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J Agric Food Chem ; 69(50): 15175-15183, 2021 Dec 22.
Artigo em Inglês | MEDLINE | ID: mdl-34881573

RESUMO

Macrophomina phaseolina (M. phaseolina) is a crucial pathogenic fungus that can cause severe charcoal rot in economic crops and other plants. In this study, four new natural products, macrollins A-D, were discovered from M. phaseolina by the strategy of heterologous expression. To our knowledge, macrollins are the first reported polyketide-amino acid hybrids from the plant pathogen. Heterologous expression and in vitro reactions revealed a cytochrome P450 mono-oxygenase (MacC) catalyzing the hydroxylation at the ß-carbon of tetramic acid molecules, which is different from P450s leading to the ring expansion in the biosynthesis of fungal 2-pyridones. Phylogenetic analysis of P450s involved in the fungal polyketide-amino acid hybrids showed that MacC was not classified in any known clades. The putative oxidative mechanisms of the P450s and the biosynthetic pathway of macrollins were also proposed.


Assuntos
Ascomicetos/enzimologia , Sistema Enzimático do Citocromo P-450/metabolismo , Pirrolidinonas/metabolismo , Sistema Enzimático do Citocromo P-450/genética , Filogenia , Doenças das Plantas/microbiologia
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