Biosynthetic evidence supporting the generation of terpene chemodiversity in marine mollusks of the genus Doriopsilla.
This paper reports the study of terpene biosynthesis in the marine nudibranch Doriopsilla pelseneeri. In vivo feeding experiments with 13C-glucose proved the de novo origin of the terpene metabolites via a mevalonate pathway. Characterization of the stereochemical relationship of the new acetyl pelseneeriols (7 and 8) suggests a two-step mechanism for the sesquiterpene cyclization, leading to a slight refinement of terpene tailoring in this family of marine invertebrates.
Gaspar
Helena
H
Instituto Nacional de Engenharia, Tecnologia e Inovacao (INETI), Estrada do Paco do Lumiar, Edificio F, 1649-038 Lisboa, Portugal.
Cutignano
Adele
A
Ferreira
Teodora
T
Calado
Gonçalo
G
Cimino
Guido
G
Fontana
Angelo
A
D000818:Animals; D008386:Marine Biology; D008798:Mevalonic Acid / Q000378:metabolism; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry*; D009792:Oceans and Seas; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification*
D012717:Sesquiterpenes; D013729:Terpenes; C534629:acetylpelseneeriol-1; C534630:acetylpelseneeriol-2; D008798:Mevalonic Acid