Design, synthesis, and antitumor evaluation of novel acenaphtho[1,2-b]pyrrole-carboxylic acid esters with amino chain substitution

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 13, 2006, Pages 4639-4644

  Liu, Fengyu ^a   Qian, Xuhong ^a,b   Cui, Jingnan ^a   Xiao, Yi ^a   Zhang, Rong ^a   Li, Gangyue ^a  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

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

Author keywords

Acenaphtho 1,2 b pyrrol carboxylic acid esters; Antitumor; Esterification; Nucleophilic substitution

Indexed keywords

8 OXO 8H ACENAPHTHO[1,2 B]PYRROLE 9 CARBONITRILE; 8 OXO 8H ACENAPHTHO[1,2 B]PYRROLE 9 CARBOXYLIC ACID ESTER DERIVATIVE; ACENAPHTO[1,2 B]PYRROLE CARBOXYLIC ACID ESTER DERIVATIVE; BROMINE; CYANIDE; ESTER DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CHROMATOPHORE; CYTOTOXICITY; DRUG DESIGN; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; LEUKEMIA P 388; NONHUMAN;

ACENAPHTHENES; ANIMALS; ANTINEOPLASTIC AGENTS; CARBOXYLIC ACIDS; CELL LINE, TUMOR; DRUG DESIGN; ESTERS; HUMANS; MICE; PYRROLES;

EID: 33646559580     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.02.016     Document Type: Article

References (31)

1. Mereyala H.B., and Joe M. Curr. Med. Chem. Anti-Cancer Agents 1 (2001) 293
2. Braña M.F., and Ramos A. Curr. Med. Chem. Anti-Cancer Agents 1 (2001) 237
3. Tsuchiya T., Takagi Y., and Yamada H. Bioorg. Med. Chem. Lett. 10 (2000) 203
4. Li Y., Xu Y., Qian X., et al. Bioorg. Med. Chem. Lett. 13 (2003) 3513
5. Qian X., Li Y., Xu Y., et al. Bioorg. Med. Chem. Lett. 14 (2004) 2665
6. Li Y., Xu Y., Qian X., et al. Tetrahedron Lett. 45 (2004) 1247
7. Xu Y., Qu B., Qian X., Li Y., et al. Bioorg. Med. Chem. Lett. 15 (2005) 1139
8. Li Zh., Yang Q., and Qian X. Bioorg. Med. Chem. Lett. 15 (2005) 1769
9. Tsubuki M., Kanai K., Nagase H., and Honda T. Tetrahedron 55 (1999) 2493
10. Kigoshi H., Suenaga K., Takagi M., Akao A., et al. Tetrahedron 58 (2002) 1075
11. Langlois N., Rojas-Rousseau A., Gaspard C., Werner G.H., and Darro F. J. Med. Chem. 44 (2001) 3754
12. Wani M.C., Taylor H.L., Wall M.E., Coggon P., and McPhail A.T. J. Am. Chem. Soc. 93 (1971) 2325
13. Schiff P.B., Fant J., and Horwitz S.B. Nature 277 (1979) 665
14. Antonini I., Polucci P., Magnano A., and Martelli S. J. Med. Chem. 44 (2001) 3329
15. Tandon V.K., Yadav D.B., Chaturvedib A.K., and Shuka P.K. Bioorg. Med. Chem. Lett. 15 (2005) 3288
16. Andreani A., Granaiola M., Leoni A., Locatelli A., Morigi R., Rambaldi M., and Garaliene V. J. Med. Chem. 45 (2002) 2666
17. Magnano A., Sparapani S., Lucciarini R., Michela M., Amantini C., Santonib G., and Antonini I. Bioorg. Med. Chem. 12 (2004) 5941
18. Adel N., John M.O., and Richard A.H. Chem. Rev 97 (1997) 449
19. Xiao Y., Liu F., Qian X., and Cui J. Chem. Commun. (2005) 239
20. Zhang S., Jia Z., and Wang Y. Bioorg. Med. Chem. 10 (2002) 3899
21. Lorente A., Vázquez Y.G., Fernández M.J., and Ferrández A. Bioorg. Med. Chem. 12 (2004) 43072
22. Skehan P., Storeny R., Scudiero D., Monks A., McMahon J., Vistica D., Warren J.T., Bokesc H., Kenney S., and Boyd M.R. J. Natl. Cancer Inst. 82 (1990) 1107
23. Kuroda M., Mimaki Y., Sashida Y., Hirano T., Oka K., Dobashi A., Li H., and Harada N. Tetrahedron 53 (1997) 11549
24. Ballistreri F.P., Barresi V., Benedetti P., Caltabiano G., Fortuna C.G., Longo M.L., and Musumarra G. Bioorg. Med. Chem. 12 (2004) 1689
25. Meade E.A., Wotring L.L., Drach J.C., and Townsend L.B. J. Med. Chem. 36 (1993) 3834
26. J. Med. Chem 40 (1997) 794
27. Thompson M.D., Cupps T.L., Wise D.S., Wotring L.L., and Townsend L.B. J. Med. Chem. 40 (1997) 766
28. Skibo E.B., Huang X., Martinez R., Lemus R.H., and Craigo W.A. J. Med. Chem. 45 (2002) 5543
29. Snyder R.D., and Hendry L.B. Environ. Mol. Mutagenesis 45 (2005) 100
30. Ferguson L.R., and Denny W.A. J. Med. Chem. 22 (1979) 251
31. Wilson W.R., Harris N.M., and Ferguson L.R. Cancer Res. 44 (1984) 4420