| 林桂汕,张瑞,段文贵,何云,岑波,陆顺忠.化学通报,2020,83(2):132-138. |
| 马鞭草烯酮基噻唑-腙化合物的合成及抑菌活性 |
| Syntheses and Antifungal Activities of Verbenone-Based Thiazole-hydrazone Compounds |
| 投稿时间：2019-09-04 修订日期：2019-09-25 |
| DOI： |
| 中文关键词: 马鞭草烯酮 噻唑-腙 抑菌活性 |
| 英文关键词:Verbenone Thiazole-hydrazone Antifungal activity |
| 基金项目:国家重点研发计划项目（2018YFD0600401）和国家自然科学基金项目（31560194）资助 |
|
| 摘要点击次数: 1238 |
| 全文下载次数: 0 |
| 中文摘要: |
| 本文合成了9个马鞭草烯酮基噻唑-腙化合物4a～4i（包括3对E-Z异构体和3个E-型产物），采用FTIR、1H NMR、13C NMR、ESI-MS和NOESY对其进行了结构表征，并测试了目标化合物的抑菌活性。结果表明，在质量浓度为50mg/L时，化合物4a～4i对苹果轮纹病菌、小麦赤霉病菌、黄瓜枯萎病菌、花生褐斑病菌、番茄早疫病菌、水稻纹枯病菌、玉米小斑病菌和西瓜炭疽病菌均有一定的抑菌活性。E-Z异构体对一些植物病原菌的抑制作用有明显差异，例如，（Z）-马鞭草烯酮基对-氰基苯基噻唑-腙（4f）对小麦赤霉病菌的抑制率是（E）-马鞭草烯酮基对-氰基苯基噻唑-腙（4e）的6倍。利用Gaussian 09计算了化合物4e和4f的前线分子轨道。 |
| 英文摘要: |
| In this paper, nine verbenone-based thiazole-hydrazone compounds 4a~4i, including three pairs of E-Z isomers and three E-products were synthesized. All the target compounds were characterized by FTIR, 1H NMR, 13C NMR, ESI-MS, and NOESY, and their antifungal activities were evaluated as well. The results showed that, at 50mg/L, compounds 4a~4i showed certain antifungal activities against Physalospora piricola, Gibberella zeae, Fusarium oxysporum f. cucumerinum, Cercospora arachidicola, Alternaria solani, Rhizoctonia solani, Helminthosporium maydis, and Colleetotrichum lagenarium. It was found that the E-Z isomers exhibited obvious difference in antifungal activity against some pathogens. For example, the inhibition rate of (Z)-verbenone-based p-cyanophenyl thiazole-hydrazone (4f) against Gibberella zeae was 6 times that of (E)-verbenone-based p-cyanophenyl thiazole-hydrazone (4e). The frontier molecular orbitals of compounds 4e and 4f were calculated by Gaussian 09 software. |
| 查看全文 查看/发表评论 下载PDF阅读器 |
| 关闭 |
|
|
|