研究简报

拟康定乌头中新的二萜生物碱及其拒食活性

  • 黄帅 ,
  • 冯宇明 ,
  • 任佳俐 ,
  • 杨传轮 ,
  • 陈琳 ,
  • 周先礼
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  • a 西南交通大学生命科学与工程学院 成都 610031
    b 西南交通大学宜宾研究院 四川宜宾 644000
    c 黄河三角洲京博化工研究院有限公司 山东滨州 256500

收稿日期: 2021-11-03

  修回日期: 2022-01-28

  网络出版日期: 2022-03-03

基金资助

国家自然科学基金(21807089); 四川省应用基础项目(2021YJ0222); 四川省应用基础项目(2020YJ0288); 中央高校基本科研业务费专项(2682021CX085); 教育部产学合作协同育人(202102414025); 教育部产学合作协同育人(202102414026)

Diterpenoid Alkaloids from the Roots of Aconitum rockii and Their Antifeedant Activity

  • Shuai Huang ,
  • Yuming Feng ,
  • Jiali Ren ,
  • Chuanlun Yang ,
  • Lin Chen ,
  • Xianli Zhou
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  • a School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031
    b Yibin Institute of Southwest, Jiaotong University, Yibin, Sichuan 644000
    c Chambroad Chemical Industry Research Institute Co., Ltd, Binzhou, Shandong 256500

Received date: 2021-11-03

  Revised date: 2022-01-28

  Online published: 2022-03-03

Supported by

National Natural Science Foundation of China(21807089); Science and Technology Support Programs of Sichuan Province(2021YJ0222); Science and Technology Support Programs of Sichuan Province(2020YJ0288); Fundamental Research Funds for Central Universities(2682021CX085); Industry-University Cooperation Collaborative Education Projects of Ministry of Education(202102414025); Industry-University Cooperation Collaborative Education Projects of Ministry of Education(202102414026)

摘要

为了发现更多结构新颖活性优异的二萜生物碱, 继续对拟康定乌头化学成分进行研究, 从其乙醇提取物中分离得到4个新化合物, 通过HR-ESI-MS, 1D和2D NMR等波谱技术鉴定了结构, 分别为rockidines A~C (1~3)和rockisine A (4). 同时考察了化合物1~4及前期分离得到的二萜生物碱(5~14)对甜菜夜蛾3龄幼虫的拒食活性, 结果表明化合物13的拒食活性较好(EC50=0.13 mg/cm2).

本文引用格式

黄帅 , 冯宇明 , 任佳俐 , 杨传轮 , 陈琳 , 周先礼 . 拟康定乌头中新的二萜生物碱及其拒食活性[J]. 有机化学, 2022 , 42(6) : 1856 -1862 . DOI: 10.6023/cjoc202111006

Abstract

As part of our ongoing research program toward discovering structurally intriguing and biologically important diterpenoid alkaloids from the Aconitum genera, four new diterpenoid alkaloids, including three C19-diterpenoid alkaloids (rockidines A~C) and one C20-diterpenoid alkaloid (rockisine A) were isolated from the roots of Aconitum rockii Fletcher et Lauener in this paper. Their structures were elucidated on the basis of spectroscopic analyses (HR-ESI-MS, NMR and IR). All the new compounds 1~4, alone with ten known compounds 5~14 isolated in our previous work, were evaluated for their antifeedant activities, and compound 13 showed highly potent antifeedant activity with an effective concentration for 50% feeding reduction (EC50) at 0.13 mg/cm2.

