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Dihydroisatropolone C from Streptomyces and Its Implication in Tropolone-Ring Construction for Isatropolone Biosynthesis
Isatropolones/isarubrolones are actinomycete secondary metabolites featuring a tropolone-ring in their structures. From the isatropolone/isarubrolone producer Streptomyces sp. CPCC 204095, 7,12-dihydroisatropolone C (H(2)ITC) is discovered and identified as a mixture of two interchangeable diastereo...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9099902/ https://www.ncbi.nlm.nih.gov/pubmed/35566231 http://dx.doi.org/10.3390/molecules27092882 |
Sumario: | Isatropolones/isarubrolones are actinomycete secondary metabolites featuring a tropolone-ring in their structures. From the isatropolone/isarubrolone producer Streptomyces sp. CPCC 204095, 7,12-dihydroisatropolone C (H(2)ITC) is discovered and identified as a mixture of two interchangeable diastereomers differing in the C-6 configuration. As a major metabolite in the mycelial growth period of Streptomyces sp. CPCC 204095, H(2)ITC can be oxidized spontaneously to isatropolone C (ITC), suggesting H(2)ITC is the physiological precursor of ITC. Characterization of H(2)ITC makes us propose dihydrotropolone-ring construction in the biosynthesis of isatropolones. |
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