酰基硫脲衍生物的合成、结构表征及生物活性研究

在超声波辐射下, 以PEG-400为固-液相转移催化剂, 用芳胺与双酰基异硫氰酸酯反应, 合成出了15种新的结构不对称的双酰基硫脲类化合物(6和6')和9种新的分子中含酰胺基团的单酰基硫脲类化合物(7和7'). 利用元素分析, IR, ¹H NMR, ¹³C NMR, APT, 1D NOE及2D NMR技术确定了所合成化合物6和6'及7和7'的结构, 并对它们NMR谱中低场C, H进行了归属. 杀菌、杀虫和除草活性筛选测定实验结果表明, 所测试化合物对瓜炭疽病菌均具有抑制作用, 其中6e抑制率最高, 达到62.4%; 目标化合物7a对黄瓜白粉病菌有一定的抑制作用. 单胺氧化酶活性测定实验表明：大部分目标化合物对单胺氧化酶具有一定的抑制活性, 其中浓度在1×10^－3 mol•L^－1时目标化合物6'c和6'd的抑制活性较强, 明显高于其它化合物. 目标化合物没有抗惊厥活性.

Synthesis, Characterization and Biological Activities of Acylthiourea Derivatives

Fifteen new diacyl thioureas with asymmetric structure (compounds 6 and 6') and nine new monoacyl thioureas containing amido group in molecules (compounds 7 and 7') were synthesized by the techniques of ultrasonic irradiation and phase transfer catalysis for the first time. Their structures were confirmed by IR, ¹H NMR, ¹³C NMR, APT, 1D NOE, 2D NMR and elemental analysis. The downfield proton and carbon signals in ¹H NMR and ¹³C NMR spectra have been assigned. The results of screening tests for bactericidal activity, insecticidal activity and herbicidal activity indicated that the target compounds possessed relatively high inhibiting activity against Cl-colletotrichum lagenariun and the compound 6e had the highest inhibition rate, up to 62.4%. The target compound 7a exhibits inhibiting activity against Sf-sphaerotheca fuliginea. Monoamine oxidase activity test showed that most of the target compounds possessed inhibiting activity against monoamine oxidase and the compounds 6'c and 6'd displayed quite higher inhibiting activity than the others at the concentration of 1×10^－3 mol•L^－1. The target compounds did not possess anticonvulasional activity.