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Volumn 152, Issue , 2013, Pages 144-156

New histone deacetylase inhibitors based on 4-fluoro-2-amino acid esters: Synthesis and activity

(3) Lübke, Martin a Jung, Manfred b Haufe, Günter a

Author keywords

2 Fluoroallyl tosylate; Alkylation; Bromofluoroethane; Fluorinated amino acid esters; Histone deacetylase inhibitors; Synthesis

Indexed keywords

EID: 84885933763 PISSN: 00221139 EISSN: None Source Type: Journal
DOI: 10.1016/j.jfluchem.2013.03.011 Document Type: Article

Times cited : (14)

References (54)

1
- 2642525295
- R. Kristeleit, L. Stimson, P. Workman, W. Aherne, Expert Opin. Emerg. Drugs 9 (2004) 135-154.
- (2004) Expert Opin. Emerg. Drugs , vol.9 , pp. 135-154
- Kristeleit, R.¹ Stimson, L.² Workman, P.³ Aherne, W.⁴

2
- 0036527775
- R.W. Johnstone, Nat. Rev. Drug Discov. 1 (2002) 287-299.
- (2002) Nat. Rev. Drug Discov. , vol.1 , pp. 287-299
- Johnstone, R.W.¹

3
- 34247880441
- D. Marchion, P. Münster, Expert Rev. Anticancer Ther. 7 (2007) 583-598.
- (2007) Expert Rev. Anticancer Ther. , vol.7 , pp. 583-598
- Marchion, D.¹ Münster, P.²

4
- 79955678223
- B. Venugopal, T.R. Evans, Curr. Med. Chem. 18 (2011) 1658-1671.
- (2011) Curr. Med. Chem. , vol.18 , pp. 1658-1671
- Venugopal, B.¹ Evans, T.R.²

5
- 42049113213
- M. Jung, R.C. Neugebauer, W. Sippl, Curr. Pharm. Des. 14 (2008) 562-573.
- (2008) Curr. Pharm. Des. , vol.14 , pp. 562-573
- Jung, M.¹ Neugebauer, R.C.² Sippl, W.³

6
- 79952110352
- P.W. Atadja, Progr. Drug Res. 67 (2011) 175-195.
- (2011) Progr. Drug Res. , vol.67 , pp. 175-195
- Atadja, P.W.¹

7
- 0030744926
- M. Jung, K. Hoffmann, G. Brosch, P. Loidl, Bioorg. Med. Chem. Lett. 7 (1997) 1655-1658.
- (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 1655-1658
- Jung, M.¹ Hoffmann, K.² Brosch, G.³ Loidl, P.⁴

8
- 0008190320
- Y. Hoshita, H.J. Kwon, M. Yoshida, S. Horinouchi, T. Beppu, Exp. Cell Res. 214 (1994) 431-437.
- (1994) Exp. Cell Res. , vol.214 , pp. 431-437
- Hoshita, Y.¹ Kwon, H.J.² Yoshida, M.³ Horinouchi, S.⁴ Beppu, T.⁵

9
- 0037130244
- S. Wittich, H. Scherf, C. Xie, G. Brosch, P. Loidl, C. Gerhäuser, M. Jung, J. Med. Chem. 45 (2002) 3296-3309.
- (2002) J. Med. Chem. , vol.45 , pp. 3296-3309
- Wittich, S.¹ Scherf, H.² Xie, C.³ Brosch, G.⁴ Loidl, P.⁵ Gerhäuser, C.⁶ Jung, M.⁷

10
- 0242522928
- T.A. Miller, D.J. Witter, S. Belvedere, J. Med. Chem. 46 (2003) 5097-5116.
- (2003) J. Med. Chem. , vol.46 , pp. 5097-5116
- Miller, T.A.¹ Witter, D.J.² Belvedere, S.³

11
- 2542643987
- M.P. Glenn, P. Kahnberg, G.M. Boyle, K.A. Hansford, D. Hans, A.C. Martyn, P.C. Parsons, D.P. Fairlie, J. Med. Chem. 47 (2004) 2984-2994.
- (2004) J. Med. Chem. , vol.47 , pp. 2984-2994
- Glenn, M.P.¹ Kahnberg, P.² Boyle, G.M.³ Hansford, K.A.⁴ Hans, D.⁵ Martyn, A.C.⁶ Parsons, P.C.⁷ Fairlie, D.P.⁸

