Dihydroisatropolone C from Streptomyces and Its Implication in Tropolone-Ring Construction for Isatropolone Biosynthesis.

ABSTRACT: 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 (H₂ITC) 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, H₂ITC can be oxidized spontaneously to isatropolone C (ITC), suggesting H₂ITC is the physiological precursor of ITC. Characterization of H₂ITC makes us propose dihydrotropolone-ring construction in the biosynthesis of isatropolones.

SUBMITTER: Liu J 

PROVIDER: S-EPMC9099902 | biostudies-literature | 2022 Apr

REPOSITORIES: biostudies-literature