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J Nat Prod ; 66(10): 1382-3, 2003 Oct.
Article in English | MEDLINE | ID: mdl-14575442

ABSTRACT

An efficient and highly stereoselective synthesis of cytotoxic 8-epipuupehedione (1b) was achieved starting from natural (-)-drimenol (6). The key step to obtain stereoselectivity was the simultaneous demethylation and oxidation of the dihydrobenzopyran methoxy derivatives 10a and 10b.


Subject(s)
Antineoplastic Agents/isolation & purification , Terpenes/isolation & purification , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cyclization , Drug Screening Assays, Antitumor , Molecular Structure , Oxidation-Reduction , Polycyclic Sesquiterpenes , Porifera/chemistry , Stereoisomerism , Terpenes/chemistry , Terpenes/pharmacology , Tumor Cells, Cultured/drug effects
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