Genome-based mining of new antimicrobial meroterpenoids from the phytopathogenic fungus Bipolaris sorokiniana strain 11134.
Appl Microbiol Biotechnol
; 104(9): 3835-3846, 2020 May.
Article
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| MEDLINE
| ID: mdl-32215711
ABSTRACT
Polyketide-terpenoid hybrid compounds are one of the largest families of meroterpenoids, with great potential for drug development for resistant pathogens. Genome sequence analysis of secondary metabolite gene clusters of a phytopathogenic fungus, Bipolaris sorokiniana 11134, revealed a type I polyketide gene cluster, consisting of highly reducing polyketide synthase, non-reducing polyketide synthase, and adjacent prenyltransferase. MS- and UV-guided isolations led to the isolation of ten meroterpenoids, including two new compounds 19-dehydroxyl-3-epi-arthripenoid A (1) and 12-keto-cochlioquinone A (2). The structures of 1-10 were elucidated by the analysis of NMR and high-resolution electrospray ionization mass spectroscopy data. Compounds 5-8 and 10 showed moderate activity against common Staphylococcus aureus and methicillin-resistant S. aureus, with minimum inhibitory concentration (MIC) values of 12.5-100 µg/mL. Compound 5 also exhibited activity against four clinical resistant S. aureus strains and synergistic antifungal activity against Candida albicans with MIC values of 12.5-25 µg/mL. The biosynthetic gene cluster of the isolated compounds and their putative biosynthetic pathway are also proposed. KEY POINTS ⢠Ten meroterpenoids were identified from B. sorokiniana, including two new compounds. ⢠Cochlioquinone B (5) showed activity against MRSA and synergistic activity against C. albicans. ⢠The biosynthetic gene cluster and biosynthetic pathway of meroterpenoids are proposed. ⢠Genome mining provided a new direction to uncover the diversity of meroterpenoids.
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MEDLINE
Asunto principal:
Terpenos
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Genoma Fúngico
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Policétidos
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Bipolaris
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Antibacterianos
Idioma:
En
Año:
2020
Tipo del documento:
Article