Citation: Xiang Tao, Yang Hongjun, Chen Cheng, Feng Yuchuan. Synthesis and Anti-anoxia Activities of 3-C Mono-substituted Cyclovirobuxine D Derivatives[J]. Chinese Journal of Organic Chemistry, ;2016, 36(2): 432-436. doi: 10.6023/cjoc201508030 shu

Synthesis and Anti-anoxia Activities of 3-C Mono-substituted Cyclovirobuxine D Derivatives

1.
College of Chemistry ＆ Environment Protection Engineering, Southwest University for Nationalities, Chengdu 610041

Corresponding author: Yang Hongjun, Feng Yuchuan,
Received Date: 30 August 2015
Available Online: 3 October 2015
Fund Project: 西南民族大学研究生创新型科研(No. CX2014SZ60) (No. CX2014SZ60)西南民族大学中央高校基本科研业务费专项资金(No. 2014NZYQN21)资助项目 (No. 2014NZYQN21)

Seven novel cyclovirobuxine D derivatives were designed and synthesized by using cyclovirobuxine D as a starting material. All compounds synthesized were confirmed by ¹H NMR, HRMS and IR. Preliminary results of anti-anoxia activity indicated that compounds displayed different degrees of activity, among them the compounds with piperazinyl exhibited higher anti-anoxia activity than others.
- cyclovirobuxine D,
- synthesis,
- anti-anoxia activity
1. [1]
  [1] (a) Liang, B. W.; Deng, C. A.; Wang, X. B.; Hou, X. Q.; Tang, Y. Y. Chin. Pharmacol. Bull. 1981, 16, 3 (in Chinese). (梁秉文, 邓晨安, 王学斌, 侯晓清, 唐有元, 中国药学杂志, 1981, 16, 3.) (b) Xu, X. J.; Zhang, Z. X.; Sheng, L. S.; Liu, G. L.; An, D. K. Acta Pharm. Sin. 2002, 37(5), 395 (in Chinese). (徐新军, 张正行, 盛龙生, 刘皋林, 安登魁, 药学学报, 2002, 37(5), 395.) (c) Xu, X. J.; Zhang, Z. X.; Sheng, L. S.; Liu, G. L.; An, D. K. J. China Pharm. Univ. 2002, 33(5), 408 (in Chinese). (徐新军, 张正行, 盛龙生, 刘皋林, 安登魁, 中国药科大学学报, 2002, 33(5), 408.) (d) Hu, G. Q.; Xu, Q. T.; Zhang, B. G.; Huang, W. L. Chin. J. Nat. Med. 2004, 2(3), 155 (in Chinese). (胡国强, 许启泰, 张保国, 黄文龙, 中国天然药物, 2004, 2(3), 155.)
2. [2]
  [2] Fang, T. H.; Xu, H. Q.; Xu, L.; Jin, S. E. China. Tradit. Herb. Drugs 1997, 28(7), 413 (in Chinese). (方泰惠, 许惠琴, 徐立, 金胜娥, 中草药, 1997, 28(7), 413.)
3. [3]
  [3] Wang, Y. X.; Deng, Y. M.; Tan, Y. H.; Sheng, B. H. Acta Pharm. Sin. 1996, 31(7), 481 (in Chinese). (汪永孝, 郑云敏, 谭月华, 盛宝恒, 药学学报, 1996, 31(7), 481.)
4. [4]
  [4] Hu, D.; Liu, X. Y.; Wang, Y. Y. Eur. J. Pharmacol. 2007, 569, 103.
5. [5]
  [5] Lu, J.; Sun, D. P.; Gao, Y.; Ye, J. T. J. Pharmacol. Sci. 2014, 125, 74.
6. [6]
  [6] Huang, D. D.; Lin, L.; Xu, L. Drug Res. 2014, 23(19), 26 (in Chinese). (黄丹丹, 林玲, 许立, 药物研究, 2014, 23(19), 26.)
7. [7]
  [7] Huang, D. D.; Shao, L. J.; Xu, L. Her. Med. 2014, 33(12), 1562 (in Chinese). (黄丹丹, 邵靓婧, 许立, 药学导报, 2014, 33(12), 1562.)
8. [8]
  [8] LIU, X. J.; Yao, M. H.; Fang, T. H. Acta Pharmacol. Sin. 1982, 3(2), 101 (in Chinese). (刘锡玖, 姚明辉, 方泰惠, 中国药理学报, 1982, 3(2), 101.)
9. [9]
  [9] HU, S. L.; Zhou, L. H.; Fan, S. P. Acta Pharmacol. Sin. 1981, 2(2), 101 (in Chinese). (胡式冷, 周念辉, 范世潘, 中国药理学报, 1981, 2(2), 101.)
10. [10]
  [10] Deng, L.; Huang, H.; Xu, M. X. Acta Pharm. Sin. 2006, 41(2), 121 (in Chinese). (邓兰, 黄衡, 徐鸣夏, 药学学报, 2006, 41(2), 121.)
11. [11]
  [11] Deng, L.; Huang, H.; Xu, M. X.; Zhou, S. Q.; Ren, F.; Wang, X. W.; Li, D. Q. Acta Pharm. Sin. 2005, 40(9), 820 (in Chinese). (邓兰, 黄衡, 徐鸣夏, 周世清, 任昉, 王兴文, 李岱庆, 药学学报, 2005, 40(9), 820.)
12. [12]
  [12] Deng, L.; Huang, H.; Xu, M. X.; Zhou, S. Q.; Wang, X. W. Chem. Res. Appl. 2005, 16(5), 623 (in Chinese). (邓兰, 黄衡, 徐鸣夏, 周世清, 王兴文, 化学研究与应用, 2005, 16(5), 623.)
13. [13]
  [13] Deng, L.; Huang, H.; Xu, M. X.; Zhou, S. Q.; Wang, X. W.; Lu, M.; Ren, F.; Li, D. Q. Acta Pharm. Sin. 2004, 39(6), 434 (in Chinese). (邓兰, 黄衡, 徐鸣夏, 周世清, 王兴文, 卢淼, 任昉, 李岱庆, 药学学报, 2004, 39(6), 434.)
14. [14]
  [14] Guo, C. H.; Yang, D. J.; Dou, H. S.; Fan, C. H.; Gao, N.; Li, Y.; Yin, S. F. Polym. Mater. Sci. Eng. 2006, 22(4), 72 (in Chinese). (郭彩虹, 杨定菊, 窦后松, 范辰华, 郜宁, 李颖, 尹述凡, 高分子材料科学与工程, 2006, 22(4), 72.)
15. [15]
  [15] Guo, C. H.; Dou, H. S.; Gao, N.; Xiao, P. Y.; Li, Y.; Yin, S. F. West China J. Pharm. Sci. 2006, 21(6), 511 (in Chinese). (郭彩虹, 窦后松, 郜宁, 肖佩玉, 李颖, 尹述凡, 华西药学杂志, 2006, 21(6), 511.)
16. [16]
  [16] Hu, C.; Yang, H. J.; Dou, H. S.; Li, Z. B.; Li, Y.; Yin, S. F. J. China Pharm. Univ. 2009, 40(1), 31 (in Chinese). (胡翠, 杨鸿均, 窦后松, 李正帮, 李颖, 尹述凡, 中国药科大学学报, 2009, 40(1), 31.)
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