Progresses in synthesis of benzophenanthridine alkaloids and their derivatives

Chinese Journal of Organic Chemistry

Volumn 32, Issue 9, 2012, Pages 1605-1619

  Cheng, Pi ^a   Zeng, Jianguo ^a  

^a HUNAN AGRICULTURAL UNIVERSITY   (China)

Author keywords

Benzophenanthridine alkaloids; Derivatives; Progresses; Synthesis

Indexed keywords

EID: 84879162587     PISSN: 02532786     EISSN: None     Source Type: Journal    
DOI: 10.6023/cjoc201204008     Document Type: Article

References (54)

1. Bentley K. W. Nat. Prod. Rep. 2005 22 249.
2. Dvořák Z, Kubáň V, Klejdus B, Hlaváč J, Vičar J, Ulrichová J, Šimánek V. Heterocycles 2006 68 2403.
3. Blank R, Muller-Siegwardt B, Wolffram S. Livestock Sci. 2010 134 24.
4. Newman S. E, Roll M. J, Harkrader R. J. Hortscience 1999 34 686.
5. Newton S. M, Lau C, Gurcha S. S, Besra G. S, Wright C. W. J. Ethnopharmacol. 2002 79 57.
6. Mackay S. P, Meth-Cohn O, Waigh R. D. Adv. Heterocycl. Chem. 1997 67 345.
7. Ishikawa T, Ishii H. Heterocycles 1999 50 627.
8. Zenk M. H. Pure Appl. Chem. 1994 66 2023.
9. Morrison G. C, Cetenko W, Shavel Jr J. J. Org. Chem. 1958 23 42.
10. Ishii H, Ichikawa Y. I, Kawanabe E, Ishikawa M, Ishikawa T, Kuretani K, Inomata M, Hoshi A. Chem. Pharm. Bull. 1985 33 4139.
11. Satio T, Yoshida M, Ishikawa T. Heterocycles 2001 54 437.
12. Yoshida M, Watanabe T, Ishikawa T. Heterocycles 2001 54 433.
13. Ishikawa T, Shimooka K, Narioka T, Noguchi S, Saito T, Ishikawa A, Yamazaki E, Harayama T, Seki H, Yamaguchi K. J. Org. Chem. 2000 65 9143.
14. Treus M, Estevez J. C, Castedo L, Estevez R. J. Tetrahedron Lett. 2000 41 6351.
15. Vicario J. L, Badía D, Domínguez E, Carrillo L. Tetrahedron: Asymmetry 2000 11 1227.
16. Watanabe T, Ohashi Y, Yoshino R, Komano N, Eguchi M. Org. Biomol. Chem. 2003 1 3024.
17. Parenty A, Moreau X, Campagne J. M. Chem. Rev. 2006 106 911.
18. Yoshida M, Watanabe T, Ishikawa T. Tetrahedron Lett. 2002 43 6751.
19. Fleming M. J, McManus H. A, Rudolph A, Chan W. H, Ruiz J, Dockendorff C, Lautens M. Chem. Eur. J. 2008 14 2112.
20. Lautens M, Dockendorff C. Org. Lett. 2003 5 3659.
21. Ishihara Y, Azuma S, Choshi T, Kohno K, Ono K, Tsutsumi H, Ishizu T, Hbino S. Tetrahedron 2011 67 1320.
22. Kohno K, Azuma S, Choshi T, Nobuhiro J, Hibino S. Tetrahedron Lett. 2009 50 590.
23. Lysén M, Madden M, Kristensen J. L, Vedsø P, Zøllner C, Begtrup M. Synthesis 2006 3478.
24. Bernardo P. H, Wan K, Sivaraman T, Xu J, Moore F. K, Hung A. W, Mok H. Y. K, Yu V. C, Chai C. L. L. J. Med. Chem. 2008 51 6699.
