Synthesis of 11,12-epoxydrim-8,12-en-11-ol, 11,12-diacetoxydrimane, and warburganal from (-)-sclareol.
The first syntheses are reported for recently isolated drimanes 11, 12-epoxydrim-8,12-en-11-ol (2) and 11,12-diacetoxydrimane (3), from (-)-sclareol (1). Furthermore, two efficient new routes to the potent bioactive warburganal (4) starting also from 1 are described.
Barrero
A F
AF
Departamento de Química Orgánica, Instituto de Biotecnología, Facultad de Ciencias, Universidad de Granada, Campus Fuentenueva s/n, 18071-Granada, Spain. afbarre@goliat.ugr.es
Cortés
M
M
Manzaneda
E A
EA
Cabrera
E
E
Chahboun
R
R
Lara
M
M
Rivas
A R
AR
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
C402906:11,12-diacetoxydrimane; C402905:11,12-epoxydrim-8,12-en-11-ol; D000970:Antineoplastic Agents; D001572:Benzofurans; D004224:Diterpenes; D009281:Naphthalenes; D012717:Sesquiterpenes; C037080:warburganal; C070760:sclareol