NHC Key Laboratory of Biotechnology of Antibiotics, CAMS Key Laboratory of Synthetic Biology for Drug Innovation, Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences & Peking Union Medical College, Tiantan Xili, Beijing 100050, China.
Molecules. 2022 Apr 30;27(9):2882. doi: 10.3390/molecules27092882.
Isatropolones/isarubrolones are actinomycete secondary metabolites featuring a tropolone-ring in their structures. From the isatropolone/isarubrolone producer sp. CPCC 204095, 7,12-dihydroisatropolone C (HITC) 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 sp. CPCC 204095, HITC can be oxidized spontaneously to isatropolone C (ITC), suggesting HITC is the physiological precursor of ITC. Characterization of HITC makes us propose dihydrotropolone-ring construction in the biosynthesis of isatropolones.
异茨醇酮/异红没药醇酮是放线菌的次级代谢产物，其结构中具有三酮环。从异茨醇酮/异红没药醇酮的产生菌 sp. CPCC 204095 中发现并鉴定了 7,12-二氢异茨醇酮 C（HITC），它是两种可互换的非对映异构体的混合物，其区别在于 C-6 构型。作为 sp. CPCC 204095 丝状生长阶段的主要代谢产物，HITC 可以自发氧化为异茨醇酮 C（ITC），这表明 HITC 是 ITC 的生理前体。HITC 的特性使我们提出在异茨醇酮的生物合成中存在二氢三酮环的构建。
