Synthesis and antitumor activity of indolylpyrimidines: Marine natural product meridianin D analogues

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 3, 2007, Pages 1206-1211

  Radwan, Mohamed A A ^a   El Sherbiny, Mahmoud ^a  

^a NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Alkaloids; Antitumor; Cyclizations; Enaminonitrile; Heterocycles; Indole; Meridianines

Indexed keywords

ACETAL DERIVATIVE; AMINOGUANIDINE; CARBOXYLIC ACID; HYDRAZINE; HYDROGEN SULFIDE; MERIDIANIN D; N,N DIMETHYLFORMAMIDE; NITRILE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ACID PRECIPITATION; ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL STRAIN MCF 7; CONTROLLED STUDY; CYCLIZATION; CYTOTOXICITY; DRUG HYDROLYSIS; DRUG STRUCTURE; DRUG SYNTHESIS; HELA CELL; HUMAN; HUMAN CELL; IC 50;

ANIMALS; ANTINEOPLASTIC AGENTS; BIOLOGICAL PRODUCTS; DRUG SCREENING ASSAYS, ANTITUMOR; FEMALE; HUMANS; INDOLES; INHIBITORY CONCENTRATION 50; MICE; NEOPLASMS, EXPERIMENTAL; PYRIMIDINES; SURVIVAL RATE; TUMOR CELLS, CULTURED;

EID: 33845948037     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.11.023     Document Type: Article

References (33)

1. Faulkner D.J. Nat. Prod. Rep. 16 (1999) 155
2. Wipf P. Chem. Rev. 95 (1995) 2115
3. Alvarez M., and Salas M. Heterocycles 32 (1991) 1391
4. Faulkner D.J. Nat. Prod. Rep. 19 (2001) 1
5. Hibino S., and Choshi T. Nat. Prod. Rep. 19 (2002) 148
6. Wright A.E., Pomponi S.A., Cross S.S., and McCarthy P. J. Org. Chem. 57 (1992) 4772
7. Capon R.J., Rooney F., Murray L.M., Collins E., Sim A.T.R., Rostas J.A.P., Butler M.S., and Carroll A.R. J. Nat. Prod. 61 (1998) 660
8. Kohmoto S., Kashman Y., McConnell O.J., Rinehart K.L., Wright Jr. A., and Koehn F. J. Org. Chem. 53 (1988) 3116
9. Sakemi S., and Sun H.H. J. Org. Chem. 56 (1991) 4304
10. Kawasaki Y., Yamashita M., and Otha S. J. Chem. Soc. Chem. Commun. (1994) 2085
11. Kawasaki Y., Yamashita M., and Otha S. Chem. Pharm. Bull. 44 (1996) 1831
12. Bartik K., Braekman J.C., Daloze D., Stoller C., Huysecom J., Vandevyver G., and Ottinger R. Can. J. Chem. 65 (1987) 2118
13. Tsuji S., Rinehart K.L., Gunasekera S.P., Kashman Y., Cross S.S., Lui M.S., Pomponi S.A., and Diaz M.C. J. Org. Chem. 53 (1988) 5446
14. Kawasaki Y., Katsuma H., Nakayama Y., Yamashita M., and Otha S. Heterocycles 48 (1998) 1887
15. Sun H.H., and Sakemi J. J. Org. Chem. 56 (1991) 4307
16. Vervoort H.C., Richards-Gross S.E., Fenical W., Lee A.Y., and Clardy J. J. Org. Chem. 62 (1997) 1486
17. Takahashi S., Matsunaga T., Hasegawa C., Saito H., Fujita D., Kiuchi F., and Tsuda Y. Chem. Pharm. Bull. 46 (1998) 1527
18. N'Diaye Y., Guella G., Chiasera G., Mancini Y., and Pietra F. Tetrahedron Lett. 50 (1994) 4147
19. Guella G., Mancini Y., N'Diaye Y., and Pietra F. Helv. Chim. Acta 77 (1999) 1994
20. Bergmann T., Schories D., and Steffan B. Tetrahedron 53 (1997) 2055
21. Franco L.H., Joffè E.B.K., Puricelly L., Tatian M., Seldes A.M., and Palermo J.A. J. Nat. Prod. 61 (1998) 1130
22. Jiang B., Yang C.-G., Xiong W.-N., and Wang J. Bioorg. Med. Chem. 9 (2001) 1149
23. Gompel M., Leost M., Joffe' E.B.K., Puricelli L., Franco L.H., Palermo J., and Meijer L. Bioorg. Med. Chem. Lett. 14 (2004) 1703
24. Bredereck M., Effenberger F., Botsch H., and Rehn H. Chem. Ber. 98 (1965) 1081
25. Fresneda P.M., Molina P., and Bleda J.A. Tetrahedron 57 (2001) 2355
26. Jiang B., and Yang C.-G. Heterocycles 53 (2000) 1489
27. Molina P., Fresneda P.M., and Delgado S. J. Org. Chem. 68 (2003) 489
28. Jakše R., Svete J., Stanovnik B., and Golobič A. Tetrahedron 60 (2004) 4601
29. Časar Z., Bevk D., Svete J., and Stanovnik B. Tetrahedron 61 (2005) 7508
30. Kreher R., and Wagner P.H. Chem. Ber. 113 (1980) 3675
31. Slatt J., Romero I., and Bergman J. Synthesis (2004) 2760
32. Mclimans W.F., Davis E.V., Glover F.L., and Rake G.W. J. Immunol. 79 (1957) 428
33. Skehan P., Storeng R., et al. J. Natl. Cancer Inst. 82 (1990) 1107-1112