新型含哌啶片段的硫代氨基甲酰衍生物的设计、合成与杀菌活性。

Design, Synthesis, and Fungicidal Activity of Novel Thiosemicarbazide Derivatives Containing Piperidine Fragments.

机构信息

Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China.

出版信息

Molecules. 2017 Dec 11;22(12):2085. doi: 10.3390/molecules22122085.

In order to discover novel eco-friendly lead compounds for plant pathogenic fungi control, a series of benzaldehyde thiosemicarbazide derivatives with a piperidine moiety have been designed and synthesized. Fungicidal activities of all the synthesized compounds were evaluated in vitro. The results indicated that all the title compounds exhibited moderate to good fungicidal activities. Compound displayed excellent activities against , , , and , with EC values lower than 10 μg/mL. Especially, in the case of , its activity (EC = 1.6 μg/mL) is superior to the commercial azoxystrobin (EC = 16.9 μg/mL) and close to fluopicolide (EC = 1.0 μg/mL). Initial structure-activity relationship (SAR) analysis showed that the heterocyclic piperidine group can influence the biological activities of the title compounds significantly. The fungicidal activity of compounds with piperidine is better than that of compounds without piperidine. The highly-active compound , with its simple structure and easy synthetic route, is worthy to be further studied as a new lead fungicide.

为了发现新型环保的植物病原真菌防治用 lead compounds，设计并合成了一系列带有哌啶结构的苯甲醛缩氨基硫脲衍生物。所有合成化合物的杀菌活性均进行了体外评估。结果表明，所有标题化合物均表现出中等至良好的杀菌活性。化合物对、、、和显示出优异的活性，EC 值低于 10 μg/mL。特别是在方面，其活性（EC = 1.6 μg/mL）优于商业用肟菌酯（EC = 16.9 μg/mL），接近于氟吡菌酰胺（EC = 1.0 μg/mL）。初步的构效关系（SAR）分析表明，杂环哌啶基团能显著影响标题化合物的生物活性。带有哌啶的化合物的杀菌活性优于没有哌啶的化合物。高活性化合物，具有简单的结构和易于合成的路线，值得进一步研究作为一种新的先导杀菌剂。