Design, Synthesis, and Fungicidal Activity of Novel Thiosemicarbazide Derivatives Containing Piperidine Fragments.
Design, Synthesis, and Fungicidal Activity of Novel Thiosemicarbazide Derivatives Containing Piperidine Fragments.
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新型含哌啶片段的氨基硫脲衍生物的设计、合成及杀菌活性
DOI：
10.3390/molecules22122085
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发表时间：
2017-12-11
期刊：
影响因子：
--
通讯作者：
Ling Y
中科院分区：
文献类型：
--
作者：
Zhang X;Lei P;Sun T;Jin X;Yang X;Ling Y
为了发现用于防治植物病原真菌的新型环保先导化合物，设计并合成了一系列含哌啶结构单元的苯甲醛缩氨基硫脲衍生物。对所有合成的化合物进行了体外杀菌活性评估。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3b对瓜果腐霉菌、立枯丝核菌、苹果腐烂菌和禾顶囊壳菌表现出优异的活性，其半数有效浓度（EC50）值低于10μg/mL。特别是对于瓜果腐霉菌，其活性（EC50 = 1.6μg/mL）优于市售的嘧菌酯（EC50 = 16.9μg/mL），且接近氟吡菌胺（EC50 = 1.0μg/mL）。初步的构效关系（SAR）分析表明，杂环哌啶基团可显著影响标题化合物的生物活性。含哌啶的化合物的杀菌活性优于不含哌啶的化合物。具有高活性的化合物3b结构简单且合成路线简便，作为一种新型先导杀菌剂值得进一步研究。
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 3b displayed excellent activities against Pythium aphanidermatum, Rhizoctonia solani, Valsa mali, and Gaeu-mannomyces graminsis, with EC50 values lower than 10 μg/mL. Especially, in the case of Pythium aphanidermatum, its activity (EC50 = 1.6 μg/mL) is superior to the commercial azoxystrobin (EC50 = 16.9 μg/mL) and close to fluopicolide (EC50 = 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 3b, with its simple structure and easy synthetic route, is worthy to be further studied as a new lead fungicide.
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影响因子：
4.6
作者：
Haraguchi, Shirani K.;Silva, Adriano A.;da Silva, Cleuza C.
通讯作者：
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影响因子：
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作者：
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通讯作者：
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影响因子：
3.6
作者：
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通讯作者：
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DOI：
10.3969/j.issn.1008-7303.2010.03.04
发表时间：
2010-09-01
期刊：
Chinese Journal of Pesticide Science
影响因子：
--
作者：
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通讯作者：
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DOI：
10.3390/molecules20058395
发表时间：
2015-05-08
期刊：
Molecules (Basel, Switzerland)
影响因子：
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作者：
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通讯作者：
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