25. Yapi A, Desbois N, Chezal J, Chavignon O, Teulade J, Valentin A, Blache Y. Eur. J. Med. Chem. 2010 45 2854.
26. Harayama T, Akiyama T, Akamatsu H, Kawano K, Abe H, Takeuchi Y. Synthesis 2001 444.
27. Harayama T, Akiyama T, Nakano Y, Shibaike K, Akamatsu H, Hori A, Abe H, Takeuchi Y. Synthesis 2002 237.
28. Harayama T, Akamatsu H, Okamura K, Miyagoe T, Akiyama T, Abe H, Takeuchi Y. J. Chem. Soc. Perkin Trans. 1 2001 523.
29. Ramani P, Fontana G. Tetrahedron Lett. 2008 49 5262.
30. Nakanishi T, Suzuki M, Mashiba A, Ishikawa K, Yokotsuka T. J. Org. Chem. 1998 63 4235.
31. Nakanishi T, Suzuki M. S. Org. Lett. 1999 7 985.
32. Budén M. E, Rossi R. A. Tetrahedron Lett. 2007 48 8739.
33. Moreno I, Tellitu I, Etayo J, SanMartín R, Dmínguez E. Tetrahedron 2001 57 5403.
34. Konno F, Ishikawa T, Kawahata M, Yamaguchi K. J. Org. Chem. 2006 71 9818.
35. Ito M, Konno F, Kumamoto T, Suzuki N, Kawahata M, Yamaguchi K, Ishikawa T. Tetrahedron 2011 67 8041.
36. Lv P, Huang K, Xie L, Xu X. Org. Biomol. Chem. 2011 9 3133.
37. Rayabarapu D. K, Shukla P, Cheng C.-H. Org. Lett. 2003 5 4903.
38. Madan S, Cheng C.-H. J. Org. Chem. 2006 71 8312.
39. Blanchot M, Candito D. A, Larnaud F, Lautens M. Org. Lett. 2011 13 1486.
40. Candito D. A, Lautens M. Angew. Chem. 2009 121 6841.
41. Cho W. J, Park M. J, Imanishi T, Chung B. H. Chem. Pharm. Bull. 1999 47 900.
42. Le T. N, Gang S. G, Cho W. J. Tetrahedron Lett. 2004 45 2763.
43. Nguyen T. Cho W. J. Chem. Pharm. Bull. 2006 54 476.
44. Le T. N, Gang S. G, Cho W. J. J. Org. Chem. 2004 69 2768.
45. Le T. N, Van H. T. M, Lee S. H, Choi H. J, Lee K. Y, Kang B. Y, Cho W. J. Arch. Pharm. Res. 2008 31 6.
46. Vivario J. L, Badía D, Dominguea E, Crespo A, Carrillo L. Tetrahedron: Asymmetry 1999 10 1947.
47. Lynch M. A, Duval O, Sukhanova A, Devy J, MacKay S. P, Waigh R. G, Nabiev I. Bioorg. Med. Chem. Lett. 2001 11 2643.
48. Vanquelef E, Amoros M, Boustie J, Lynch M. A, Waigh R. D. J. Enzyme Inhib. Med. Chem. 2004 19 481.
49. Nyangulu J. M, Hargreaves S. L, Sharples S. L, Mackay S. P, Waigh R. D, Duval O, Mberu E. K, Watkins W. M. Bioorg. Med. Chem. Lett. 2005 15 2007.
50. Luo Y, Mei Y, Zhang J, Lu W, Tang J. Tetrahedron 2006 62 9131.
51. Hergueta A. R, Moore H. W. J. Org. Chem. 1999 64 5979.
52. Clement B, Weide M, Wolschendorf U, Kock I. Angew. Chem. Int. Ed. 2005 44 635.
53. Kock I, Heber D, Weide M, Wolschendorf U, Clement B. J. Med. Chem. 2005 48 2772.
54. Kock I, Clement B. Synthesis 2005 1052.