CAJ | 학술논문

以4-氰基苯酚和2-氯丙酸乙酯(或2-氯乙酸甲酯)为起始原料进行反应,得到2-(4-(1H-四唑-5-基)苯氧基)内酸/乙酸酯,进而发生Huisgen反应合成了一系列新型1,3,4-噁二唑类标题化合物,其结构经~1H NMR,~(13)C NMR,IR,MS及元素分析或高分辨质谱得到表征和确认.用X射线衍射测定了化合物3q的晶体结构.初步生物活性测试结果表明,含有较小体积取代基的噁二唑化合物3c和3d在200μg/mL测试浓度下对水稻KARI酶分别具有94.5%和83.1%的抑制活性.化合物3p在100μg/mL浓度卜对双子叶油菜(Brassica campestris)胚根生长抑制率可达82.4%.
이4-청기분분화2-록병산을지(혹2-록을산갑지)위기시원료진행반응,득도2-(4-(1H-사서-5-기)분양기)내산/을산지,진이발생Huisgen반응합성료일계렬신형1,3,4-오이서류표제화합물,기결구경~1H NMR,~(13)C NMR,IR,MS급원소분석혹고분변질보득도표정화학인.용X사선연사측정료화합물3q적정체결구.초보생물활성측시결과표명,함유교소체적취대기적오이서화합물3c화3d재200μg/mL측시농도하대수도KARI매분별구유94.5%화83.1%적억제활성.화합물3p재100μg/mL농도복대쌍자협유채(Brassica campestris)배근생장억제솔가체82.4%.
A series of novel 1,3,4-oxadiazole title compounds were synthesized by the Huisgen reaction from 2-(4-(1H-tetrazol-5-y1)phenoxy)propanoate/acetate.The latter was obtained via 4-cyanophenol and ethyl 2-chloropropanoate(or methyl 2-chloroacetate)as starting materials.Structures of the title compounds were confirmed by ~1H NMR,~(13)C NMR,MS,IR techniques and elemental analysis or FT-MS,and the structure of 3q was determined by X-ray single crystal diffraction method.The preliminary bioassay indicates that compounds 3c and 3d with small volume substituents on the oxadiazole ring showed 94.5%and 83.1%inhibitory activities on rice KARI at a test concentration of 200 μg/mL,repectively.Compound 3p displayed 82.4%inhibition on rape root(Brassica campestris)at 100 μg/mL concentration in herbicidal tests.