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Synthesis and Screening of an Oroidin Library against Pseudomonas aeruginosa Biofilms
Author(s) -
Richards Justin J.,
Ballard T. Eric,
Huigens Robert W.,
Melander Christian
Publication year - 2008
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200700774
Subject(s) - biofilm , pseudomonas aeruginosa , natural product , biological activity , chemistry , combinatorial chemistry , pseudomonas , microbiology and biotechnology , structure–activity relationship , bacteria , stereochemistry , computational biology , biochemistry , biology , in vitro , genetics
A 50‐compound library based on the marine natural product oroidin was synthesized and assayed for anti‐biofilm activity against PAO1 and PA14, two strains of the medically relevant γ‐proteobacterium Pseudomonas aeruginosa . Through structure–activity relationship (SAR) analysis of analogues based on the oroidin template, several conclusions can be drawn as to what structural properties of the synthetic derivatives are necessary to elicit a biological response. Notably, the most active analogues identified were those that contained a 2‐aminoimidazole (2‐AI) motif and a dibrominated pyrrolecarboxamide subunit. Here we disclose the synthesis and subsequently determined biological activity of this unique class of compounds as inhibitors of biofilm formation that have no direct antibiotic effect.