新型桃金娘烯醛基2-酰基-1,2,4-三唑-3-硫酮化合物的合成及生物活性研究（英文）

Synthesis and Biological Activity of Novel Myrtenal-Derived 2-Acyl-1,2,4-triazole-3-thione Compounds

为了探寻新型的生物活性化合物,设计并合成了16个未见文献报道的桃金娘烯醛基2-酰基-1,2,4-三唑-3-硫酮衍生物,通过FTIR,NMR,ESI-MS和元素分析确认了其结构.初步的离体抑菌和除草活性测试表明,部分目标化合物表现出良好的抑菌活性,在浓度为50 mg/L时,桃金娘烯醛基2-对甲基苯甲酰基-1,2,4-三唑-3-硫酮(7i)对玉米小斑病菌和苹果轮纹病菌的相对抑菌率分别为83.7%和72.5%,桃金娘烯醛基2-(3',5'-二甲基苯甲酰基)-1,2,4-三唑-3-硫酮(7j)对苹果轮纹病菌的相对抑菌率为72.5%(阳性对照百菌清对玉米小斑病菌和苹果轮纹病菌的相对抑菌率分别为90.4%和75.0%).此外,绝大部分目标化合物对油菜胚根生长表现出优异的抑制活性,在浓度为100 mg/L时,有15个目标化合物的相对抑制率在80.2%~99.1%之间,显示出比阳性对照丙炔氟草胺(相对抑制率为63.0%)更好的除草活性.

Sixteen novel myrtenal-derived 2-acyl-1,2,4-triazole-3-thione compounds were designed and synthesized in search of new bioactive compounds. Their structures were confirmed by FTIR, NMR, ESI-MS and elemental analysis. The in vitro antifungal and herbicidal activities of the target compounds were preliminarily evaluated. Some target compounds exhibited favourable antifungal activity at 50 mg/L. Myrtenal-derived 2-（p-methylbenzoyl）-1,2,4-triazole-3-thione（7i） held 83.7% and 72.5% inhibition rates against corn southern leaf blight（Bipolaris maydis） and apple root spot（Physalospora piricola）, respectively, and myrtenal-derived 2-（3＇,5＇-dimethylbenzoyl）-1,2,4-triazole-3-thione（7j） had 72.5% inhibition rate against P. piricola（the positive control commercial fungicide chlorothalonil with growth inhibition rates of 90.4% and 75.0% against B. maydis and P. piricola, respectively）. Besides, most of the target compounds displayed excellent herbicidal activity against the root-growth of rape（Brassica. campestris）. At 100 mg/L,15 compounds held growth inhibition rates in the range of 80.2%~99.1%, exhibiting much better herbicidal activity than that of the commercial herbicide flumioxazin（positive control） with 63.0% growth inhibition rate.