Isothiocyanate sesquiterpenes from a sponge of the genus axinyssa.
The chemical study of a sponge of the genus Axinyssa collected in the Gulf of California has led to the isolation of the new bicyclic sesquiterpenes axinisothiocyanates A-L ( 1- 12) together with the known compounds (1 R,6 S,7 S,10 S)-10-isothiocyanato-4-amorphene ( 13), (4 R*,5 R*,7 S*,10 R*)-4-isocyanoeudesm-11-ene, (-)-epipolasin A, and (+)-aristolone. The structures of the new metabolites have been established by spectroscopic techniques, including the analysis of pyridine-induced 1H NMR chemical shifts. The cytotoxic activity has been tested against three human tumor cell lines.
Zubía
Eva
E
Departamento de Química Orgánica, Facultad de Ciencias del Mar y Ambientales, Universidad de Cádiz, Apartado 40, 11510-Puerto Real (Cádiz), Spain. eva.zubia@uca.es
Ortega
María J
MJ
Hernández-Guerrero
Claudia J
CJ
Carballo
J Luis
JL
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002140:California; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D017879:Isothiocyanates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D009792:Oceans and Seas; D011161:Porifera / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000970:Antineoplastic Agents; D017879:Isothiocyanates; D012717:Sesquiterpenes; C037152:isothiocyanic acid