参考文献

[1]
Wang, F.-P.; Chen, Q.-H.; Liu, X.-Y. Nat. Prod. Rep. 2010, 27, 529.
[2]
Gao, F.; Li, Y.-Y.; Wang, D.; Huang, X.; Liu, Q. Molecules 2012, 17, 5187.
[3]
Tang, Q.-F.; Ye, W.-C.; Liu, J.-H.; Yang, C.-H. Phytochem. Lett. 2012, 5, 397.
[4]
Shan, L.-H.; Zhang, J.-F.; Chen, L.; Wang, J.-X.; Huang, S.; Zhou, X.-L. Nat. Prod. Commun. 2015, 10, 2067.
[5]
Ahmad, H.; Ahmad, S.; Shah, S. A. A.; Latif, A.; Ali, M.; Khan, F. A.; Tahir, M. N.; Shaheen, F.; Wadood, A.; Ahmad, M. Bioorg. Med. Chem. 2017, 25, 3368.
[6]
Yang, C.-H.; Zhang, H.-J.; Liu, J.-H. Chin. Tradit. Herb. Drugs 2004, 35, 1328. (in Chinese)
[6]
( 杨春华, 张汉杰, 刘静涵, 中草药, 2004, 35, 1328.)
[7]
González-Coloma, A.; Reina, M.; Cabrera, R.; Castanera, P.; Gutierrez, C. J. Chem. Ecol. 1995, 21, 1255.
[8]
González-Coloma.; Guadano, A.; Gutierrez, C.; Cabrera, R.; Fuente, G.; Reina, M. Food Chem. 1998, 46, 286.
[9]
González-Coloma, A.; Reina, M.; Medinaveitia, A.; Guadano, A.; Santana, O.; Martínez-Díaz, R.; Gavín, J. A. J. Chem. Ecol. 2004, 30, 1393
[10]
González-Coloma, A.; Reina, M.; Martínez-Díaz, R.; Diaz, J.G.; Garcia-Rodriguez, J.; Alva, A.; Grandez, M. Chem. Biodiversity 2004, 1, 1327.
[11]
Zhang, J.-F.; Chen, L.; Huang, S.; Shan, L.-H.; Gao, F.; Zhou, X.-L. J. Nat. Prod. 2017, 80, 3136.
[12]
Huang, S.; Zhou, X.-L.; Wang, C.-J.; Wang, Y.-S.; Xiao, F.; Shan, L.-H.; Guo, Z.-Y.; Weng, J. Phytochemistry 2013, 93, 154.
[13]
Wang, T.-F.; Li, X.-Y.; Ren, J. L.; Chen, L.; Huang, S. West China J. Pharm. Sci. 2021, 36, 122. (in Chinese)
[13]
( 王腾飞, 李信瑜, 任佳俐, 陈琳, 黄帅, 华西药学杂志, 2021, 36, 122.)
[14]
Ren, J.-L.; Cheng, R.-X.; Wang, T.-F.; Chen, L.; Zhou, X.-L.; Huang, S. Agrochemicals 2022, 61, 51. (in Chinese)
[14]
( 任佳俐, 程瑞翔, 王腾飞, 陈琳, 周先礼, 黄帅, 农药, 2022, 61, 51.)
[15]
Zhang, Z.-T.; Lin, X.-Y.; Chen, D.-L.; Wang, F.-P. Helv. Chim. Acta 2010, 93, 811.
[16]
Vaisov, Z. M.; Yunusov, M. S. Chem. Nat. Compd. 1986, 22, 744.
[17]
Pelletier, S. W.; Mody, N. V.; Joshi, B. S.; Schramm, L. C. Alkaloids: Chemical and Biological Perspectives, Vol. 2, Ed.: Pelletier, S. W., John Wiley Press, New York, 1984, p. 207.
[18]
Gao, F.; Chen, Q.-H.; Wang, F.-P. J. Nat. Prod. 2007, 70, 876.
[19]
Yue, J.-M.; Xu, J.; Zhao, Q.-S.; Sun, H.-D.; Chen, Y.-Z. J. Nat. Prod. 1996, 59, 277.
[20]
Ding, L.-S.; Chen, Y.-Z.; Wu, F.-E.; Li, B.-G. Phytochemistry 1990, 29, 3694.
[21]
Tang, P.; Chen, D.-L.; Jian, X.-X.; Wang, F.-P. Chin. Chem. Lett. 2007, 18, 704.
[22]
Dong, J.-Y.; Li, L. Acta Bot. Yunnanica 2001, 23, 381. (in Chinese)
[22]
( 董锦艳, 李良, 云南植物研究, 2001, 23, 381.)
[23]
Chen, F.-Z.; Chen, Q.-H.; Liu, X.-Y.; Wang, F.-P. Helv. Chim. Acta 2011, 94, 853.
[24]
Zhang, J.-F.; Li, Y.; Gao, F.; Shan, L.-H.; Zhou, X.-L. J. Asian. Nat. Prod. Res. 2018, 21, 716.
[25]
González-Coloma, A.; Terrero, D.; Perales, A.; Escoubas, P.; Fraga, B. M. J. Nat. Prod. 2010, 44, 880.
[26]
González-Coloma, A.; Reina, M.; Gutiérrez, C. Stud. Nat. Prod. Chem. 2002, 26, 849.
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