Synthesis and biological evaluation of new tetrahydro-β-carbolines as inhibitors of the mitotic kinesin Eg5

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 22, 2005, Pages 6094-6111

  Sunder Plassmann, Nils ^a   Sarli, Vasiliki ^a   Gartner, Michael ^a   Utz, Mathias ^b   Seiler, Jeanette ^b   Huemmer, Stefan ^c   Mayer, Thomas U ^c   Surrey, Thomas ^b   Giannis, Athanassios ^a  

^a UNIVERSITY OF LEIPZIG   (Germany)

^b EUROPEAN MOLECULAR BIOLOGY LABORATORY   (Germany)

^c MAX PLANCK INSTITUTE OF BIOCHEMISTRY   (Germany)

Author keywords

Carbolines; Kinesins; KSP; Pictet Spengler reaction

Indexed keywords

2 BENZYL 5 (3 HYDROXYPHENYL) 6H 1,2,3,5,11,11A HEXAHYDROIMIDAZO[1,5 B] BETA CARBOLINE 1,3 DIONE; KINESIN; MITOTIC KINESIN EG5; TRYPTOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; CONTROLLED STUDY; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; FEMALE; HUMAN; HUMAN CELL; MITOSIS; MOLECULE;

ANIMALS; CARBOLINES; DRUG SCREENING ASSAYS, ANTITUMOR; HELA CELLS; HUMANS; INDOLES; INHIBITORY CONCENTRATION 50; KINESIN; MITOSIS; MOLECULAR STRUCTURE; NEUROTOXINS; PHENOLS; XENOPUS PROTEINS;

EID: 25844479168     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.06.027     Document Type: Article

References (26)

1. J.R. Peterson, and T.J. Mitchison J. Chem. Biol. 9 2002 1275 1285
2. J.A. Hadfield, S. Ducki, N. Hirst, and A.T. McGown Prog. Cell Cycle Res. 5 2003 309 325
3. H.C. Joshi Curr. Opin. Cell Biol. 10 1998 35 44
4. J. Lane, and V. Allan Biochim. Biophys. Acta 1376 1998 27 55
5. A. Desai, and T.J. Mitchison Rev. Cell Dev. Biol. 13 1997 83 117
6. K.W. Wood, W.D. Cornwell, and J.R. Jackson Curr. Opin. Pharmacol. 1 2001 370 377
7. D.J. Sharp, G.C. Rogers, and J.M. Scholey Nature 407 2000 41 47
8. T. Wittmann, A. Hyman, and A. Desai Nature Cell Biol. 3 2001 E28 E34
9. K.E. Sawin, and T.J. Mitchison Proc. Natl. Acad. Sci. U.S.A. 92 1995 4289 4293
10. D.J. Sharp, K.L. McDonald, H.M. Brown, H.J. Matthies, C.E. Walczak, R.D. Vale, T.J. Mitchison, and J.M. Scholey J. Cell Biol. 144 1999 125 138
11. C.E. Walczak, I. Vernos, T.J. Mitchison, E. Karsenti, and R. Heald Curr. Biol. 8 1998 903 913
12. T.U. Mayer, T.M. Kapoor, S.J. Haggarty, R.W. King, S.L. Schreiber, and S.L. Mitchison Science 289 1999 971 974
13. J. Nakazawa, J. Yajima, T. Usui, M. Ueki, A. Takatsuki, M. Imoto, Y. Toyoshima, and H. Osada Chem. Biol. 10 2003 131 137
14. S. DeBonis, D.A. Skoufias, L. Lebeau, R. Lopez, G. Robin, R.L. Margolis, R.H. Wade, and F. Kozielski Mol. Cancer Ther. 3 2004 1079 1090
15. R. Sakowicz, J.T. Finer, C. Beraud, A. Crompton, E. Lewis, A. Fritsch, Y. Lee, J. Mak, R. Moody, R. Turincio, J.C. Chabala, P. Gonzales, S. Roth, S. Weitman, and K.W. Wood Cancer Res. 64 2004 3276 3280
16. C.D. Cox, M.J. Breslin, B. Mariano, P.J. Coleman, C.A. Buser, E.S. Walsh, K. Hamilton, H.E. Huber, N.E. Kohl, M. Torrent, Y. Yan, L.C. Kuo, and G.D. Hartman Bioorg. Med. Chem. Lett. 15 2005 2041 2045
17. S. Hotha, J.C. Yarrow, J.G. Yang, S. Garrett, K.V. Renduchintala, T.U. Mayer, and T.M. Kapoor Angew. Chem. 115 2003 2481 2484
18. Angew. Chem. Int. Ed. 42 2003 2379 2382
19. A.I. Marcus, U. Peters, S.L. Thomas, S. Garrett, A. Zelnak, T. Kapoor, and P. Giannakakou J. Biol. Chem. 10 2005 1074
20. H. Waldmann, G. Schmidt, M. Jansen, and J. Geb Tetrahedron 50 1994 11865 11884
21. L.F. Tietze, Y. Zhou, and E. Töpken Eur. J. Org. Chem. 12 2000 2247 2252
22. M.L. López-Rodríguez, M.J. Morcillo, M. Garrido, B. Benhamú, V. Pérerz, and J.G. de la Campa J. Org. Chem. 59 1994 1583 1585
23. J.S. Nowick, D.L. Holmes, G. Noronha, E.M. Smith, T.M. Nguyen, and S.-L. Huang J. Org. Chem. 61 1996 3929 3934
24. Gartner, M.; Sunder-Plassmann, N.; Seiler, J.; Utz, M.; Vernos, I.; Surrey, T.; Giannis, A. ChemBioChem, in press.
25. R.D. Henkel, J.L. Vande Berg, and R.A. Walsh Anal. Biochem. 169 1988 312 318
26. M. Castoldi, and A.V. Popov Protein Expr. Purif. 32 2003 83 88