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氢化诺卜基羟乙基醚及其烷基醚的合成与抑菌活性 被引量:6

The Synthesis and Antibacterial Activity of Hydronopyl Hydroxyethyl Ether and Its Alkyl Ethers
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摘要 由乙二醇与氢化诺卜基氯作用得到氢化诺卜基羟乙基醚,后者与4种卤代烷反应制得4种氢化诺卜基羟乙基醚的烷基醚,得率和纯度均在90%以上.用红外光谱、质谱和核磁共振分析等方法表征了5个化合物的结构,并用菌丝生长速率法测试了5个化合物对7种植物病原真菌的抑制作用.结果表明:在药液浓度为500 mg·L-1下5个化合物对所选病原真菌均有一定的抑制作用.其中化合物2对辣椒菌核病菌,化合物3d对水稻纹枯病菌抑菌率均达到100%,化合物2、3a、3c对辣椒疫霉病菌抑菌率达到95%以上,所有化合物对毛竹枯梢病菌的抑菌率都能达到89%以上.化合物2、3a、3b对拟茎点霉菌,化合物2、3a、3c对油茶炭疽病菌,化合物3c对猕猴桃果实拟茎点霉菌抑菌率均达到79%以上,超过同浓度下的百菌清对相应植物病原真菌的抑制率. Hydronopyl hydroxyethyl ether is synthesized by the reaction of ethylene glycol with hydroxyethyl chloride.Then,four alkyl ethers of hydronopyl hydroxyethyl ether are obtained by the reaction of hydronopyl hydroxyethyl ether with four alkyl halides,respectively.Both the yields and purities of these derivatives are all above 90%.The structures of these derivatives are characterized by FT\|IR,MS and NMR(1H and 13 C).The antifungal activities of these derivatives against seven plant pathogenic fungi are tested by plate growth rate method.The results show that at the concentration of 500 mg·L-1,all these derivatives exhibited antifungal activities against the seven tested fungi.Among them,Compound 2 and compound 3d show 100%inhibition rate against Sclerotinia sclerotiorum and hizocitonia solani,respectively.The inhibition rate of compound 2,3a and 3c against Phytophthora capsici are above 95%,and the inhibition rate of all the compounds against Ceratosphaeria phyllostachdis are above 89%,the inhibition rate of 2,3a and 3b against Phomopsls,the inhibition rate of compound 2,3a and 3c against Colletotrichum gloeosporioidesand the inhibition rate of compound 3c against Botryis phariadothide are above 79%.Among them,2 and 3d had a 100%inhibition rate against Sclerotinia sclerotiorum bacterium and Rhizoctonia solani,respectively.Compound 2,3a,3c had a bacteriostatic rate of over 95%against Phytophthora capsici.The antibacterial rate of all compounds against Phyllostachys pubescens could reach above 89%.The antibacterial rate of 2,3a,3b against P.stipendrifolia,2,3a,3c against Camellia oleifera,and 3c against kiwifruit P.sphaeroides reaches more than 79%.The same concentration chlorothalonil against the corresponding plant pathogenic fungi shows lower inhibition rate than obtained compounds.
作者 王天琦 肖转泉 王宗德 范国荣 陈尚钘 WANG Tianqi;XIAO Zhuanquan;WANG Zongde;FAN Guorong;CHEN Shangxing(College of Forestry,Jiangxi Agricultural University,Nanchang Jiangxi 330045,China;College of Chemistry and Chemical Engineering,Jiangxi Normal University,Nanchang Jiangxi 330027,China)
出处 《江西师范大学学报(自然科学版)》 CAS 北大核心 2018年第5期482-485,共4页 Journal of Jiangxi Normal University(Natural Science Edition)
基金 国家重点研发计划(2017YFD0600704) 国家自然科学基金(31660178) 江西省林业科技创新专项(201502)资助项目
关键词 氢化诺卜基氯 氢化诺卜基羟乙基醚 相转移催化 结构分析 抑菌活性 hydronopyl chloride hydronopyl hydroxyethyl ether phase transfer catalysis structural analysis fungicidal activity
作者简介 王宗德(1971-),男,江西安福人,教授,博士,博士生导师,主要从事林产化工教学和科研工作.E-mail:zongdewang@163.com
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