Solid-phase dendrimer chemistry: Synthesis and applications

Aldrichimica Acta

Volumn 34, Issue 3, 2001, Pages 75-82

  Lebreton, S ^a,b   Monaghan, S ^a   Bradley, M ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

^b Selectide Corporation   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002948082     PISSN: 00025100     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (59)

1. Newkome, G.R.; Moorefield, C.N.; Vögtle, F. Dendritic Molecules: Concepts, Syntheses, Perspectives; VCH Publishers: Weinheim, Germany, 1996.
2. Lothian-Tomalia, M.K.; Hedstrand, D.M.; Tomalia, D.A.; Padias, A.B.; Hall, H.K., Jr, Tetrahedron 1997, 53, 15495.
3. Buhleier, E.; Wehner, W.; Vögtle, F. Synthesis 1978, 155.
4. Hawker, C.; Fréchet, J.M.J. J. Chem. Soc., Chem. Commun. 1990, 1010.
5. For leading references, see: (a) Fischer, M.; Vögtle, F. Angew. Chem., Int. Ed. Engl. 1999, 38, 884.
6. (b) Bosman, A.W.; Janssen, H.M.; Meijer, E.W. Chem. Rev. 1999, 99, 1665.
7. Newkome, G.R.; Moorefield, C.N.; Baker, G.R. Aldrichimica Acta 1992, 25, 31.
8. Tomalia, D.A.; Baker, H.; Dewald, J.R.; Hall, M.; Kallos, G.; Martin, S.; Roeck, J.; Ryder, J.; Smith, P. Polym. J. 1985, 17, 117.
9. Newkome, G.R.; Yao, Z-q.; Baker, G.R.; Gupta, V.K. J. Org. Chem. 1985, 50, 2003.
10. (a) Lam, K.S.; Lebl, M.; Krchňák, V. Chem. Rev. 1997, 97, 411.
11. (b) Thompson, L.A.; Ellman, J.A. Chem. Rev. 1996, 96, 55.
12. Lorsbach, B.A.; Kurth, M. J. Chem. Rev. 1999, 99, 1549.
13. Guillier, F.; Orain, D.; Bradley, M. Chem. Rev. 2000, 100, 2091.
14. Furka, A.; Sebastyén, F.; Asgedom, M.; Dibó, G. Int. J. Pept. Protein Res. 1991, 37, 487.
15. Lam, K.S.; Salmon, S.E.; Hersh, E. M.; Hruby, V.J.; Kazmierski, W.M.; Knapp, R.J. Nature 1991, 354, 82.
16. (a) Salmon, S.E.; Lam, K.S.; Lebl, M.; Kandola, A.; Khattri, P.S.; Wade, S.; Pátek, M.; Kocis, P.; Krchňák, V.; Thorpe, D.; Felder, S. Proc. Natl. Acad. Sci. U.S.A. 1993, 90. 11708.
17. (b) Burbaum, J.J.; Ohlmeyer, M.H.J.; Reader, J.C.; Henderson, I.; Dillard, L.W.; Li, G.; Randle, T.L.; Sigal, N.H.; Chelsky, D.; Baldwin, J.J. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 6027.
18. Haag, R. Chem. Eur. J. 2001, 7, 327.
19. Swali, V.; Wells, N.J.; Langley, G.J.; Bradley, M. J. Org. Chem. 1997, 62, 4902.
20. Marsh, I.R.; Smith, H.; Bradley, M. J. Chem. Soc., Chem. Commun. 1996, 941.
21. Wells, N.J.; Davies, M.; Bradley, M. J. Org. Chem. 1998, 63, 6430.
22. Basso, A. High Loading Beads for Single Bead Screening in Combinatorial Chemistry. Ph.D. Thesis, University of Southampton. Southampton, UK, October 2000.
23. Basso, A.; Evans, B.; Pegg, N.; Bradley, M. Tetrahedron Lett. 2000, 41, 3763.
24. Basso, A.; Evans, B.; Pegg, N.; Bradley, M. Eur. J. Org. Chem. 2000, 3887.
25. Jensen, K.J.; Alsina, J.; Songster, M.F.; Vágner, J.; Albericio, F.; Barany, G. J. Am. Chem. Soc. 1998, 120, 5441.
26. Miyaura, N.; Yanagi, T.; Suzuki, A. Synth. Commun. 1981, 11, 513.
