Dactylomelatriol, a biogenetically intriguing omphalane-derived marine sesquiterpene.
Dactylomelatriol (1), obtained from the sea hare Aplysia dactylomela, is the first naturally occurring omphalane-derived sesquiterpene from the marine environment. From this species the known chamigrene and modified bisabolene sesquiterpenes 2-6 were also isolated. The structure and relative configuration of 1 were established by spectroscopic evidence. Its chemical structure is related to omphalic acid, the unique terrestrial-derived omphalane sesquiterpene isolated from a liverwort. A biogenetic route for this compound is proposed. The antimicrobial activities of compounds 1-6 were evaluated against a panel of microorganisms.
Instituto de Productos Naturales y Agrobiología (CSIC), Avenida Astrofísico F. Sánchez, 3, 38206 La Laguna, Tenerife, Spain.
Ana-R
AR
Díaz-Marrero
José M
JM
de la Rosa
Inmaculada
I
Brito
José
J
Darias
Mercedes
M
Cueto
D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001048:Aplysia / Q000737:chemistry*; D001409:Bacillus cereus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D005247:Feeding Behavior; D044722:Laurencia / Q000737:chemistry; D008386:Marine Biology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000890:Anti-Infective Agents; D012717:Sesquiterpenes; C570672:dactylomelatriol