The novel anti-tumor agents of 4-triazol-1,8-naphthalimides: Synthesis, cytotoxicity, DNA intercalation and photocleavage

European Journal of Medicinal Chemistry

Volumn 46, Issue 4, 2011, Pages 1274-1279

  Li, Xiaolian ^a   Lin, Yanjie ^a   Wang, Qianqian ^a   Yuan, Yukun ^a   Zhang, Hua ^a   Qian, Xuhong ^a,b  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Anticancer; Intercalation; Naphthalimides; Triazole

Indexed keywords

4 PHENYL [1,2,3]TRIAZOLE; AMONAFIDE; ANTINEOPLASTIC AGENT; DNA; N BUTYL 4 (4 PHENYL [1,2,3]TRIAZOL 1 YL)NAPHTHALIMIDE; N(2 (DIETHYLAMINO)ETHYL) 4 (4 PHENYL [1,2,3]TRIAZOL 1 YL)NAPHTHALIMIDE; N(2 (DIMETHYLAMINO)ETHYL) 4 (4 PHENYL [1,2,3]TRIAZOL 1 YL)NAPHTHALIMIDE; N(2 (PIPERAZIN 1 YL)ETHYL) 4 (4 PHENYL [1,2,3]TRIAZOL 1 YL)NAPHTHALIMIDE; N(2 HYDROXYETHYL) 4 (4 PHENYL [1,2,3]TRIAZOL 1 YL)NAPHTHALIMIDE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DNA CLEAVAGE; DNA DAMAGE; DNA DRUG COMPLEX; DRUG CYTOTOXICITY; DRUG DETERMINATION; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; INTERCALATION COMPLEX;

ANIMALS; ANTINEOPLASTIC AGENTS; CATTLE; CELL LINE, TUMOR; DNA; DNA CLEAVAGE; DRUG RESISTANCE, NEOPLASM; ELECTRONS; HUMANS; INTERCALATING AGENTS; LIGHT; NAPHTHALIMIDES; VISCOSITY;

EID: 79952281685     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.01.050     Document Type: Article

References (40)

