title: Synthesis of cembranoid analogues and evaluation of their potential as quorum sensing inhibitors.
abstract: Natural cembranoids have shown Quorum Sensing Inhibitory (QSI) activity, but their structure-function interactions are not well understood. Thirty-four cembranoid analogues were synthesized using six natural cembranoids (1-6) previously isolated from the Colombian Caribbean octocorals Eunicea knighti and Pseudoplexaura flagellosa as lead compounds. The analogues (7-40) obtained through the selected chemical transformations were tested in vitro against the QS systems of a Chromobacterium violaceum biosensor. Half of the cembranoid analogues assayed showed superior QSI activity to the lead compounds; three (8, 13, and 18) displayed remarkable potency up to three times higher than the natural compounds. Thereby, we have synthesized a pool of cembranoid QS inhibitors that can be used in concert with natural compounds to develop antipathogenic drugs and antifouling agents.
authors.affiliation: Departamento de Química, Universidad Nacional de Colombia, AA 14490, Bogotá, Colombia.
authors.forename: Edisson
authors.initials: E
authors.lastname: Tello
authors.forename: Leonardo
authors.initials: L
authors.lastname: Castellanos
authors.forename: Carmenza
authors.initials: C
authors.lastname: Duque
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D017691:Caribbean Region; D002861:Chromobacterium / Q000187:drug effects* / Q000502:physiology; D004224:Diterpenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D053038:Quorum Sensing / Q000187:drug effects*
chemical_list: D000900:Anti-Bacterial Agents; D004224:Diterpenes