12
- 33845925314
- P. Kahnberg, A.J. Lucke, M.P. Glenn, G.M. Boyle, J.D.A. Tyndall, P.C. Parsons, D.P. Fairlie, J. Med. Chem. 49 (2006) 7611-7622.
- (2006) J. Med. Chem. , vol.49 , pp. 7611-7622
- Kahnberg, P.¹ Lucke, A.J.² Glenn, M.P.³ Boyle, G.M.⁴ Tyndall, J.D.A.⁵ Parsons, P.C.⁶ Fairlie, D.P.⁷

13
- 34250324192
- S. Belvedere, D.J. Witter, J. Yan, J.P. Secrist, V. Richon, T.A. Miller, Bioorg. Med. Chem. Lett. 17 (2007) 3969-3971.
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 3969-3971
- Belvedere, S.¹ Witter, D.J.² Yan, J.³ Secrist, J.P.⁴ Richon, V.⁵ Miller, T.A.⁶

14
- 38049001966
- N. Nishino, G.M. Shivashimpi, P.B. Soni, M.P.I. Bhuiyan, T. Kato, S. Maeda, T.G. Nishino, M. Yoshida, Bioorg. Med. Chem. 16 (2008) 437-445.
- (2008) Bioorg. Med. Chem. , vol.16 , pp. 437-445
- Nishino, N.¹ Shivashimpi, G.M.² Soni, P.B.³ Bhuiyan, M.P.I.⁴ Kato, T.⁵ Maeda, S.⁶ Nishino, T.G.⁷ Yoshida, M.⁸

15
- 40849086606
- P. Jones, S. Altamura, R. De Francesco, P. Gallinari, A. Lahm, P. Neddermann, M. Rowley, S. Serafini, C. Steinkühler, Bioorg. Med. Chem. Lett. 18 (2008) 1814-1819.
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 1814-1819
- Jones, P.¹ Altamura, S.² De Francesco, R.³ Gallinari, P.⁴ Lahm, A.⁵ Neddermann, P.⁶ Rowley, M.⁷ Serafini, S.⁸ Steinkühler, C.⁹

16
- 33751059239
- P. Jones, S. Altamura, P.K. Chakravarty, O. Cecchetti, R. De, P. Francesco, R. Gallinari, P.T. Ingenito, A. Meinke, M. Petrocchi, R. Rowley, S. Scarpelli, C. Serafini, Steinkühler, Bioorg. Med. Chem. Lett. 16 (2006) 5948-5952.
- (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 5948-5952
- Jones, P.¹ Altamura, S.² Chakravarty, P.K.³ Cecchetti, O.⁴ De, R.⁵ Francesco, P.⁶ Gallinari, R.⁷ Ingenito, P.T.⁸ Meinke, A.⁹ Petrocchi, M.¹⁰ Rowley, R.¹¹ Scarpelli, S.¹² Serafini, C.¹³ Steinkühler¹⁴

17
- 84885910389
- American Chemical Society, Washington
- J.T. Welch (Ed.), Selective Fluorination in Organic and Bioorganic Chemistry, ACS Symposium Series 456, American Chemical Society, Washington, 1991.
- (1991) Selective Fluorination in Organic and Bioorganic Chemistry, ACS Symposium Series 456
- Welch, J.T.¹

18
- 0003907264
- John Wiley & Sons, New York
- S. Eswarakrishnan, J.T. Welch, Fluorine in Bioorganic Chemistry, John Wiley & Sons, New York, 1991.
- (1991) Fluorine in Bioorganic Chemistry
- Eswarakrishnan, S.¹ Welch, J.T.²

19
- 0003416163
- John Wiley & Sons, New York
- V.P. Kukhar, V.A. Soloshonok (Eds.), Fluorine-containing Amino Acids, John Wiley & Sons, New York, 1995.
- (1995) Fluorine-containing Amino Acids
- Kukhar, V.P.¹ Soloshonok, V.A.²

