Naphpyrones A–H, Antibacterial Aromatic Polyketides Isolated from the Streptomyces coelicolor A3(2)/spi1 ΔspiH3

IF 5.7 1区 农林科学 Q1 AGRICULTURE, MULTIDISCIPLINARY
Xiaofei Huang, Xiao Xu, Luning Zhou, Chuanteng Ma, Wenxue Wang, Chen Li, Jiaxiang Wang, Guojian Zhang, Dehai Li, Qian Che, Tianjiao Zhu
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引用次数: 0

Abstract

Staphylococcus aureus, a common foodborne pathogen, has a close association with agriculture and food. With the rapid emergence and widespread dissemination of antimicrobial resistance, efforts have been directed toward developing and studying new antimicrobial compounds to inhibit the growth of S. aureus and other foodborne pathogens, thereby preventing contamination and ensuring food safety. Herein, we reported eight new aromatic polyketides, naphpyrones A–H (18), from the heterologous expression strain Streptomyces coelicolor A3(2)/spi1 ΔspiH3. Their structures and absolute configurations were elucidated by extensive NMR, MS, theoretical NMR calculations, DP4+ probability analysis, Mosher’s method, and ECD analyses. Notably, naphpyrone A (1) featured an unprecedented 6/6/6/6/5 neocyclic skeleton. Bioactivity evaluation revealed that compounds 1 and 2 exhibited antibacterial activity against S. aureus, with MIC values of 1 μg/mL and 4 μg/mL, respectively. These findings highlight the potential for screening and developing therapeutic agents from actinomycetes-derived aromatic polyketides against food pathogens.

Abstract Image

金黄色葡萄球菌是一种常见的食源性病原体,与农业和食品有着密切的关系。随着抗菌药耐药性的迅速出现和广泛传播,人们开始致力于开发和研究新的抗菌化合物,以抑制金黄色葡萄球菌和其他食源性病原体的生长,从而防止污染,确保食品安全。在此,我们报告了来自异源表达菌株 Streptomyces coelicolor A3(2)/spi1 ΔspiH3的八种新的芳香族多酮化合物--萘吡喃酮 A-H(1-8)。通过大量的 NMR、MS、理论 NMR 计算、DP4+ 概率分析、Mosher 方法和 ECD 分析,阐明了它们的结构和绝对构型。值得注意的是,萘吡喃酮 A(1)具有前所未有的 6/6/6/6/5 新环骨架。生物活性评估显示,化合物 1 和 2 对金黄色葡萄球菌具有抗菌活性,MIC 值分别为 1 μg/mL 和 4 μg/mL。这些发现凸显了从放线菌衍生的芳香族多酮中筛选和开发针对食品病原体的治疗药物的潜力。
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来源期刊
Journal of Agricultural and Food Chemistry
Journal of Agricultural and Food Chemistry 农林科学-农业综合
CiteScore
9.90
自引率
8.20%
发文量
1375
审稿时长
2.3 months
期刊介绍: The Journal of Agricultural and Food Chemistry publishes high-quality, cutting edge original research representing complete studies and research advances dealing with the chemistry and biochemistry of agriculture and food. The Journal also encourages papers with chemistry and/or biochemistry as a major component combined with biological/sensory/nutritional/toxicological evaluation related to agriculture and/or food.
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