Novel nonadride, heptadride and maleic acid metabolites from the byssochlamic acid producer Byssochlamys fulva IMI 40021 - an insight into the biosynthesis of maleidrides.
Chem Commun (Camb)
; 51(96): 17088-91, 2015 Dec 14.
Article
em En
| MEDLINE
| ID: mdl-26452099
ABSTRACT
The filamentous fungus Byssochlamys fulva strain IMI 40021 produces (+)-byssochlamic acid 1, its novel dihydroanalogue 2 and four related secondary metabolites. Agnestadrides A, 17 and B, 18 constitute a novel class of seven-membered ring, maleic anhydride-containing (hence termed heptadride) natural products. The putative maleic anhydride precursor 5 for both nonadride and heptadride biosynthesis was isolated as a fermentation product for the first time and its structure confirmed by synthesis. Acid 5 undergoes facile decarboxylation to anhydride 6. The generic term maleidrides is proposed to encompass biosynthetically-related compounds containing maleic anhydride moieties fused to an alicyclic ring, varying in size and substituents.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Byssochlamys
/
Furanos
/
Maleatos
/
Anidridos Maleicos
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article