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Int J Med Chem. 2015;2015:418362. doi: 10.1155/2015/418362. Epub 2015 Mar 05.

Synthesis and biological activity of arylspiroborate salts derived from caffeic Acid phenethyl ester.

International journal of medicinal chemistry

Martin J G Hébert, Andrew J Flewelling, Trevor N Clark, Natalie A Levesque, Jacques Jean-François, Marc E Surette, Christopher A Gray, Christopher M Vogels, Mohamed Touaibia, Stephen A Westcott

Affiliations

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

PMID: 25834744 PMCID: PMC4365380 DOI: 10.1155/2015/418362

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.

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