Metabolic Blockade-Based Genome Mining of SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds.
Fuente:
PubMed
Gespeichert in:
| Hauptverfasser: | , , , , , , , , , , , , |
|---|---|
| Format: | Artículo científico |
| Sprache: | en |
| Veröffentlicht: |
Organic letters
2025
|
| Schlagworte: | |
| Online-Zugang: | |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| _version_ | 1868266265804537857 |
|---|---|
| author | Li, Kunlong Zhu, Hongjie Sun, Changli Tian, Ge Ma, Xuan Saravana Kumar, Pachaiyappan Weng, Xiang Yang, Hu Fang, Runping Liu, Weilong Shang, Zhuo Ma, Junying Ju, Jianhua |
| author_facet | Li, Kunlong Zhu, Hongjie Sun, Changli Tian, Ge Ma, Xuan Saravana Kumar, Pachaiyappan Weng, Xiang Yang, Hu Fang, Runping Liu, Weilong Shang, Zhuo Ma, Junying Ju, Jianhua Li, Kunlong Zhu, Hongjie Sun, Changli Tian, Ge Ma, Xuan Saravana Kumar, Pachaiyappan Weng, Xiang Yang, Hu Fang, Runping Liu, Weilong Shang, Zhuo Ma, Junying Ju, Jianhua |
| collection | PubMed - marine biology |
| contents | Metabolic Blockade-Based Genome Mining of SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds. Li, Kunlong Zhu, Hongjie Sun, Changli Tian, Ge Ma, Xuan Saravana Kumar, Pachaiyappan Weng, Xiang Yang, Hu Fang, Runping Liu, Weilong Shang, Zhuo Ma, Junying Ju, Jianhua Alkaloids Saccharopolyspora Molecular Structure Quinolones Humans Biosynthetic Pathways Antineoplastic Agents Cell Line, Tumor Drug Screening Assays, Antitumor Metabolic blockade-based genome mining of the marine sediment-derived SCSIO 07745 led to the discovery of 11 novel aminoquinolinone alkaloids, oxazoquinolinones A-J (-), characterized by an oxazolidone[3,2-α]quinoline-5,8-dione scaffold, and oxazoquinolinone K (), featuring an unprecedented fused 6/6/6/5 tetracyclic core ring system. Additionally, 5 new biosynthetic intermediates or shunt products (-) and a known metabolite sannanine () 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 - were proposed. Additionally, oxazoquinolinone K () obviously inhibited cell invasion of human glioma cell line LN229 cells at 10 μM. |
| format | Artículo científico |
| id | pubmed_39705017 |
| institution | PubMed |
| language | en |
| publishDate | 2025 |
| publisher | Organic letters |
| record_format | pubmed |
| spellingShingle | Metabolic Blockade-Based Genome Mining of SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds. Li, Kunlong Zhu, Hongjie Sun, Changli Tian, Ge Ma, Xuan Saravana Kumar, Pachaiyappan Weng, Xiang Yang, Hu Fang, Runping Liu, Weilong Shang, Zhuo Ma, Junying Ju, Jianhua Alkaloids Saccharopolyspora Molecular Structure Quinolones Humans Biosynthetic Pathways Antineoplastic Agents Cell Line, Tumor Drug Screening Assays, Antitumor Metabolic Blockade-Based Genome Mining of SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds. Li, Kunlong Zhu, Hongjie Sun, Changli Tian, Ge Ma, Xuan Saravana Kumar, Pachaiyappan Weng, Xiang Yang, Hu Fang, Runping Liu, Weilong Shang, Zhuo Ma, Junying Ju, Jianhua Alkaloids Saccharopolyspora Molecular Structure Quinolones Humans Biosynthetic Pathways Antineoplastic Agents Cell Line, Tumor Drug Screening Assays, Antitumor Metabolic blockade-based genome mining of the marine sediment-derived SCSIO 07745 led to the discovery of 11 novel aminoquinolinone alkaloids, oxazoquinolinones A-J (-), characterized by an oxazolidone[3,2-α]quinoline-5,8-dione scaffold, and oxazoquinolinone K (), featuring an unprecedented fused 6/6/6/5 tetracyclic core ring system. Additionally, 5 new biosynthetic intermediates or shunt products (-) and a known metabolite sannanine () 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 - were proposed. Additionally, oxazoquinolinone K () obviously inhibited cell invasion of human glioma cell line LN229 cells at 10 μM. |
| title | Metabolic Blockade-Based Genome Mining of SCSIO 07745: Discovery and Biosynthetic Pathway of Aminoquinolinone Alkaloids Bearing 6/6/5 Tricyclic and 6/6/6/5 Tetracyclic Scaffolds. |
| topic | Alkaloids Saccharopolyspora Molecular Structure Quinolones Humans Biosynthetic Pathways Antineoplastic Agents Cell Line, Tumor Drug Screening Assays, Antitumor |
| url | https://pubmed.ncbi.nlm.nih.gov/39705017/ |