Disruption in quorum-sensing systems and bacterial biofilm inhibition by cembranoid diterpenes isolated from the octocoral Eunicea knighti.
Three new cembranoid diterpenes, knightine (1), 11(R)-hydroxy-12(20)-en-knightal (2), and 11(R)-hydroxy-12(20)-en-knightol acetate (3), were isolated as minor constituents of the Caribbean gorgonian Eunicea knighti, along with the known cembranoids 4-8. The stereostructures of the new compounds were determined by detailed spectroscopic analyses and a combination of chemical transformations and modified Mosher's methods. All isolated cembranoids were tested against fouling using a quorum-sensing inhibition (QSI) assay and a biofilm inhibition test. Compounds 2, 3, and 6 disrupted QS systems at lower concentrations than kojic acid and Cu(2)O, and in most cases cembranoids 1-8 showed bacterial biofilm inhibition at lower concentrations than kojic acid.
Departamento de Química, Universidad Nacional de Colombia, AA 14490, Bogotá, Colombia.
Edisson
E
Tello
Leonardo
L
Castellanos
Catalina
C
Arévalo-Ferro
Carmenza
C
Duque
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D018441:Biofilms / Q000187:drug effects*; D017691:Caribbean Region; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D011753:Pyrones / Q000494:pharmacology; D053038:Quorum Sensing / Q000187:drug effects*; D013211:Staphylococcus aureus / Q000187:drug effects; D013237:Stereoisomerism; D014733:Vibrio / Q000187:drug effects
D004224:Diterpenes; D011753:Pyrones; C544279:knightal; C544280:knightol acetate; C011890:kojic acid