| 陈瑶,崔玉成,毕友琼,郭张李,马献力,段文贵,林桂汕.化学通报,2026,89(6):727-736. |
| 茴香脑基1,3,4-噁二唑-硫醚化合物的合成、除草活性及3D-QSAR研究 |
| Synthesis, Herbicidal Activity, and 3D-QSAR Study of Anethole-Derived 1,3,4-Oxadiazole-Thioether Compounds |
| 投稿时间：2026-02-09 修订日期：2026-03-31 |
| DOI： |
| 中文关键词: 茴香脑 1,3,4-噁二唑 硫醚 除草活性 3D-QSAR |
| 英文关键词:Anethole, 1,3,4-Oxadiazole, Thioether, Herbicidal activity, 3D-QSAR |
| 基金项目:国家自然科学基金项目(32460366)资助 |
|
| 摘要点击次数: 24 |
| 全文下载次数: 0 |
| 中文摘要: |
| 将茴香脑的烯丙位甲基氧化可得到茴香脑基羧酸。从茴香脑基羧酸出发,通过与水合肼的N-酰化反应、与二硫化碳的环化反应、与取代苄卤的亲核取代反应,合成得到25个未见文献报道的茴香脑基1,3,4-噁二唑-硫醚化合物(5a~5y)。通过FT-IR、1H NMR、13C NMR和HRMS对化合物结构进行了表征,并测试了目标化合物对油菜和稗草的除草活性。除草活性测试表明,在质量浓度100 μg/mL时,化合物5o(R=p-OCH3)和5n(R=m-OCH3)和对稗草的抑制率分别为78.9%和76.8%(均为B级活性水平),优于阳性对照丙炔氟草胺(抑制率76.5%)。此外,采用CoMFA方法研究了目标化合物的分子结构与除草活性之间的三维定量构效关系(3D-QSAR)。 |
| 英文摘要: |
| The allylic methyl group of anethole can be oxidized to obtain anethole-derived carboxylic acid. Twenty-five unreported anethole-derived 1,3,4-oxadiazole-thioether compounds (4a~4y) were synthesized from anethole-derived carboxylic acid by N-acylation reaction with hydrazine hydrate, cyclization reaction with carbon disulfide, and nucleophilic substitution reaction with substituted benzyl halides. Their structures were characterized by FT-IR, 1H NMR, 13C NMR, and HRMS, and their herbicidal activities were tested against Brassica Campestris and Echinochloa Crusgalli. The herbicidal activity test showed that at the mass concentration of 100 μg/mL, compounds 4o (R = p-OCH3) and 4n (R = m-OCH3) had inhibition rates of 78.9% and 76.8%, respectively, against Echinochloa Crusgalli (both at B-level activity), better than that of the positive control flumioxazin (inhibition rate 76.5%). In addition, CoMFA method was employed to study the three-dimensional quantitative structure-activity relationship (3D-QSAR) between the molecular structure of the target compounds and their herbicidal activity. |
| 查看全文 查看/发表评论 下载PDF阅读器 |
| 关闭 |
|
|
|
京公网安备11010802047317号