were found to be preferred for increased antibacterial activity. A number of pentacycline analogs displayed potent activity in vitro and in vivo, especially against Gram-positive organisms. Several analogs have also shown promising oral bioavailability in rats and cynomolgus monkey.
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spelling pubmed-31084692011-06-06 Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs Sun, Cuixiang Hunt, Diana K. Clark, Roger B. Lofland, Denene O’Brien, William J. Plamondon, Louis Xiao, Xiao-Yi J Med Chem [Image: see text] Employing a highly efficient total synthesis approach, we synthesized and evaluated for antibacterial activity diverse and novel pentacycline analogs with systematic variations at C7, C8, C9, and C10. Certain substitution groups, as well as substitution patterns at various positions, were found to be preferred for increased antibacterial activity. A number of pentacycline analogs displayed potent activity in vitro and in vivo, especially against Gram-positive organisms. Several analogs have also shown promising oral bioavailability in rats and cynomolgus monkey. American Chemical Society 2011-04-18 2011-06-09 /pmc/articles/PMC3108469/ /pubmed/21500832 http://dx.doi.org/10.1021/jm1015395 Text en Copyright © 2011 American Chemical Society http://pubs.acs.org This is an open-access article distributed under the ACS AuthorChoice Terms & Conditions. Any use of this article, must conform to the terms of that license which are available at http://pubs.acs.org.
spellingShingle Sun, Cuixiang
Hunt, Diana K.
Clark, Roger B.
Lofland, Denene
O’Brien, William J.
Plamondon, Louis
Xiao, Xiao-Yi
Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs
title Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs
title_full Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs
title_fullStr Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs
title_full_unstemmed Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs
title_short Synthesis and Antibacterial Activity of Pentacyclines: A Novel Class of Tetracycline Analogs
title_sort synthesis and antibacterial activity of pentacyclines: a novel class of tetracycline analogs
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3108469/
https://www.ncbi.nlm.nih.gov/pubmed/21500832
http://dx.doi.org/10.1021/jm1015395
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