Oriented synthesis and in vitro anticancer activity of biquinazoline-2,2'- diones

Journal of Combinatorial Chemistry

Volumn 12, Issue 1, 2010, Pages 195-199

  Dou, Guolan ^a   Shi, Daqing ^a   Li, Yonghai ^b  

^a SOOCHOW UNIVERSITY   (China)

^b XINXIANG MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

2 NITROBENZALDEHYDE; 2-NITROBENZALDEHYDE; ANILINE; ANILINE DERIVATIVE; ANTINEOPLASTIC AGENT; BENZALDEHYDE DERIVATIVE; BIS(TRICHLOROMETHYL) CARBONATE; DRUG DERIVATIVE; PHOSGENE; QUINAZOLINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; IC 50; LIVER TUMOR; SYNTHESIS; TUMOR CELL LINE;

ANILINE COMPOUNDS; ANTINEOPLASTIC AGENTS; BENZALDEHYDES; CELL LINE, TUMOR; HUMANS; INHIBITORY CONCENTRATION 50; LIVER NEOPLASMS; MOLECULAR STRUCTURE; PHOSGENE; QUINAZOLINES;

EID: 74049113298     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc9001247     Document Type: Article

References (22)

1. For a recent and general synthetic review, see: Connolly, D. J.; Cusack, D.; O'Sullivan, T. P.; Guiry, P. J. Tetrahedron 2005. 61, 10153-10202.
2. Kung, P. P.; Casper, M. D.; Cook, K. L.; Wilson-Lingardo, L.; Risen, L. M.; Vickers, T. A.; Ranken, R.; Blyn, L. B.; Wyatt, J. R.; Cook, P. D.; Ecker, D. J. J. Med. Chem. 1999, 42, 4705-4713.
3. Hess, H. J.; Cronin, T. H.; Scriabine, A. J. Med. Chem. 1968, 11, 130-136.
4. Baek, D.; Park, Y.; Heo, H. I.; Lee, M.; Yang, Z.; Choi, M. Bioorg, Med, Chem, Lett. 1988, 8, 3287-3290.
5. Webber, S. E.; Bleckman, T. M.; Attard, J.; Deal, J. G.; Kathardekar, V.; Welsh, K. M.; Webber, S.; Janson, C. A.; Matthews, D. A.; Smith, W. W. J. Med. Chem. 1993, 36, 733746.
6. Chao, Q.; Deng, L.; Shih, H.; Leoni, L. M.; Genini, D.; Carson, D. A.; Cottam, H. B. J. Med, Chem. 1999, 42, 3860-3873.
7. Malamas, M. S.; Milien, J. J. Med. Chem. 1991, 34, 1492-1503.
8. Gibson, K. H.; Grundy, W.; Godfrey, A. A.; Woodbum, J. R.; Ashton, S. E.; Curry, B. J.; Scarlett, L.; Barker, A. J.; Brown, D. S. Bioorg. Med. Chem, Lett-1997, 7, 2723-2728.
9. Myers, M. R.; Setzer, N. N.; Spada, A. P.; Zulli, A. L.; Hsu, C. J.; Zilberstein, A.; Johnson, S. E.; Hook, L. E.; Jacoski, M. V. Bioorg, Med. Chem. Lett-1997, 7, 417-420.
10. Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893-930.
11. For example, Raltitrexed (Tomudex, marketed for colorectal cancer), Ispinesib (phase II for solid tumors), and Temposatin (phase II for bladder cancer).
12. Ozaki, K.; Yamada, Y.; Oine, T.; Ishizuka, T.; Iwasawa, Y. J. Med, Chem. 1985, 28, 568-576.
13. Yale, H. L. J. Heterocycl, Chem. 1977, 14, 1357-1359.
14. Kilroe Smith, T. A.; Stephen, H. Tetrahedron 1957, 1, 38-44.
15. Feldman, J. R.; Wagner, E. C. J. Ore. Chem. 1942, 7, 31-47.
16. Tani, J.; Yamada, Y.; Oine, T.; Ochiai, T.; Ishida, R.; Inoue, I. J. Med. Chem. 1979, 22, 95-99.
17. Coyne, W. E.; Cusic, J. W. J. Med, Chem. 1968, 11, 1208-1213.
18. Yoo, C. L.; Fettinger, J. C.; Kurth, M. J. J. Org. Chem. 2005, 70, 6941-6943.
19. Liu, J. F.; Kaselj, M.; Isome, Y.; Ye, P.; Sargent, K.; Sprague, K.; Cherrak, D.; Wilson, C. J.; Si, Y.; Yohannes, D.; Ng, S. C. J. Comb, Chem. 2006, 8, 7-10.
20. Shi, D. Q.; Dou, G. L.; Li, Z. Y.; Ni, S. N.; Li, X. Y.; Wang, X. S.; Wu, H.; Ji, S. J. Tetrahedron 2007, 63, 9704-9773.
21. Dou, G. L.; Wang, M. M.; Shi, D. Q. J. Comb. Chem. 2009, 11, 151-154.
22. Periasamy, M.; Srinivas, G.; Karunakar, G. V.; Bharathi, P. Tetrahedron Lett-1999, 40, 7577-7580