异叶三宝木枝叶中一个新的Stemodane型二萜类化合物
收稿日期: 2018-04-15
修回日期: 2018-06-03
网络出版日期: 2018-06-29
基金资助
海南省重点研发计划（No.ZDYF2016221）、海口市重点研发计划（No.2017050）、国家自然科学基金（Nos.21662011，31660097）和教育部创新发展团队项目（No.IRT-16R19）资助项目.
A New Stemodane Diterpenoid from the Stems and Leaves of Trigonostemon heterophyllus
Received date: 2018-04-15
Revised date: 2018-06-03
Online published: 2018-06-29
Supported by
Project supported by the Key Research and Development Project of Hainan Province (No. ZDYF2016221), the Key Research and Development Project of Haikou City (No. 2017050), the National Natural Science Foundation of China (Nos. 21662011, 31660097) and the Program for Innovative Research Team in University (No. IRT-16R19).
综合运用硅胶柱色谱、反相硅胶柱色谱、Sephadex LH-20凝胶柱色谱以及制备型高效液相色谱等色谱分离技术对大戟科三宝木属植物异叶三宝木Trigonostemon heterophyllus枝叶中的化学成分进行了系统研究，从其枝叶的85%乙醇提取物中分离得到了8个二萜类化合物.采用多种波谱鉴定技术确定了这些化合物的化学结构.其中一个化合物为新的罕见的stemodane型二萜类化合物，七个化合物为首次从三宝木属植物中分离得到的化合物.所有化合物的体外细胞毒活性评价结果表明，它们对五种肿瘤细胞株（HL-60、A549、SMMC-7721、MCF-7和SW480）均显示出了较为显著的体外生长抑制活性，它们的细胞毒活性与抗肿瘤阳性对照药顺铂的活性相当.
关键词： 三宝木属; 异叶三宝木; stemodane型二萜; 细胞毒活性
刘艳萍 , 张项林 , 牛海渊 , 官春艳 , 孙福康 , 杨柳萌 , 付艳辉 . 异叶三宝木枝叶中一个新的Stemodane型二萜类化合物[J]. 有机化学, 2018 , 38(11) : 3137 -3140 . DOI: 10.6023/cjoc201804028
A new stemodane diterpenoid, trigoheterone A (1), together with seven known diterpenoids, was isolated from the stems and leaves of Trigonostemon heterophyllus. Their structures were established on the basis of extensive spectral analyses. All known compounds were isolated from the genus Trigonostemon for the first time. The cytotoxicities of all isolated compounds were evaluated against five cancer cell lines (HL-60, A549, SMMC-7721, MCF-7 and SW480). As a result, eight compounds exhibited significant inhibitory effects with IC50 values comparable to those of cisplatin.
[1] Flora Reipublicae Popularis Sinicae Editorial Board, Flora Reipublicae Popularis Sinicae, Vol. 44(2), Science Press, Beijing, 1996, p. 162(in Chinese). (中国植物志编辑委员会, 中国植物志, Vol. 44(2), 科学出版社, 北京, 1996, p. 162.)
[2] Jayasuriya, H.; Zink, D. L.; Singh, S. B.; Borris, R. P.; Nanakorn, W.; Beck, H. T.; Balick, M. J.; Goetz, M. A.; Slayton, L.; Gregory, L.; Zakson-Aiken, M. J. Am. Chem. Soc. 2000, 122, 4998.
[3] Hu, X. J.; Wang, Y. H.; Kong, L. Y.; He, H. P.; Gao, S.; Liu, H. Y.; Ding, J.; Xie, H.; Di, Y. T.; Hao, X. J. Tetrahedron Lett. 2009, 50, 2917.
[4] Tan, C. J.; Di, Y. T.; Wang, Y. H.; Zhang, Y.; Si, Y. K.; Zhang, Q.; Gao, S.; Hu, X. J.; Fang, X.; Li, S. F.; Hao, X. J. Org. Lett. 2010, 12, 2370.
[5] Dong, S. H.; Liu, H. B.; Xu, C. H.; Ding, J.; Yue, J. M. J. Nat. Prod. 2011, 74, 2576.
[6] Allard, P. M.; Martin, M. T.; Dau, M. E. T. H.; Leyssen, P.; Gueritte, F.; Litaudon, M. Org. Lett. 2012, 14, 342.
[7] Bourjot, M.; Delang, L.; Nguyen, V. H.; Neyts, J.; Gueritte, F.; Leyssen, P.; Litaudon, M. J. Nat. Prod. 2012, 75, 2183.
[8] Yang, B.; Chen, G. Y.; Song, X. P.; Yang, L. Q.; Han, C. R.; Wu, X. Y.; Zheng, C. J.; Ran, X.; Tang, R. F. Tetrahedron Lett. 2013, 54, 6434.
[9] Li, S. F.; Zhang, Y.; Huang, N.; Zheng, Y. T.; Di, Y. T.; Li, S. L.; Cheng, Y. Y.; He, H. P.; Hao, X. J. Phytochemistry 2013, 93, 216.
[10] Martin, G. D.; Reynolds, W. F.; Reese, P. B. Phytochemistry 2004, 65, 701.
[11] Martin, G. D.; Reynolds, W. F.; Reese, P. B. Phytochemistry 2005, 66, 901.
[12] Yin, H.; Luo, J. G.; Kong, L. Y. J. Nat. Prod. 2013, 76, 237.
[13] Win, N. N.; Ito, T.; Aimaiti, S.; Kodama, T.; Tanaka, M.; Ngwe, H.; Asakawa, Y.; Abe, I.; Morita, H. J. Nat. Prod. 2015, 78, 2306.
[14] Liu, Y. W.; Cheng, Y. B.; Liaw, C. C.; Chen, C. H.; Guh, J. H.; Hwang, T. L.; Tsai, J. S.; Wang W. B.; Shen, Y. C. J. Nat. Prod. 2012, 75, 689.
[15] Jiang, H. Y.; Wang, W. G.; Tang, J. W.; Liu, M.; Li, X. R.; Hu, K., Du, X.; Li, X. N.; Zhang, H. B.; Pu, J. X.; Sun, H. D. J. Nat. Prod. 2017, 80, 2026.
[16] Inaba, Y.; Hasuda, T.; Hitotsuyanagi, Y.; Aoyagi, Y.; Fujikawa, N.; Onozaki, A.; Watanabe, A.; Kinoshita, T.; Takeya, K. J. Nat. Prod. 2013, 76, 1085.
[17] Fu, Y. H.; Zhang, Y.; He, H. P.; Hou, L.; Di, Y. T.; Li, S. L.; Luo, X. D.; Hao, X. J. J. Nat. Prod. 2012, 75, 1987.
/
| 〈 |
|
〉 |