20
- 0003490830
- Elsevier, Amsterdam
- R. Filler, Y. Kobayashi, L.M. Yagupolskii (Eds.), Organofluorine Compounds in Medicinal Chemistry and Biomedical Applications, Elsevier, Amsterdam, 1993.
- (1993) Organofluorine Compounds in Medicinal Chemistry and Biomedical Applications
- Filler, R.¹ Kobayashi, Y.² Yagupolskii, L.M.³

21
- 85013780838
- Elsevier, Amsterdam
- A. Tressaud, G. Haufe (Eds.), Fluorine and Health. Molecular Imaging, Biomedical Materials and Pharmaceuticals, Elsevier, Amsterdam, 2008, pp. 553-777.
- (2008) Fluorine and Health. Molecular Imaging, Biomedical Materials and Pharmaceuticals , pp. 553-777
- Tressaud, A.¹ Haufe, G.²

22
- 77957134995
- I. Ojima (Ed.), Wiley-Blackwell, Chichester
- T. Yamazaki, T. Taguchi, I. Ojima, in: I. Ojima (Ed.), Fluorine in Medicinal Chemistry and Chemical Biology, Wiley-Blackwell, Chichester, 2009, pp. 3-46.
- (2009) Fluorine in Medicinal Chemistry and Chemical Biology , pp. 3-46
- Yamazaki, T.¹ Taguchi, T.² Ojima, I.³

23
- 0025695128
- T. Allmendinger, P. Furet, E. Hungerbühler, Tetrahedron Lett. 31 (1990) 7297-7300.
- (1990) Tetrahedron Lett. , vol.31 , pp. 7297-7300
- Allmendinger, T.¹ Furet, P.² Hungerbühler, E.³

24
- 0030009309
- L.A. Garat, A.R. Martin, J. Heterocycl. Chem. 33 (1996) 197-201.
- (1996) J. Heterocycl. Chem. , vol.33 , pp. 197-201
- Garat, L.A.¹ Martin, A.R.²

25
- 0033588333
- K.W. Laue, C. Mück-Lichtenfeld, G. Haufe, Tetrahedron 55 (1999) 10413-10424.
- (1999) Tetrahedron , vol.55 , pp. 10413-10424
- Laue, K.W.¹ Mück-Lichtenfeld, C.² Haufe, G.³

26
- 15444376078
- P. Van der Veken, K. Senten, I. Kertèsz, I. De Meester, A.-M. Lambeir, M.-B. Maes, S. Scharpé, A. Haemers, K. Augustyns, J. Med. Chem. 48 (2005) 1768-1780.
- (2005) J. Med. Chem. , vol.48 , pp. 1768-1780
- Veken Der P.Van¹ Senten, K.² Kertèsz, I.³ De Meester, I.⁴ Lambeir, A.-M.⁵ Maes, M.-B.⁶ Scharpé, S.⁷ Haemers, A.⁸ Augustyns, K.⁹

27
- 33749613801
- J.J. Urban, B.G. Tillman, W.A. Cronin, J. Phys. Chem. A 110 (2006) 11120-11129.
- (2006) J. Phys. Chem. A , vol.110 , pp. 11120-11129
- Urban, J.J.¹ Tillman, B.G.² Cronin, W.A.³

28
- 0001191318
- R.E. Banks, B.E. Smart, J.C. Tatlow (Eds.), Plenum Press, New York
- B.E. Smart, in: R.E. Banks, B.E. Smart, J.C. Tatlow (Eds.), Organofluorine Chemistry. Principles and Commercial Applications, Plenum Press, New York, 1994, pp. 58-88.
- (1994) Organofluorine Chemistry. Principles and Commercial Applications , pp. 58-88
- Smart, B.E.¹

29
- 0030590426
- J.A.K. Howard, V.J. Hoy, D. O'Hagan, G.T. Smith, Tetrahedron 52 (1996) 12613-12622.
- (1996) Tetrahedron , vol.52 , pp. 12613-12622
- Howard, J.A.K.¹ Hoy, V.J.² O'hagan, D.³ Smith, G.T.⁴

