Isocyanide terpene metabolites of Phyllidiella pustulosa, a nudibranch from the South China Sea.
A series of isocyanides, compounds 4-11, including diterpenes never before found in Phyllidiid nudibranchs, have been isolated from a Chinese population of the nudibranch Phyllidiella pustulosa. Three new sesquiterpenes (8, 10, and 11), with eudesmane, guaiane, and bisabolane skeletons, respectively, have been characterized by spectral methods and chemical comparison with known related molecules. The absolute stereochemistry of the major metabolite, the isocyanide 8, an enantiomer of the known sponge metabolite stylotelline (12), has also been determined.
Manzo
Emiliano
E
Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli, Italy. emanzo@icmib.na.cnr.it
Ciavatta
M Letizia
ML
Gavagnin
Margherita
M
Mollo
Ernesto
E
Guo
Yue-Wei
YW
Cimino
Guido
G
D000818:Animals; D003486:Cyanides / Q000737:chemistry / Q000302:isolation & purification*; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry*; D009792:Oceans and Seas; D045787:Sesquiterpenes, Eudesmane / Q000737:chemistry / Q000302:isolation & purification*
D003486:Cyanides; D004224:Diterpenes; D045787:Sesquiterpenes, Eudesmane