摘要
为了进一步研究环烷基磺酰胺类化合物的杀菌活性与构效关系,在前期工作基础上,对先导化合物进一步展开研究,合成了15个未见文献报道的2-吡啶酰氨基环己烷基磺酰胺类化合物。首先以2-氧代环己烷基磺酰胺为原料,经过还原胺化后得到2-氨基环己烷基磺酰胺;再与取代吡啶甲酰氯反应,得到目标化合物。分别通过菌丝生长速率法与黄瓜活体叶片法测定了目标化合物对番茄灰霉病菌Botrytis cinerea及其他5种植物病原菌的杀菌活性。结果表明:目标化合物对番茄灰霉病菌表现出较好的抑制活性,其中化合物V-8在离体条件下对番茄灰霉病菌的EC_(50)值为1.41 mg/L,在500 mg/L下的活体防效为79.17%;此外,部分目标化合物在50 mg/L下,对水稻纹枯病菌、水稻稻瘟病菌、大豆根腐病菌、黄瓜绵腐病菌和辣椒疫霉的抑制率高于60%,其中,化合物V-7对黄瓜绵腐病菌的EC_(50)值为2.7 mg/L,其活性高于对照药剂多菌灵(EC_(50)值为4.4 mg/L),有进一步研究的价值。
In order to explore the fungicidal activity and structure-activity relationship of cycloalkylsulfonamides, 15 2-pyridinecarboxamide cyclohexylsulfonamides were synthesized and their activities against Botrytis cinerea were tested by in vitro mycelial growth rate method and in vivo leaf method. The title compounds were designed and synthesized by the reaction between pyridine formyl chloride and 2-amino cyclohexylsulfonamides, which was obtained from the reduction amination reaction using 2-oxocyclohexenylsulfonamides as the starting materials. The bioassay exhibited that all the compounds possessed fungicidal activities against B. cinerea and other five phytopathogenic fungi. Notably, compound V-8 showed good activity with the ECs0 value of 1.41 mg/L in vitro and the control efficiency of 79.17% in vivo against B. cinerea. Moreover, some of these compounds exhibited the inhibition rate of more than 60% against Rhizoctonia solani K/ihn, Pyricularia grisea, Pythium aphanidermatum, Fusarium oxysporium and Phytophthora capsiei. Compound V-7, with the EC50 value of 2.7 mg/L, showed better activity than carbendazim （with the ECs0 value of 4.4 mg/L） against Pythium aphanidermatum. These promising compounds had great potentials for further research.
作者
王闽龙
曲圣极
纪明山
祁之秋
李兴海
WANG Minlong QU Shengji JI Mingshan QI Zhiqiu LI Xinghai(Plant Protection College, Shenyang Agricultural University, Shenyang 110866, China)
出处
《农药学学报》
CAS
CSCD
北大核心
2017年第2期169-175,共7页
Chinese Journal of Pesticide Science
基金
辽宁省自然科学基金(2015020766)
辽宁省教育厅科学研究项目(LJNYB201611)
国家自然科学基金(31101466)
关键词
2-氨基环己烷基磺酰胺
取代吡啶酰胺
灰霉病菌
杀菌活性
构效关系
2-aminocyclohexylsulfonamides
substituted pyridinecarboxamide
Botrytis cinerea
fungicidal activity
structure-activity relationship
