AI Article Synopsis
- * CM is primarily used in China to treat bacterial infections, and its simple structure makes it suitable for modifications to enhance its antibacterial effectiveness.
- * Researchers identified a natural analogue of CM, called 3-demethylchuangxinmycin (DCM), which shows significantly weaker antibacterial activity, shedding light on the structure-activity relationship important for understanding CM's biosynthesis.
Article Abstract
Chuangxinmycin (CM) from Actinoplanes tsinanensis was an antibiotic discovered by Chinese scientists about 40 years ago. It contains a new heterocyclic system of indole fused with dihydrothiopyran, whose biosynthetic mechanism remains unclear. CM is used as an oral medicine in the treatment of bacterial infections in China. The simple structure makes CM as an attractive candidate of structure modification for improvement of antibacterial activity. Recently, we analyzed the secondary metabolites of Actinoplanes tsinanensis CPCC 200056, a CM producing strain, as a natural CM analogue. We discovered the first natural CM analogue 3-demethylchuangxinmycin (DCM) as a new natural product. Compared to CM, DCM exhibited a much weaker activity in the inhibition of the bacterial strains tested. The finding provides valuable information for the structure-activity relationship in the biosynthesis of CM.
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Iterative Methylation Leads to 3-Methylchuangxinmycin Production in CPCC 200056.
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A new congener of chuangxinmycin (CM) was identified from CPCC 200056. Its structure was determined as 3-methylchuangxinmycin (MCM) by 1D and 2D NMR. MCM could be generated from CM by heterologous expression of the vitamin B-dependent radical SAM enzyme CxnA/A responsible for methylation of 3-demethylchuangxinmycin (DCM) in CM biosynthesis, indicating that CxnA/A could perform iterative methylation for MCM production.
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Chuangxinmycin is an antibiotic isolated from CPCC 200056 in the 1970s with a novel indole-dihydrothiopyran heterocyclic skeleton. Chuangxinmycin showed antibacterial activity and efficacy in mouse infection models as well as preliminary clinical trials. But the biosynthetic pathway of chuangxinmycin has been obscure since its discovery.
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Suzhou Institute of Shandong Universityand Shandong University-Helmholtz Joint Institute of Biotechnology, State Key Laboratory of Microbial Technology, School of Life Science , Shandong University, People's Republic of China.
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View Article and Find Full Text PDFArticle Synopsis
- * CM is primarily used in China to treat bacterial infections, and its simple structure makes it suitable for modifications to enhance its antibacterial effectiveness.
- * Researchers identified a natural analogue of CM, called 3-demethylchuangxinmycin (DCM), which shows significantly weaker antibacterial activity, shedding light on the structure-activity relationship important for understanding CM's biosynthesis.
A new antibiotic, designated Chuangxinmycin and produced by a new species of microorganism Actinoplanes tsinanensis n. sp., has been isolated in crystalline form.
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