Synthesis and antimicrobial activity of brominated resorcinol dimers

Elise Bouthenet; Ki-Bong Oh; Seungil Park; Navjeet K Nagi; Hyi-Seung Lee; Susan E Matthews

doi:10.1016/j.bmcl.2011.09.072

Synthesis and antimicrobial activity of brominated resorcinol dimers

Bioorg Med Chem Lett. 2011 Dec 1;21(23):7142-5. doi: 10.1016/j.bmcl.2011.09.072. Epub 2011 Sep 24.

Authors

Elise Bouthenet¹, Ki-Bong Oh, Seungil Park, Navjeet K Nagi, Hyi-Seung Lee, Susan E Matthews

Affiliation

¹ School of Pharmacy, University of East Anglia, Norwich, United Kingdom.

PMID: 22001028
DOI: 10.1016/j.bmcl.2011.09.072

Abstract

Dibrominated resorcinol dimers were synthesized by reaction of 4-bromoresorcinol with aldehydes under reflux in ethanol in the presence of HCl. Subsequent dehalogenation yielded the corresponding monobrominated compounds and a fully dehalogenated dimer. Of the dimers, 6,6'-((4-hydroxyphenyl)methylene)bis(4-bromobenzene-1,3-diol) (4) displayed potent antibacterial activity and inhibitory activity against isocitrate lyase Candida albicans.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / pharmacology*
Antifungal Agents / chemical synthesis*
Antifungal Agents / pharmacology*
Candida albicans / drug effects*
Candida albicans / enzymology
Dimerization
Halogenation
Inhibitory Concentration 50
Isocitrate Lyase / antagonists & inhibitors
Microbial Sensitivity Tests
Molecular Structure
Resorcinols / chemical synthesis*
Resorcinols / chemistry*
Resorcinols / pharmacology*

Substances

6,6'-((4-hydroxyphenyl)methylene)bis(4-bromobenzene-1,3-diol)
Anti-Bacterial Agents
Antifungal Agents
Resorcinols
Isocitrate Lyase
resorcinol