新型含柔性手性链烟酰胺衍生物的合成与生物活性
Synthesis and Pesticidal Activity of New Niacinamide Derivatives Containing a Flexible, Chiral Chain.
机构信息
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China.
Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, College of Life Science, Huzhou University, Huzhou 313000, China.
出版信息
Molecules. 2022 Dec 21;28(1):47. doi: 10.3390/molecules28010047.
Natural products are a source for pesticide or drug discovery. In order to discover lead compounds with high fungicidal or herbicidal activity, new niacinamide derivatives derived from the natural product niacinamide, containing chiral flexible chains, were designed and synthesized. Their structures were confirmed by H NMR, C NMR and HRMS analysis. The fungicidal and herbicidal activities of these compounds were tested. The fungicidal activity results demonstrated that the compound ()-2-(2-chloronicotinamido)propyl-2-methylbenzoate () exhibited good fungicidal activity (92.3% inhibition) against the plant pathogen at 50 μg/mL and with an EC of 6.68 ± 0.72 μg/mL, which is the same as the positive control (fluxapyroxad). Compound was not phytotoxic and could therefore be used as a fungicide on crops. Structure-activity relationships (SAR) were studied by molecular docking simulations with the succinate dehydrogenase of the fungal mitochondrial respiratory chain.
天然产物是农药或药物发现的来源。为了发现具有高杀菌或除草活性的先导化合物，设计并合成了从天然产物烟酰胺衍生而来的新型烟酰胺衍生物，其含有手性柔性链。通过 1H NMR、13C NMR 和高分辨质谱（HRMS）分析确认了它们的结构。测试了这些化合物的杀菌和除草活性。杀菌活性结果表明，化合物 ()-2-(2-氯烟酰胺基)丙基-2-甲基苯甲酸酯 ()在 50 μg/mL 时对植物病原体 表现出良好的杀菌活性（抑制率为 92.3%），EC 为 6.68 ± 0.72 μg/mL，与阳性对照（氟环唑）相同。化合物 对作物无毒，因此可用作杀菌剂。通过与真菌线粒体呼吸链琥珀酸脱氢酶的分子对接模拟研究了构效关系（SAR）。
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