RT journal article
T1 Brevianes Revisited
A1 Macías Domínguez, Francisco Antonio
A1 Carrera Fernández, Ceferino Adrián
A1 G. Galindo, Juan C.
A2 Química Orgánica
K1 synthesis
K1 bioactivity
K1 biogenetic pathway
K1 carbon skeleton
K1 lactonization
K1 polyketides
K1 secondary metabolites
AB 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.
PB Chemical Reviews
YR 2014
FD 2014-03
LK http://hdl.handle.net/10498/20303
UL http://hdl.handle.net/10498/20303
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 06-nov-2026