College of Arts, Taiyuan University of Technology, Taiyuan, 030024, People's Republic of China.
College of Biomedical Engineering, Taiyuan University of Technology, Taiyuan, 030024, People's Republic of China.
Sci Rep. 2022 Feb 21;12(1):2935. doi: 10.1038/s41598-022-06775-7.
Based on the broad-spectrum biological activities of echinopsine and acylhydrazones, a series of echinopsine derivatives containing acylhydrazone moieties have been designed, synthesized and their biological activities were evaluated for the first time. The bioassay results indicated that most of the compounds showed moderate to good antiviral activities against tobacco mosaic virus (TMV), among which echinopsine (I) (inactivation activity, 49.5 ± 4.4%; curative activity, 46.1 ± 1.5%; protection activity, 42.6 ± 2.3%) and its derivatives 1 (inactivation activity, 44.9 ± 4.6%; curative activity, 39.8 ± 2.6%; protection activity, 47.3 ± 4.3%), 3 (inactivation activity, 47.9 ± 0.9%; curative activity, 43.7 ± 3.1%; protection activity, 44.6 ± 3.3%), 7 (inactivation activity, 46.2 ± 1.6%; curative activity, 45.0 ± 3.7%; protection activity, 41.7 ± 0.9%) showed higher anti-TMV activity in vivo at 500 mg/L than commercial ribavirin (inactivation activity, 38.9 ± 1.4%; curative activity, 39.2 ± 1.8%; protection activity, 36.4 ± 3.4%). Some compounds exhibited insecticidal activities against Plutella xylostella, Mythimna separate and Spodoptera frugiperda. Especially, compounds 7 and 27 displayed excellent insecticidal activities against Plutella xylostell (mortality 67 ± 6% and 53 ± 6%) even at 0.1 mg/L. Additionally, most echinopsine derivatives exhibited high fungicidal activities against Physalospora piricola and Sclerotinia sclerotiorum.
基于 echinopsine 和酰腙的广谱生物活性，设计、合成了一系列含有酰腙部分的 echinopsine 衍生物，并首次对其生物活性进行了评估。生物测定结果表明，大多数化合物对烟草花叶病毒（TMV）表现出中等至良好的抗病毒活性，其中 echinopsine（I）（失活活性，49.5±4.4%；治疗活性，46.1±1.5%；保护活性，42.6±2.3%）及其衍生物 1（失活活性，44.9±4.6%；治疗活性，39.8±2.6%；保护活性，47.3±4.3%）、3（失活活性，47.9±0.9%；治疗活性，43.7±3.1%；保护活性，44.6±3.3%）、7（失活活性，46.2±1.6%；治疗活性，45.0±3.7%；保护活性，41.7±0.9%）在 500mg/L 时对烟草花叶病毒的体内抗 TM V 活性高于商业利巴韦林（失活活性，38.9±1.4%；治疗活性，39.2±1.8%；保护活性，36.4±3.4%）。一些化合物对小菜蛾、粘虫和玉米螟表现出杀虫活性。特别是化合物 7 和 27 对小菜蛾（死亡率 67±6%和 53±6%）甚至在 0.1mg/L 时表现出优异的杀虫活性。此外，大多数 echinopsine 衍生物对梨孢和核盘菌表现出较高的杀菌活性。
