Brevianes Revisited

Statistics
Metrics and citations
Share
Metadata
Show full item recordDate
2014-03Department
Química OrgánicaSource
Chem. Rev. 2014, 114, 2717−2732Abstract
Breviones are a new family of secondary metabolites that were originally isolated from the New Zealand endemic fungus Penicillium brevicompactum var. Dierckx. These compounds are generally characterized by a new carbon skeleton, known as breviane, which that has three possible structural variations, such as breviane, abeo-breviane, and abeo-norbreviane. Brevianes present a basic diterpenic tricyclic core that is mevalonic in origin and is similar to that of perhydrophenanthrene. The core bears four methyl groups at positions C4, C8, C10, and C13 and has defined stereochemistry at positions C5, C8, C9, C10, and C14. The C1'-C7' side chain has been proposed to have a polyketide biosynthetic origin and is joined to the diterpenic moiety through carbons C2'-C15'. The cyclization and lactonization of this part of the molecule leads to the characteristic breviane spiranic ring fused to the α-pyrone.
Subjects
synthesis; bioactivity; biogenetic pathway; carbon skeleton; lactonization; polyketides; secondary metabolitesCollections
- Artículos Científicos [4821]
- Artículos Científicos INBIO [264]
- Articulos Científicos Quim. Org. [174]