30
- 0030937244
- J.D. Dunitz, R. Taylor, Chem. Eur. J. 3 (1997) 89-98.
- (1997) Chem. Eur. J. , vol.3 , pp. 89-98
- Dunitz, J.D.¹ Taylor, R.²

31
- 0001117076
- M.A. Bramonte, A. Vasella, Helv. Chim. Acta 81 (1998) 695-717.
- (1998) Helv. Chim. Acta , vol.81 , pp. 695-717
- Bramonte, M.A.¹ Vasella, A.²

32
- 0032475420
- V.R. Thalladi, H.-C. Weiss, D. Bläser, R. Boese, A. Nangia, G.R. Desiraju, J. Am. Chem. Soc. 120 (1998) 8702-8710.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 8702-8710
- Thalladi, V.R.¹ Weiss, H.-C.² Bläser, D.³ Boese, R.⁴ Nangia, A.⁵ Desiraju, G.R.⁶

33
- 0001456931
- (a) M. Schlosser, Angew. Chem. 110 (1998) 1538-1556
- (1998) Angew. Chem. , vol.110 , pp. 1538-1556
- Schlosser, M.¹

34
- 0032546913
- (b) M. Schlosser, Angew. Chem. Int. Ed. 37 (1998) 1496-1513.
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1496-1513
- Schlosser, M.¹

35
- 3242877691
- I. Hyla-Kryspin, G. Haufe, S. Grimme, Chem. Eur. J. 10 (2004) 3411-3422.
- (2004) Chem. Eur. J. , vol.10 , pp. 3411-3422
- Hyla-Kryspin, I.¹ Haufe, G.² Grimme, S.³

36
- 4544318450
- J.A. Olsen, D.W. Banner, P. Seiler, B. Wagner, T. Tschopp, U. Obst-Sander, M. Kansy, K. Müller, F. Diederich, ChemBioChem 5 (2004) 666-675.
- (2004) ChemBioChem , vol.5 , pp. 666-675
- Olsen, J.A.¹ Banner, D.W.² Seiler, P.³ Wagner, B.⁴ Tschopp, T.⁵ Obst-Sander, U.⁶ Kansy, M.⁷ Müller, K.⁸ Diederich, F.⁹

37
- 42649103289
- I. Hyla-Kryspin, G. Haufe, S. Grimme, Chem. Phys. 346 (2008) 224-236.
- (2008) Chem. Phys. , vol.346 , pp. 224-236
- Hyla-Kryspin, I.¹ Haufe, G.² Grimme, S.³

38
- 37049072534
- R.F.W. Jackson, K. James, M.J. Wythes, A. Wood, J. Chem. Soc., Chem. Commun. (1989) 644-645
- (1989) J. Chem. Soc., Chem. Commun. , pp. 644-645
- Jackson, R.F.W.¹ James, K.² Wythes, M.J.³ Wood, A.⁴

39
- 0000707323
- R.F.W. Jackson, R.J. Moore, C.S. Dexter, J. Org. Chem. 63 (1998) 7875-7884.
- (1998) J. Org. Chem. , vol.63 , pp. 7875-7884
- Jackson, R.F.W.¹ Moore, R.J.² Dexter, C.S.³

40
- 0034700675
- H.J.C. Deboves, U. Grabowska, A. Rizzo, R.F.W. Jackson, J. Chem. Soc., Perkin Trans. 1 (2000) 4284-4292.
- (2000) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 4284-4292
- Deboves, H.J.C.¹ Grabowska, U.² Rizzo, A.³ Jackson, R.F.W.⁴

41
- 0030749196
- S. Kröger, G. Haufe, Amino Acids 12 (1997) 363-372.
- (1997) Amino Acids , vol.12 , pp. 363-372
- Kröger, S.¹ Haufe, G.²

42
- 0003587243
- S. Kröger, G. Haufe, Liebigs Ann./Recueil (1997) 1201-1206.
- (1997) Liebigs Ann./Recueil , pp. 1201-1206
- Kröger, S.¹ Haufe, G.²

