Synthesis, acute toxicities, and antitumor effects of novel 9-substituted β-carboline derivatives

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 17, 2004, Pages 4613-4623

  Cao, Rihui ^a   Chen, Qi ^a   Hou, Xuerui ^a   Chen, Hongsheng ^a   Guan, Huaji ^a   Ma, Yan ^a   Peng, Wenlie ^a   Xu, Anlong ^a  

^a SUN YAT SEN UNIVERSITY   (China)

Author keywords

Carboline; Acute toxicity; Antitumor; Neurotoxicity; Synthesis

Indexed keywords

ALKYL GROUP; ANTINEOPLASTIC AGENT; BENZYL DERIVATIVE; BETA CARBOLINE DERIVATIVE; CARBONYL DERIVATIVE; CARBOXYL GROUP; HARMINE; TRYPTOPHAN;

AMINO ACID SUBSTITUTION; ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DATA ANALYSIS; DERIVATIZATION; DRUG EFFECT; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; MOUSE; NEUROTOXICITY; NONHUMAN; STATISTICAL SIGNIFICANCE; SUBSTITUTION REACTION;

ANIMALS; ANTINEOPLASTIC AGENTS; BINDING, COMPETITIVE; CARBOLINES; DRUG TOXICITY; HARMINE; INHIBITORY CONCENTRATION 50; MICE; NEUROTOXINS; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPTOPHAN; TUMOR CELLS, CULTURED;

EID: 4043114875     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.06.038     Document Type: Article

References (32)

1. M.M. Airaksinen, and I. Kari Med. Biol. 59 1981 21
2. J. Duan, R. Zhou, S. Zhao, M. Wang, and C. Che J. China Pharm. Univ. 29 1998 21
3. T.S. Zhou, W.C. Ye, and Z.T. Wang Phytochemistry 49 1998 1807
4. G.M. Carbrera, and A.M. Seldes J. Nat. Prod. 62 1999 759
5. S. Kotanen, J. Huybrechts, and A. Cerstiaens Biochem. Biophys. Res. Commun. 310 2003 64
6. S. Fukushima, K. Matsubara, A. Akane, and H. Shiono Alcohol 9 1991 31
7. S. Manabe, J. Yuan, T. Takahashi, and R.C. Urban Jr. Exp. Eye Res. 63 1996 179
8. O. Beck, and A. Lundman Biochem. Pharmacol. 32 1983 1507
9. J. Adachi, Y. Mizoi, T. Naito, Y. Ogawa, Y. Uetani, and I. Ninomiya J. Nutr. 121 1991 646
10. K. Hayashi, M. Nagao, and T. Sugimura Nucleic Acids Res. 4 1977 3679
11. D. Csanyi, G. Hajos, and Z. Riedl Bioorg. Med. Chem. Lett. 10 2000 1767
12. Y. Song, J. Wang, S.F. Teng, D. Kesuma, Y. Deng, J. Duan, J.H. Wang, R. Zhong-Qi, and M.M. Sim Bioorg. Med. Chem. Lett. 12 2002 1129
13. H. Nii Mutation Res. 541 2003 123
14. A.M. Deveau, M.A. Labroli, and C.M. Dieckhaus Biorg. Med. Chem. Lett. 11 2001 1251
15. H. Kim, O.S. Sablin, and R.R. Ramsay Arch. Biochem. Biophys. 337 1997 137
16. N.S. Buckholtz, and W.O. Boggan Biochem. Pharmacol. 26 1977 1991
17. A.M. Morin Brain Res. 321 1984 151
18. K.P. Lippke, W.G. Schunack, W. Wenning, and W.E. Muller J. Med. Chem. 26 1983 499
19. T.J. Hagen, P. Skolnick, and J.M. Cook J. Med. Chem. 30 1987 750
20. R.A. Glennon, M. Dukat, B. Grella, S.-S. Hong, L. Costantino, M. Teitler, C. Smith, C. Egan, K. Davis, and M.V. Mattson Drug Alcohol Depend. 60 2000 121
21. C. Braestrup, M. Nielsen, and C.E. Olsen Proc. Natl. Acad. Sci. U.S.A. 77 1980 2288
22. W. Schlecker, A. Huth, E. Ottow, and J. Mulzer Synthesis 1995 1225
23. A. Batch, and R.H. Dodd J. Org. Chem. 63 1998 872
24. P. Rivas, B.K. Cassels, A. Morello, and Y. Repetto Comp. Biochem. Physiol. 122 1999 27
25. P. Molina, P.M. Fresnda, and S. Gareia-Zafra Tetrahedron Lett. 36 1995 3581
26. T.A.K. Al-Allaf, and L.J. Rashan Eur. J. Med. Chem. 33 1998 817
27. J. Ishida, H.-K. Wang, K.F. Bastow, C.-Q. Hu, and K.-H. Lee Bioorg. Med. Chem. Lett. 9 1999 3319
28. P. Molina, P.M. Fresneda, S. Garcia-Zafra, and P. Almendros Tetrahedron Lett. 36 1995 3581
29. S.P. Hollinshead, M.L. Trudell, P. Skolnick, and J.M. Cook J. Med. Chem. 33 1990 1062
30. P. Molina, P.M. Fresneda, S. Garcia-Zafra, and P. Almendros Tetrahedron Lett. 35 1994 8851
31. J. Kassa, and J. Vachek Toxicology 177 2002 179
32. S.M. Husbands, R.A. Glennon, S. Gorgerat, R. Gough, J. Crosby, D.J. Nutt, J.W. Lewis, and A.L. Hudson Drug Alcohol Depend. 64 2001 203