Concise Biosynthesis of Phenylfuropyridones in Fungi.
Angew Chem Int Ed Engl
; 59(45): 19889-19893, 2020 11 02.
Article
em En
| MEDLINE
| ID: mdl-32779306
ABSTRACT
Phenylfuropyridone natural products from fungi exhibit a range of antibacterial and cytotoxicity activities, and can potentiate azole antifungal compounds. We elucidated the biosynthetic pathway of compounds in the citridone family through heterologous reconstitution of the pfp pathway. We demonstrate that multiple members of this family can be accessed from a reactive ortho-quinone methide (o-QM) intermediate through electrocyclization, cycloisomerization, or conjugate addition. Formation of the quaternary carbon center in citridoneâ
B is catalyzed by an epoxide-forming P450 enzyme, followed by carbon skeletal rearrangement. Our results showcase how nature harvests the reactivities of an o-QM intermediate to biosynthesize complex natural products.
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Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Piridonas
/
Fungos
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article