Amide isosteres of oroidin: assessment of antibiofilm activity and C. elegans toxicity.
The synthesis and antibiofilm activities of sulfonamide, urea, and thiourea oroidin analogues are described. The most active derivative was able to selectively inhibit P. aeruginosa biofilm development and is also shown to be nontoxic upward of 1 mM to the development of C. elegans in comparison to other similar isosteric analogues and the natural product oroidin.
Richards
Justin J
JJ
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, USA.
Reyes
Samuel
S
Stowe
Sean D
SD
Tucker
Ashley T
AT
Ballard
T Eric
TE
Mathies
Laura D
LD
Cavanagh
John
J
Melander
Christian
C
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D018441:Biofilms / Q000187:drug effects*; D017173:Caenorhabditis elegans / Q000187:drug effects*; D011550:Pseudomonas aeruginosa / Q000187:drug effects* / Q000502:physiology; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology; D013890:Thiourea / Q000138:chemical synthesis / Q000494:pharmacology; D014508:Urea / Q000138:chemical synthesis / Q000494:pharmacology
D000577:Amides; D000900:Anti-Bacterial Agents; D011758:Pyrroles; D013449:Sulfonamides; D014508:Urea; D013890:Thiourea; C077209:oroidin