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吩嗪-1-羧酸双酰肼衍生物的合成、杀菌活性及韧皮部的输导性研究

Synthesis, fungicidal activity and phloem mobility of phenazine- 1-carboxylic acid diacylhydrazine derivatives
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摘要 天然产物吩嗪-1-羧酸(PCA,申嗪霉素)及其衍生物吩嗪-1-甲酰肼具有独特的化学结构和优良的杀菌等生物活性,但均没有韧皮部输导性。本文以具有抑菌活性的吩嗪-1-羧酸和具有韧皮部输导性的马来酰肼为先导化合物,将马来酰肼中的双酰肼结构引入到吩嗪-1-羧酸中,设计、合成了17个新化合物,其结构均经过核磁共振氢谱、高分辨质谱及X-射线单晶衍射分析确证。初步生物活性测试表明:大部分目标化合物在50 mg/L下对水稻纹枯病菌Thanatephorus cucumeris表现出中等偏上的抑制活性,其中化合物6m的抑制率达92%。但输导性研究结果显示,目标化合物没有明显的韧皮部输导性。 Phenazine-1-carboxylic acid (PCA, Shenqinbactin) and its derivative phenazine-1-carboxylic hydrazine are natural products that have been characterized to have unique chemical structures and interesting bioactivities. However, neither of them has phloem mobility. In this paper, phenazine-1- carboxylic acid and maleic hydazide were used as the corporate lead compounds which were introduced into the diacylhydrazine scaffold, and 17 new compounds were designed and synthesized. Their structures were confirmed by 1H NMR, HRMS and X-Ray. The preliminary bioassay results showed that most of the compounds exhibited significant fungicidal activities against Thanatephorus cucumeris at the concentration of 50 mg/L. In particular, compound 6m showed the best fungicidal activity against T. cucumeris with the rate of 92% at 50 mg/L. However, all target compounds do not have phloem mobility
作者 柳豪 余林花 熊志鹏 张敏 李俊凯 徐志红 吴清来 LIU Hao, YU Linhua, XIONG Zhipeng, ZHANG Min, LI Junkai, XU Zhihong, WU Qinglai (College of Agriculture, Institute of Pesticides, Yangtze University, Jingzhou 434025, Hubei Province, China)
出处 《农药学学报》 CSCD 北大核心 2017年第3期290-297,共8页 Chinese Journal of Pesticide Science
基金 国家自然科学基金(30971948) 湖北省自然科学基金(2014CF105).
关键词 吩嗪-1-羧酸(申嗪霉素) 马来酰肼 双酰肼 合成 杀菌活性 韧皮部输导性 phenazine-1-carboxylic acid (shenqinbactin) maleic hydazide diacylhydrazine synthesis fungicidal activity phloem mobility
作者简介 柳豪,男,本科生,E-mail:1329521912@qq.com; 吴清来,通信作者(Author for correspondence),男,博士,讲师,研究方向为绿色新农药创制,E-mail:wql106@163.com
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