1. I. Ott, Y.F. Xu, J.W. Liu, M. Kokoschka, M. Harlos, W.S. Sheldrick, and X.H. Qian Bioorg. Med. Chem. 16 2008 7107 7116
2. W.M. Cholody, T. Kosakowka-Cholody, and M.G. Hollingshead J. Med. Chem. 48 2005 4474 4481
3. A. Bolognese, G. Correale, and M. Manfra J. Med. Chem. 45 2002 5217 5223
4. Y.F. Xu, B.Y. Qu, X.H. Qian, and Y.G. Li Bioorg. Med. Chem. Lett. 15 2005 1139 1142
5. J.L.M. Abboud, C. Foces-Foces, R. Notario, R.E. Trifonov, A.P. Volovodenko, V.A. Ostrovskii, I. Alkorta, and J. Elguero Eur. J. Org. Chem. 2001 2001 3013 3024
6. N.S. Vatmurge, B.G. Hazra, V.S. Pore, F. Shirazi, P.S. Chavan, and M.V. Deshpande Bioorg. Med. Chem. Lett. 18 2008 2043 2047
7. T. Lee, M. Cho, S.Y. Ko, H.J. Youn, D.J. Baek, W.J. Cho, C.Y. Kang, and S. Kim J. Med. Chem. 50 2007 585 589
8. M.D. Chen, S.J. Lu, G.P. Yuan, S.Y. Yang, and X.L. Du Heterocycl. Commun. 6 2000 421 426
9. E.A. Sherement, R.I. Tomanov, E.V. Trukhin, and V.M. Berestovitskaya Russ. J. Org. Chem. 40 2004 594-585
10. M. Julino, and M.F.G. Stevens J. Chem. Soc. Perkin Trans. 1 10 1998 1677 1684
11. S. Velaquez, R. Alvarez, C. Perez, F. Gago, E. De Clercq, J. Balzarini, and M.-J. Camarasa Antivir. Chem. Chemother. 9 1998 481 489
12. D.R. Hou, S. Alam, T.C. Kuan, M. Ramanathan, T.P. Lin, and M.S. Hung Bioorg. Med. Chem. Lett. 19 2009 1022 1025
13. C. Gill, G. Jadhav, M. Shaikh, R. Kale, A. Ghawalkar, D. Nagargoje, and M. Shiradkar Bioorg. Med. Chem. Lett. 18 2008 6244 6247
14. L.J. Tian, Y.X. Sun, H.J. Li, X.L. Zheng, Y.Z. Cheng, X.L. Liu, and B.H. Qian J. Inorg. Biochem. 99 2005 1646 1652
15. S. Kim, M. Cho, T. Lee, S. Lee, H.Y. Min, and S.K. Lee Bioorg. Med. Chem. Lett. 17 2007 4584 4587
16. A. Kamal, N. Shankaraiah, V. Devaiah, K.L. Reddy, A. Juvekar, S. Sen, N. Kurian, and S. Zingde Bioorg. Med. Chem. Lett. 18 2008 1468 1473
17. J.L. Yu, Q.P. Wu, Q.S. Zhang, Y.H. Liu, Y.Z. Li, and Z.M. Zhou Bioorg. Med. Chem. Lett. 20 2010 240 243
18. S.M. Sami, R.T. Dorr, D.S. Alberts, A.M. Solyom, and W.A. Remers J. Med. Chem. 43 2000 3067 3073
19. M.F. Brana, M. Cacho, M.A. Garcia, B. de Pascual-Teresa, A. Ramos, N. Acero, F. Llinares, D. Munoz-Mingarro, C. Abradelo, M.F. Rey-Stolle, and M. Yuste J. Med. Chem. 45 2002 5813 5816
20. M.F. Brana, M. Cacho, M.A. Garcia, B. de Pascual-Teresa, A. Ramos, M.T. Dominguez, J.M. Pozuelo, C. Abradelo, M.F. Rey-Stolle, M. Yuste, M. Banez-Coronel, and J.C. Lacal J. Med. Chem. 47 2004 1391 1399
21. Z.G. Li, Q. Yang, and X.H. Qian Bioorg. Med. Chem. Lett. 15 2005 3143 3146
22. F. Li, J.N. Cui, L.Y. Guo, X.H. Qian, W.M. Ren, K.W. Wang, and F.Y. Liu Bioorg. Med. Chem. 15 2007 5114 5121
23. H.C. Kolb, M.G. Finn, and K.B. Sharpless Angew. Chem. Int. Ed. 40 2001 2004 2021
24. V.V. Rostovtsev, L.G. Green, V.V. Fokin, and K.B. Sharpless Angew. Chem. Int. Ed. 41 2002 2596 2599
25. C.W. Tornøe, C. Christensen, and M. Meldal J. Org. Chem. 67 2002 3057 3064
26. H.C. Kolb, and K.B. Sharpless Drug Discov. Today 8 2003 1128 1137
27. H.C. Hang, C. Yu, and D.L. Kato Proc. Natl. Acad. Sci. U. S. A. 100 2003 14846 14851
28. B. Helms, J.L. Mynar, C.J. Hawker, and J.M. Frechet J. Am. Chem. Soc. 126 2004 15020 15021
29. C. Englert, S. Bakbak, and U.H.F. Bunz Macromolecules 38 2005 5868 5877
30. M.F. Brana, and A. Ramos Curr. Med. Chem. Anticancer Agents 1 2001 237 255
31. K.A. Stevenson, S.-F. Yen, N.C. Yang, D.W. Boykin, and W.D. Wilson J. Med. Chem. 27 1984 1677 1682
32. P.T. Selvi, and M. Palaniandavar Inorg. Chim. Acta 337 2002 420 428
33. H. Ihmels, and D. Otto Top. Curr. Chem. 258 2005 161 204
34. X. Jiang, L. Shang, Z. Wang, and S. Dong Biophys. Chem. 118 2005 42 50
35. P.U. Maheswari, and M. Palaniandavar Inorg. Chim. Acta 357 2004 901 912
36. P.U. Maheswari, and M. Palaniandavar J. Inorg. Biochem. 98 2004 219 230
37. N.C. Garbett, P.A. Ragazzon, and J.B. Chaires Nat. Protocol 2 2007 3166 3172
38. R. Lyng, T. Hard, and B. Norden Biopolymers 26 1987 1327 1345
39. H. Ihmels, K. Faulhaber, D. Vedaldi, F. Dall'Acqua, and G. Viola Photochem. Photobiol. 81 2005 1107 1115
40. D.E. Graves, and L.M. Velea Curr. Org. Chem. 4 2000 915 929