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图罗辛 A,一种来自澳大利亚 的抗真菌线性多烯聚酮化合物

Turonicin A, an Antifungal Linear Polyene Polyketide from an Australian sp.

机构信息

Microbial Screening Technologies Pty. Ltd., Smithfield, NSW 2164, Australia.

School of Natural Sciences, Macquarie University, Sydney, NSW 2109, Australia.

出版信息

J Nat Prod. 2023 Aug 25;86(8):2054-2058. doi: 10.1021/acs.jnatprod.3c00144. Epub 2023 Aug 1.

Abstract

Turonicin A () was isolated from sp. MST-123921, which was recovered from soil collected on the banks of the Turon River in New South Wales, Australia. Turonicin A () is an amphoteric linear polyene polyketide featuring independent pentaene and tetraenone chromophores and is structurally related to linearmycins A-C (-). The structure of was determined by detailed spectroscopic analysis and comparison to literature data. Bioinformatic analysis of the linearmycin biosynthetic gene cluster also allowed the previously unresolved absolute stereostructures of - to be elucidated. Turonicin A () exhibited very potent activity against the fungi (MIC 0.0031 μg/mL, 2.7 nM) and (MIC 0.0008 μg/mL, 0.7 nM), moderate activity against the bacteria (MIC 0.097 μg/mL, 85 nM) and (MIC 0.39 μg/mL, 340 nM), and no cytotoxicity against human fibroblasts, making it an attractive candidate for further development as a potential next-generation antibiotic scaffold.

摘要

从澳大利亚新南威尔士州图伦河岸边采集的土壤中分离到的 sp. MST-123921 中分离出了图隆辛 A ()。图隆辛 A () 是一种两性线性聚烯聚酮,具有独立的戊烯和四烯酮发色团,与线性霉素 A-C (-) 在结构上有关。通过详细的光谱分析和与文献数据的比较确定了 的结构。对线形霉素生物合成基因簇的生物信息学分析也阐明了以前未解决的 - 的绝对立体结构。图隆辛 A () 对真菌 (MIC 0.0031 μg/mL,2.7 nM)和 (MIC 0.0008 μg/mL,0.7 nM)表现出很强的活性,对细菌 (MIC 0.097 μg/mL,85 nM)和 (MIC 0.39 μg/mL,340 nM)表现出中等活性,对人成纤维细胞没有细胞毒性,使其成为进一步开发为潜在下一代抗生素支架的有吸引力的候选药物。

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