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Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester

Two novel boron compounds containing caffeic acid phenethyl ester (CAPE) derivatives have been prepared and characterized fully. These new compounds and CAPE have been investigated for potential antioxidant and antimicrobial properties and their ability to inhibit 5-lipoxygenase and whether chelatio...

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Autores principales: Hébert, Martin J. G., Flewelling, Andrew J., Clark, Trevor N., Levesque, Natalie A., Jean-François, Jacques, Surette, Marc E., Gray, Christopher A., Vogels, Christopher M., Touaibia, Mohamed, Westcott, Stephen A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Hindawi Publishing Corporation 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4365380/
https://www.ncbi.nlm.nih.gov/pubmed/25834744
http://dx.doi.org/10.1155/2015/418362
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author Hébert, Martin J. G.
Flewelling, Andrew J.
Clark, Trevor N.
Levesque, Natalie A.
Jean-François, Jacques
Surette, Marc E.
Gray, Christopher A.
Vogels, Christopher M.
Touaibia, Mohamed
Westcott, Stephen A.
author_facet Hébert, Martin J. G.
Flewelling, Andrew J.
Clark, Trevor N.
Levesque, Natalie A.
Jean-François, Jacques
Surette, Marc E.
Gray, Christopher A.
Vogels, Christopher M.
Touaibia, Mohamed
Westcott, Stephen A.
author_sort Hébert, Martin J. G.
collection PubMed
description Two novel boron compounds containing caffeic acid phenethyl ester (CAPE) derivatives have been prepared and characterized fully. These new compounds and CAPE have been investigated for potential antioxidant and antimicrobial properties and their ability to inhibit 5-lipoxygenase and whether chelation to boron improves their biological activity. Sodium salt 4 was generally more active than ammonium salt 5 in the biological assays and surpassed the radical scavenging ability of CAPE. Compounds 4 and 5 were more active than CAPE and Zileuton in human polymorphonuclear leukocytes. These results clearly show the effectiveness of the synthesized salts as transporter of CAPE.
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spelling pubmed-43653802015-04-01 Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester Hébert, Martin J. G. Flewelling, Andrew J. Clark, Trevor N. Levesque, Natalie A. Jean-François, Jacques Surette, Marc E. Gray, Christopher A. Vogels, Christopher M. Touaibia, Mohamed Westcott, Stephen A. Int J Med Chem Research Article Two novel boron compounds containing caffeic acid phenethyl ester (CAPE) derivatives have been prepared and characterized fully. These new compounds and CAPE have been investigated for potential antioxidant and antimicrobial properties and their ability to inhibit 5-lipoxygenase and whether chelation to boron improves their biological activity. Sodium salt 4 was generally more active than ammonium salt 5 in the biological assays and surpassed the radical scavenging ability of CAPE. Compounds 4 and 5 were more active than CAPE and Zileuton in human polymorphonuclear leukocytes. These results clearly show the effectiveness of the synthesized salts as transporter of CAPE. Hindawi Publishing Corporation 2015 2015-03-05 /pmc/articles/PMC4365380/ /pubmed/25834744 http://dx.doi.org/10.1155/2015/418362 Text en Copyright © 2015 Martin J. G. Hébert et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Hébert, Martin J. G.
Flewelling, Andrew J.
Clark, Trevor N.
Levesque, Natalie A.
Jean-François, Jacques
Surette, Marc E.
Gray, Christopher A.
Vogels, Christopher M.
Touaibia, Mohamed
Westcott, Stephen A.
Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
title Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
title_full Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
title_fullStr Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
title_full_unstemmed Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
title_short Synthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
title_sort synthesis and biological activity of arylspiroborate salts derived from caffeic acid phenethyl ester
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4365380/
https://www.ncbi.nlm.nih.gov/pubmed/25834744
http://dx.doi.org/10.1155/2015/418362
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