Diversity oriented synthesis of benzoxanthene and benzochromene libraries via one-pot, three-component reactions and their anti-proliferative activity

Journal of Combinatorial Chemistry

Volumn 12, Issue 1, 2010, Pages 20-24

  Kumar, Atul ^a   Sharma, Siddharth ^a   Maurya, Ram Awatar ^a   Sarkar, Jayant ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; BENZENE; BENZOPYRAN DERIVATIVE; XANTHENE DERIVATIVE;

ANIMAL; ARTICLE; CELL PROLIFERATION; CERCOPITHECUS; CHEMISTRY; COMBINATORIAL CHEMISTRY; DRUG EFFECT; HUMAN; IC 50; METHODOLOGY; SYNTHESIS; VERO CELL;

ANIMALS; ANTINEOPLASTIC AGENTS; BENZENE; BENZOPYRANS; CELL PROLIFERATION; CERCOPITHECUS AETHIOPS; COMBINATORIAL CHEMISTRY TECHNIQUES; HUMANS; INHIBITORY CONCENTRATION 50; VERO CELLS; XANTHENES;

EID: 74049113723     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc900143h     Document Type: Article

References (50)

1. (a) Schreiber, S. L. Science 2000, 287, 19641969.
2. (b) Domling, A. Curr. Opin. Chem. Biol. 2002, 6, 303-313.
3. (a) Wender, P. A.; Handy, S. T.; Wright, D. L. Chem. Ind. 1997, 765-769.
4. (b) Trost, B. M. Angew. Chem. Int. Ed. Engl. 1995, 34, 259-281.
5. (a) Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366-374.
6. (b) Bienayme, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem.-Eur. J. 2000, 6, 3321-3329.
7. (c) Terrett, N. K. Combinatorial Chemistry; Oxford University Press: New York, 1998.
8. (d) Domling, A. Chem. Rev. 2006, 106, 17-89.
9. Hafez, H. N.; Hegab, M. I.; Ahmed-Farag, I. S.; El-Gazzar, A. B. A. Bioorg. Med. Chem.Lett. 2008, 18, 4538-4543.
10. Poupelin, J. P.; Saint-Ruf, G.; Foussard-Blanpin, O.; Marcisse, G.; Uchida-Eamauf, G.; Lacroix, R. Eur. J. Med. Chem. 1978, 13, 67.
11. Hideo, T.; Teruomi, J. (Sankyo Co.) Jpn. Patent 56005480, 1981.
12. Lambert, R. W.; Martin. J. A.; Merrett, J. H.; Parkes, K. E. B.; Thomas, G. J. CT Int. Appl. WO9706178, 1997.
13. Saint-Ruf, G.; De, A.; Hieu. H. T. Bull. Chim. Ther. 1972, 7, 83.
14. Ion, R. M. Prog. Catal. 1997, 2, 55-76.
15. Menchen, S. M.; Benson, S. C.; Lam, J. Y. L.; Zhen, W.; Sun, D.; Rosenblum, B. B.; Khan, S. H.; Taing, M. U.S. Patent 6583168, 2003.
16. Knight, C. G.; Stephens, T. Biochem. J. 1989, 258, 683-687.
17. Ahmad, M.; King, T. A.; Ko, D.-K.; Cha, B. H.; Lee, J. J. Phys. D Appl. Phys. 2002, 35, 1473.
18. Chatterjee, S.; Iqbal, M.; Kauer, J. C.; Mallamo, J. P.; Senadhi, S.; Mallya, S.; Bozyczko-Coyne, D.; Siman, R. Bioorg. Med. Chem. Lett. 1996, 6, 1619-1622.
19. Naya, A.; Ishikawa, M.; Matsuda, K.; Ohwaki, K.; Saeki, T.; Noguchi, K.; Ohtake, N. Bioorg. Med. Chem. 2003, 11, 875-884.
20. (a) Ellis, G. P. In The Chemistry of Heterocyclic Compounds. Chromenes. Chromanes and Chromones; Weissberger, A., Taylor, E. C., Eds.; John. Wiley: New York, 1977; Chapter 11, p 11.