43
- 0033709869
- K.W. Laue, S. Kröger, E. Wegelius, G. Haufe, Eur. J. Org. Chem. (2000) 3737-3743.
- (2000) Eur. J. Org. Chem. , pp. 3737-3743
- Laue, K.W.¹ Kröger, S.² Wegelius, E.³ Haufe, G.⁴

44
- 0031755857
- K.W. Laue, G. Haufe, Synthesis (1998) 1453-1456.
- (1998) Synthesis , pp. 1453-1456
- Laue, K.W.¹ Haufe, G.²

45
- 0003263306
- M. Lübke, R. Skupin, G. Haufe, J. Fluorine Chem. 102 (2000) 125-135.
- (2000) J. Fluorine Chem. , vol.102 , pp. 125-135
- Lübke, M.¹ Skupin, R.² Haufe, G.³

46
- 0028916656
- M.J. Dunn, R.F.W. Jackson, J. Pietruszka, D. Turner, J. Org. Chem. 60 (1995) 2210-2215.
- (1995) J. Org. Chem. , vol.60 , pp. 2210-2215
- Dunn, M.J.¹ Jackson, R.F.W.² Pietruszka, J.³ Turner, D.⁴

47
- 0001706911
- W.F.J. Karstens, M. Stol, F. Rutjes, H. Hiemstra, Synlett (1998) 1126-1128.
- (1998) Synlett , pp. 1126-1128
- Karstens, W.F.J.¹ Stol, M.² Rutjes, F.³ Hiemstra, H.⁴

48
- 0033521070
- W.F.J. Karstens, M.J. Moolenaar, F. Rutjes, U. Grabowska, W.N. Speckamp, H. Hiemstra, Tetrahedron Lett. 40 (1999) 8629-8632.
- (1999) Tetrahedron Lett. , vol.40 , pp. 8629-8632
- Karstens, W.F.J.¹ Moolenaar, M.J.² Rutjes, F.³ Grabowska, U.⁴ Speckamp, W.N.⁵ Hiemstra, H.⁶

49
- 0032694596
- K. Schmidt, R. Gust, M. Jung, Arch. Pharm., Pharm. Med. Chem. 332 (1999) 353-357.
- (1999) Arch. Pharm., Pharm. Med. Chem. , vol.332 , pp. 353-357
- Schmidt, K.¹ Gust, R.² Jung, M.³

50
- 0000811321
- E. Groß, J. Meienhofer (Eds.), Academic Press, New York
- J. Meienhofer, in: E. Groß, J. Meienhofer (Eds.), The Peptides: Analysis, Synthesis, Biology, vol. 1, Academic Press, New York, 1979, pp. 263-314.
- (1979) The Peptides: Analysis, Synthesis, Biology , vol.1 , pp. 263-314
- Meienhofer, J.¹

51
- 0037086045
- B. Heltweg, M. Jung, Anal. Biochem. 302 (2002) 175-183.
- (2002) Anal. Biochem. , vol.302 , pp. 175-183
- Heltweg, B.¹ Jung, M.²

52
- 0033135582
- K. Hoffmann, G. Brosch, P. Loidl, M. Jung, Nucleic Acids Res. 27 (1999) 2057-2058.
- (1999) Nucleic Acids Res. , vol.27 , pp. 2057-2058
- Hoffmann, K.¹ Brosch, G.² Loidl, P.³ Jung, M.⁴

53
- 0037950719
- B. Heltweg, M. Jung, J. Biomol. Screen 8 (2003) 89-95.
- (2003) J. Biomol. Screen , vol.8 , pp. 89-95
- Heltweg, B.¹ Jung, M.²

54
- 85047675193
- R. Blaauw, I.E. Kingma, J.H. Laan, J.L. van der Baan, S. Balt, M.W.G. de Bolster, G.W. Klumpp, W.J.J. Smeets, A.L. Spek, J. Chem. Soc., Perkin Trans. 1 (2000) 1199-1210.
- (2000) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 1199-1210
- Blaauw, R.¹ Kingma, I.E.² Laan, J.H.³ Baan Der Van, J.L.⁴ Balt, S.⁵ De Bolster, M.W.G.⁶ Klumpp, G.W.⁷ Smeets, W.J.J.⁸ Spek, A.L.⁹

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