Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (6): 2485-2495.DOI: 10.6023/cjoc202011023 Previous Articles     Next Articles



李成飞, 岑波*(), 段文贵*(), 林桂汕, 王秀, 李宝谕   

  1. 广西大学化学化工学院 南宁 530004
  • 收稿日期:2020-11-17 修回日期:2020-12-26 发布日期:2021-02-22
  • 通讯作者: 岑波, 段文贵
  • 基金资助:

Synthesis, Herbicidal Activity and Three-Dimensional Quantitative Structure-Activity Relationship (3D-QSAR) Study of 4-Methyl- 1,2,4-triazole-thioether Compounds Containing Natural Styrene Structure

Chengfei Li, Bo Cen(), Wengui Duan(), Guishan Lin, Xiu Wang, Baoyu Li   

  1. College of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004
  • Received:2020-11-17 Revised:2020-12-26 Published:2021-02-22
  • Contact: Bo Cen, Wengui Duan
  • Supported by:
    National Natural Science Foundation of China(31870556)

In an attempt to search for natural renewable resource-based herbicidal agents, twenty-six novel 4-methyl-1,2,4- triazole-thioether compounds containing natural styrene structure were designed and synthesized. Their structures were confirmed by FTIR,1H NMR, 13C NMR, ESI-MS and elemental analysis. The preliminary herbicidal activity test showed that, at 100 µg/mL, most of the compounds showed good inhibitory activity against the root-growth of rape ( Brassica campestris), in which 8 compounds had inhibition rate of greater than 81.4%, implying much better herbicidal activity than that of the positive control flumioxazin with inhibition rate of 63.0%. Also, 2 compounds exhibited good inhibitory activity against the seedling-growth of barnyardgrass (Echinochloa crusgalli). It was found by comparison that aliphatic R substituents or pyridine rings were beneficial to herbicidal activity. Furthermore, a preliminary three-dimensional quantitative structure-activity relationship (3D-QSAR) study was carried out by the CoMFA method for the inhibitory activity of the target compounds with aromatic R substituents against the root-growth of rape, and a reasonable and effective 3D-QSAR model (r2=0.996, q2=0.603) has been established.

Key words: styrene, cinnamaldehyde, 1,2,4-triazole-thioether, herbicidal activity, three-dimensional quantitative structure- activity relationship (3D-QSAR)