Open AccessSynthesis and Biological Activity of Arylspiroborate Salts Derived from Caffeic Acid Phenethyl Ester
Author(s) -
Martin Hébert,
Andrew J. Flewelling,
Trevor N. Clark,
Natalie A. Levesque,
Jacques JeanFrançois,
Marc E. Surette,
Christopher A. Gray,
Christopher M. Vogels,
Mohamed Touaibia,
Stephen A. Westcott
Publication year - 2015
Publication title -
international journal of medicinal chemistry
Language(s) - English
Resource type - Journals
eISSN - 2090-2069
pISSN - 2090-2077
DOI - 10.1155/2015/418362
Subject(s) - caffeic acid phenethyl ester , chemistry , antioxidant , caffeic acid , biological activity , salt (chemistry) , antimicrobial , sodium salt , zileuton , lipoxygenase , chelation , biochemistry , organic chemistry , in vitro , enzyme , arachidonate 5 lipoxygenase , inorganic chemistry , arachidonic acid
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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