21. (b) Hafez. E. A.; Elnagdi, M. H.; Elagemey. A. G. A.; El-Taweel, F. M. A. A. Heterocycles 1987, 26, 903.
22. (c) Sofan, M. A.; El-Taweel, F. M. A. A.; Elnagdi, M. H. Liebigs Ann. Chem. 1989, 935-936.
23. (d) Abdel Galil, F. M.; Riad. B. Y.; Sherif, S. M.; Elnagdi, M. H. Chem. Lett. 1982, 1123.
24. (e) Kidwai, M.; Saxena, S.; Khan, M. K. R.; Thukral, S. S. Bioorg. Med. Chem. Lett. 2005, 15, 4295-4298.
25. (a) Khosropour, A. R.; Khodaei, M. M.; Moghannian, H. Synlett 2005, 955.
26. (b) Rajitlia, B.; Kumar, B. S.; Reddy, Y. T.; Reddy, P. N.; Sreenivasulu, N. Tetrahedron Let.- 2005, 46, 8691-8693.
27. (c) Das, B.; Ravikanth, B.; Ramu, R.; Laxminarayana, K.; Rao, B. V. J. Mol. Catal. A: Chem. 2006, 255, 74.
28. (d) Sarma, R. J.; Baruab, J. B. Dyes Pigm. 2005, 64, 91-92.
29. (e) Kidwai, M.; Saxena, S.; Khan, M. K. R.; Thukral, S. S. Bioorg. Med. Chem. Lett. 2005, 15, 4295-4298.
30. (f) Jm, T.-S.; Xiao, J.-C.; Wang, S.-J.; Li, T.-S. Ultrason, Sonochem. 2004, 11, 393-397.
31. (g) Makarem, S.; Mohammadi, A. A.; Fakhari, A. R. Tetrahedron Lett. 2008, 49, 7194-7196.
32. (h) Wang, X.-S.; Yanga, G.-S.; Zhaob, G. Tetrahedron Asymmetry. 2008, 19, 709-714.
33. (i) Ballini, R.; Bosica, G.; Conforti, M, L.; Maggi, R.; Mazzacani, A.; Righi, P.; Sartori, G. Tetrahedron 2001, 57, 1395.
34. (j) Mashraqui, S. H.; Patil, M. B.; Mistry, H. D.; Ghadigaonkar, S.; Meetsma, A. Chem. Lett. 2004, 33, 1058.
35. (k) Su, W.; Yang, D.; Jin, C.; Zhang, B. Tetrahedron Lett. 2008, 49, 3391.
36. (l) Bigdeli, M. A.; Heravi, M. M.; Mahdavinia, G. H. J. Mol. Catal. A; Chem. 2007, 275, 25.
37. Das, B.; Keetha, L.; Krishnaiah, M.; Srinivas, Y. Synlett 2007. 20, 3107.
38. (a) Nair, V.; Matthew, J.; Prabhakaran, J. Chem. Soc. Rev. 1997, 127-132.
39. (b) Hwu, J. R.; King, K-Y. Curr. Sci. 2001, 81, 1043.
40. (c) Nair, V.; Panicker, S. B.; Nair, L. G.; George, T. G.; Augustine, A. Synlett 2003, 156-165.
41. (d) Nair, V.; Balagopal, L.; Rajan, R.; Mathew, J. Acc. Chem. Res. 2004, 37, 21-30.
42. (e) Dhakshinamoorty, A. Synlett 2005, 3014 (spotlight 143).
43. (a) Zeng, X.-F.; Ji, S.-J.; Wang, S. Y. Tetrahedron 2005, 61, 10235-10241.
44. (b) Wang, S. Y.; Ji, S.-J. Tetrahedron 2006, 62, 1527-1535.
45. (c) Savitha, G.; Perumal, P. T. Tetrahedron Lett. 2006, 47, 3589.
46. (d) Nair, V.; Mohanan, K.; Suja, T. D.; Suresh, E. Tetrahedron Lett. 2006, 47, 705-709.
47. (e) Varala, R.; Enugala, R.; Nuvula, S.; Adapa, S. R. Synlett 2006, 1009-1014.
48. (f) Varala, R.; Sreelatha, N.; Adapa, S. R. Synlett 2006, 1549-1553.
49. (g) Ko, S.; Yao, C. F. Tetrahedron 2006, 62, 7293-7299.
50. (h) Sridharan, V.; Avendano, C.; Menendez, J. C. Tetrahedron 2007, 63, 673-681.