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Design, synthesis, and antifungal activities of chalcone derivatives containing piperidine and sulfonamide moiety
Journal of Saudi Chemical Society ( IF 5.6 ) Pub Date : 2023-12-22 , DOI: 10.1016/j.jscs.2023.101791
Piao Mao , Tianyu Deng , Jiao Tian , Yi Liu , Hui Xin , Youshan An , Yuzhi Hu , Yishan Qin , Wei Xue

A series of chalcone derivatives containing piperidine sulfonamide were designed and synthesized from natural chalones, and their structures were characterized on NMR and HRMS. In vitro antifungal activity test results showed that most of the target compounds exhibited good antifungal activities against a variety of fungi in vitro. X17 showed an excellent antifungal activity against S. sclerotiorum, Phomopsis sp, P. capsica with EC50 values of 10.43, 10.78, 12.02 µg/mL, respectively. It was better than those of azoxystrobin (19.34, 18.21, 63.44 µg/mL). In vivo antifungal activity test showed that X17 at the concentration of 200 µg/mL had better curative activities on rape leaves (90.8 %) than that of azoxystrobin (86.6 %). The protective activities on kiwifruits (88.3 %) were better than that of azoxystrobin (86.1 %). Mechanical studies showed that X17 inhibited the normal hypha growth by disrupting the cell membrane of S. sclerotiorum.



中文翻译:

含哌啶和磺酰胺部分的查耳酮衍生物的设计、合成和抗真菌活性

以天然查酮为原料,设计合成了一系列含有哌啶磺酰胺的查耳酮衍生物,并通过NMR和HRMS对其结构进行了表征。体外抗真菌活性测试结果表明,大部分目标化合物对多种真菌均表现出良好的体外抗真菌活性X17对S. sclerotiorumPhomopsis spP. capsica表现出优异的抗真菌活性,EC 50值分别为10.43、10.78、12.02 µg/mL。优于嘧菌酯(19.34、18.21、63.44 µg/mL)。体内抗真菌活性试验表明, 200μg/mL浓度的X17对油菜叶的抑菌活性(90.8%)优于嘧菌酯(86.6%)。对猕猴桃的保护活性(88.3%)优于嘧菌酯(86.1%)。力学研究表明,X17通过破坏核盘菌的细胞膜来抑制正常菌丝生长。

更新日期:2023-12-22
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