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Diels-Alder cycloaddition approach to puupehenone-related metabolites: synthesis of the potent angiogenesis inhibitor 8-epipuupehedione.
Alvarez-Manzaneda, E J; Chahboun, R; Cabrera, E; Alvarez, E; Haidour, A; Ramos, J M; Alvarez-Manzaneda, R; Hmamouchi, M; Bouanou, H.
J Org Chem ; 72(9): 3332-9, 2007 Apr 27.
Article in English | MEDLINE | ID: mdl-17388632

ABSTRACT

A new synthetic strategy toward puupehenone-related bioactive metabolites from sclareol oxide, based on a Diels-Alder cycloaddition approach, is described. Utilizing this, marine ent-chromazonarol and the potent angiogenesis inhibitor 8-epipuupehedione have been synthesized.


Subject(s)
Angiogenesis Inhibitors/chemical synthesis , Chemistry, Organic/methods , Sesquiterpenes/metabolism , Terpenes/chemical synthesis , Xanthones/metabolism , Angiogenesis Inhibitors/chemistry , Sesquiterpenes/chemistry , Terpenes/chemistry , Xanthenes/chemical synthesis , Xanthones/chemistry
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