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10-羟基铁屎米-6-酮酯衍生物作为潜在抗菌剂的合成与评价

Synthesis and Evaluation of Ester Derivatives of 10-Hydroxycanthin-6-one as Potential Antimicrobial Agents.

作者信息

Zhao Fei, Dai Jiang-Kun, Liu Dan, Wang Shi-Jun, Wang Jun-Ru

机构信息

College of Science, Northwest A & F University, Yangling 712100, China.

出版信息

Molecules. 2016 Mar 21;21(3):390. doi: 10.3390/molecules21030390.

DOI:10.3390/molecules21030390
PMID:27007362
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6272828/
Abstract

As part of our continuing research on canthin-6-one antimicrobial agents, a new series of ester derivatives of 10-hydroxycanthin-6-one were synthesized using a simple and effective synthetic route. The structure of each compound was characterized by NMR, ESI-MS, FT-IR, UV, and elemental analysis. The antimicrobial activity of these compounds against three phytopathogenic fungi (Alternaria solani, Fusarium graminearum, and Fusarium solani) and four bacteria (Bacillus cereus, Bacillus subtilis, Ralstonia solanacearum, and Pseudomonas syringae) were evaluated using the mycelium linear growth rate method and micro-broth dilution method, respectively. The structure-activity relationship is discussed. Of the tested compounds, 4 and 7s displayed significant antifungal activity against F. graminearum, with inhibition rates of 100% at a concentration of 50 μg/mL. Compounds 5, 7s, and 7t showed the best inhibitory activity against all the tested bacteria, with minimum inhibitory concentrations (MICs) between 3.91 and 31.25 μg/mL. Thus, 7s emerged as a promising lead compound for the development of novel canthine-6-one antimicrobial agents.

摘要

作为我们对铁屎米-6-酮抗菌剂持续研究的一部分，采用简单有效的合成路线合成了一系列新型的10-羟基铁屎米-6-酮酯衍生物。通过核磁共振（NMR）、电喷雾电离质谱（ESI-MS）、傅里叶变换红外光谱（FT-IR）、紫外光谱（UV）和元素分析对每种化合物的结构进行了表征。分别采用菌丝线性生长速率法和微量肉汤稀释法评估了这些化合物对三种植物病原真菌（茄链格孢、禾谷镰刀菌和腐皮镰刀菌）和四种细菌（蜡样芽孢杆菌、枯草芽孢杆菌、青枯雷尔氏菌和丁香假单胞菌）的抗菌活性。讨论了构效关系。在测试的化合物中，化合物4和7s对禾谷镰刀菌表现出显著的抗真菌活性，在浓度为50μg/mL时抑制率为100%。化合物5、7s和7t对所有测试细菌表现出最佳的抑制活性，最低抑菌浓度（MIC）在3.91至31.25μg/mL之间。因此，7s成为开发新型铁屎米-6-酮抗菌剂的一种有前景的先导化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/98c828b75984/molecules-21-00390-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/f0da2d6a657e/molecules-21-00390-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/ce5e7ffce4e9/molecules-21-00390-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/1dc8329d421a/molecules-21-00390-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/98c828b75984/molecules-21-00390-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/f0da2d6a657e/molecules-21-00390-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/ce5e7ffce4e9/molecules-21-00390-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/1dc8329d421a/molecules-21-00390-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a98/6272828/98c828b75984/molecules-21-00390-g003.jpg

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J Med Chem. 2015 Mar 12;58(5):2465-88. doi: 10.1021/jm501940y. Epub 2015 Feb 25.
3
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4
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6
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Plants (Basel). 2020 Jul 21;9(7):920. doi: 10.3390/plants9070920.
8
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9
Drug Design and Discovery: Principles and Applications.药物设计与发现：原理与应用
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6
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