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


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.

SUBMITTER: Hebert MJ 

PROVIDER: S-EPMC4365380 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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

Hébert Martin J G MJ   Flewelling Andrew J AJ   Clark Trevor N TN   Levesque Natalie A NA   Jean-François Jacques J   Surette Marc E ME   Gray Christopher A CA   Vogels Christopher M CM   Touaibia Mohamed M   Westcott Stephen A SA  

International journal of medicinal chemistry 20150305


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 a  ...[more]

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