27. Newkome, G.R.; Weis, C.D.; Childs, B.J. Designed Monomers and Polymers 1998, 1, 3.
28. Fromont, C.; Bradley, M. Chem. Commun. 2000, 283.
29. Wells, N.J.; Basso, A.; Bradley, M. Biopolymers (Peptide Science) 1998, 47, 381.
30. Newkome, G.R.; Weis, C.D.; Moorefield, C.N.; Fronczek, F.R. Tetrahedron Lett. 1997, 38, 7053.
31. Lebreton, S. University of Southampton, Southampton, UK. Unpublished results, 2000.
32. Basso, A.; Evans, B.; Pegg, N.; Bradley, M. Chem. Commun. 2001, 697.
33. Barrett, A.G.M.; Cramp, S.M.; Roberts, R.S. Org. Lett. 1999, 7, 1083.
34. Hodges, J.C.; Harikristoan, L.S.; Ault-Justus. S. J. Comb. Chem. 2000, 2, 88.
35. Lindsley, C.W.; Hodges, J.C.; Filzen, G.F.; Watson, B.M.; Geyer, A.G. J. Comb. Chem. 2000, 2, 550.
36. Ley, S.V.; Baxendale, I.R.; Bream, R.N.; Jackson, P.S.; Leach, A.G.; Longbottom, D.A.; Nesi, M.; Scott, J.S.; Starer, R.I.; Taylor, S.J. J. Chem. Soc., Perkin Trans. 1 2000, 3815.
37. (a) Petrucci-Samija, M.; Guillemette, V.; Dasgupta, M.; Kakkar, A.K. J. Am. Chem. Soc. 1999, 121, 1968.
38. (b) Reetz, M.T.; Lohmer, G.; Sehwiejkardi, R. Angew. Chem., Int. Ed. Engl. 1997, 36, 1526.
39. Bourque, S.C.; Maltais, F.; Xiao, W.-J.; Tardif, Q.; Alper, H.; Arya, P.; Manzer, L.E. J. Am. Chem. Soc. 1999, 121, 3035.
40. Arya, P.; Rao, N.V.; Singkhonrat, J. J. Org. Chem. 2000, 65, 1881.
41. (a) Lees, W.J.; Spaltenstein, A.; Kingery-Wood, J.E.; Whitesjdes, G.M. J. Med. Chem. 1994, 37, 3419.
42. (b) Mammen, M.; Dahmann, G.; Whitesides, G. M. J. Med. Chem. 1995, 38, 4179.
43. (a) Varki, A. J. Clin. Invest. 1997, 99, 158.
44. (b) Lowe, J.B.; Ward, P.A. J. Clin. Invest. 1997, 99, 822.
45. Gimbrone, M.A.; Nagel, T.; Topper, J.N. J. Clin. Invest. 1997, 99, 1809.
46. Dower, S.K.; DeLisi, C.; Titus, J.A.; Segal, D.M. Biochemistry 1981, 20, 6326.
47. (a) Zanini, D.; Roy, R. J. Am. Chem. Soc. 1997, 119, 2088.
48. (b) Zanini, D.; Roy, R. Bioconjugate Chem. 1997, 8, 187.
49. Strong, L.E.; Kiessling, L.L. J. Am. Chem. Soc. 1999, 121, 6193.
50. Mammen, M.; Choi, S.K.; Whitesides, G.M. Angew. Chem., Int. Ed. Engl. 1998, 37, 2755.
51. Arimoto, H.; Nishimura, K.; Kinumi, T.; Hayakawa, I.; Uemura, D. Chem. Commun. 1999, 1361.
52. Kiessling, L.L.; Strong, L.E.; Gestwicki, J.E. Annu. Rep. Med. Chem. 2000, 35, 321.
53. Qureshi, S.A.; Kim, R.M.; Konteatis, Z.; Biazzo, D.E.; Motamedi, H.; Rodrigues, R.; Boice, J.A.; Calaycay, J.R.; Bednarek, M.A.; Griffin, P.; Gao, Y.D.; Chapman, K.; Mark, D.F. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 12156.
54. (a) Danishefsky, S.J.; Allen, J.R. Angew. Chem., Int. Ed. Engl. 2000, 39, 837.
55. (b) Tam, J.P. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5409.
56. (a) Hynes, R.O. Cell 1992, 69, 111.
57. (b) Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1997, 36, 1374.
58. Johansson, S.; Svineng, G.; Wennerberg, K.; Armulik, A.; Lohikangas, L. Front. Biosci. 1997, 2, d126.
59. Monaghan, S. University of Southampton, Southampton, UK. Unpublished results, 2000.