Metabolic Blockade-Based Genome Mining of Saccharopolyspora erythraea SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds,Organic Letters

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Metabolic Blockade-Based Genome Mining of Saccharopolyspora erythraea SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-20 , DOI: 10.1021/acs.orglett.4c04491
Kunlong Li, Hongjie Zhu, Changli Sun, Ge Tian, Xuan Ma, Pachaiyappan Saravana Kumar, Xiang Weng, Hu Yang, Runping Fang, Weilong Liu, Zhuo Shang, Junying Ma, Jianhua Ju

Metabolic blockade-based genome mining of the marine sediment-derived Saccharopolyspora erythraea SCSIO 07745 led to the discovery of 11 novel aminoquinolinone alkaloids, oxazoquinolinones A–J (1–10), characterized by an oxazolidone[3,2-α]quinoline-5,8-dione scaffold, and oxazoquinolinone K (11), featuring an unprecedented fused 6/6/6/5 tetracyclic core ring system. Additionally, 5 new biosynthetic intermediates or shunt products (12–16) and a known metabolite sannanine (17) were identified. Their structures were elucidated by extensive spectroscopic analyses and a comparison of electronic circular dichroism and single-crystal X-ray diffraction. On the basis of the functional gene analyses and structures of the intermediates or shunt products, plausible biosynthetic pathways for compounds 1–17 were proposed. Additionally, oxazoquinolinone K (11) obviously inhibited cell invasion of human glioma cell line LN229 cells at 10 μM.

更新日期：2024-12-20

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