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International Journal of Medicinal Chemistry
Volume 2015 (2015), Article ID 418362, 9 pages
http://dx.doi.org/10.1155/2015/418362
Research Article

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

1Department of Chemistry and Biochemistry, Université de Moncton, Moncton, NB, Canada E1A 3E9
2Department of Biology, University of New Brunswick, Saint John, NB, Canada E2L 4L5
3Department of Chemistry, University of New Brunswick, Fredericton, NB, Canada E3B 5A3
4Department of Chemistry and Biochemistry, Mount Allison University, Sackville, NB, Canada E4L 1G8

Received 27 October 2014; Revised 27 January 2015; Accepted 7 February 2015

Academic Editor: Patrick Bednarski

Copyright © 2015 Martin J. G. Hébert et al. 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.

Abstract

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.