Preparative Chiral Chromatography-a Powerful and Efficient Tool in Drug Discovery

Chiral Separation Techniques: A Practical Approach, Third Edition

Volumn , Issue , 2007, Pages 585-600

  Andersson, Shalini ^a  

^a ASTRAZENECA R AND D   (Sweden)

Author keywords

Analysis of isolated enantiomers; Chiral separation techniques; Chiroptical characterization of isolated enantiomers; Drug discovery; Preparative chiral chromatography; Preparative separation of enantiomers; Resolution of enantiomers

Indexed keywords

EID: 84889479105     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527611737.ch17     Document Type: Chapter

References (68)

1. J. Drews, Science, 2000, 287, 1960.
2. R. J. Pasteris, ACS Symp. Ser., 2005, 892, 109.
3. C.O. Kappe, D. Dallinger, Nat. Rev. Drug Discov., 2006, 5, 51.
4. E. J. Ariens, W. Soudijin, P. B.M.W.M. Timmermans (Eds.), Stereochemistry and Biological Activity of Drugs, Blackwell, Oxford, 1983.
5. D.J. Triggle, Drug Discov. Today, 1997, 2, 138.
6. H.Y. Abdul-Enein, I.W. Wainer (Eds.), Impact of Stereochemistry on Drug Development and Use, Wiley, New York, 1997.
7. W. J. Lough, I.W. Wainer (Eds.), Chirality in Natural and Applied Science, Blackwell, Oxford, 2002.
8. A.M. Krstulovic (Ed.), Chiral Separations by HPLC, Applications to Pharmaceutical Compounds, Ellis Horwood, Chichester, 1989.
9. S.G. Allenmark, Chromatographic Enantioseparation, Methods and Applications, 2nd edn., Ellis Horwood, Chichester, 1991.
10. S. Ahuja (Ed.), Chiral Separations: Applications and Technology, American Chemical Society, Washington, DC, 1997.
11. E. R. Francotte, J. Chromatogr., 2001, 906, 379.
12. S. Andersson, S. G. Allenmark, J. Biochem. Biophys. Methods, 2002, 54, 11.
13. G. B. Cox (Ed.), Preparative Enantioselective Chromatography, Blackwell, Oxford, 2005.
14. W.H. Pirkle, T. C. Pochapsky, Adv. Chromatogr., 1987, 27, 73.
15. C. J. Welch, J. Chromatogr., 1994, 666, 3.
16. E. Francotte, in Preparative Enantioselective Chromatography, G. B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 48-77.
17. Y. Okamoto, E. Yashima, Angew. Chem. Int. Ed., 1998, 37, 1020.
18. Y. Okamoto, Y. Kaida, J. Chromatogr. A, 1994, 666, 403.
19. C. Yamamoto, Y. Okamoto, Bull. Chem. Soc. Jpn., 2004, 77, 227.
20. J. Blehaut, L-H. Olivier, S.R. Perrin, Chim. Oggi, 2001, 19(9), 24-28.
21. R.-M. Nicoud, Pharm. Technol. Eur., 1999, 11(4), 28-34.
22. L. Miller, C. Orihuela, R. Fronek, D. Honda, O. Dapremont, J. Chromatogr. A, 1999, 849, 309.
23. L. Miller, C. Grill, T. Yan, O. Dapremont, E. Huthmann, M. Juza, J. Chromatogr. A, 2003, 1006, 267.
24. D. Kozma (Ed.), CRC Handbook of Optical Resolutions via Diastereomeric Salt Formation, CRC Press, Boca Raton, FL, 2002.
25. G. Nadler, C. Dartois, D.S. Eggleston, R. C. Curtis, M. Martin, Tetrahedron: Asymmetry, 1998, 9, 4267.
26. C. Suteu, in Preparative Enantioselective Chromatography, G.B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 78-109.
27. C. White, J. Burnett, J. Chromatogr. A, 2005, 1074, 175.
28. M. Luz de la Puente, C.T. White, A. Rivera-Sagredo, J. Reilly, K. Burton, G. Harvey, J. Chromatogr. A, 2003, 983, 101.
29. M. Maftouh, C. Granier-Loyaux, E. Chavana, J. Marini, A. Pradines, Y.V. Heyden, C. Picard, J. Chromatogr. A, 2005, 1088, 67.
30. G.W. Yanik, R. J. Bopp, M.S. Alper, Chim. Oggi, 2003, 21, 10.
31. G. Holger, A. Bredebusch, Poster presented at Pittcon, Orlando, FL, 2005.
32. R.M. Smith, Chromatogr. Sci. Ser., 1998, 75, 223.
33. K.W. Phinney, Anal. Bioanal. Chem., 2005, 382, 639.
34. J. Dingenen, in Preparative Enantioselective Chromatography, G. B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 110-148.
35. C.M. Grill, L.M. Miller, in Preparative Enantioselective Chromatography, G.B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 148-175.
36. R.-M. Nicoud, Pharm. Technol. Eur., 1999, 11(3), 36-44.
37. L. S. Pais, V. G. Mata, A. E. Rodrigues, in Preparative Enantioselective Chromatography, G.B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 176-204.
38. C.M. Grill, L. Miller, T.Q. Yan, J. Chromatogr. A, 2004, 1026, 101.
39. T. A. Berger, J. Smith, K. Fogelman, K. Kruluts, Am. Lab., 2002, 34, 14.
40. J.H. Kennedy, M.D. Belvo, V. S. Sharp, J. D. Williams, J. Chromatogr. A, 2004, 1046, 55.
41. M. Biba, C. J. Welch, J. O. Da Silva, D.J. Mathre, Am. Pharm. Rev., 2005, 8(2), 68-72, 84.
42. M.S. Villeneuve, L. A. Miller, in Preparative Enantioselective Chromatography, G. B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 205-223.
43. M. Johannsen, J. Chromatogr. A, 2001, 937, 135.
44. G. Blaschke, Chromatogr. Sci. Ser., 1988, 40, 179.
45. S.G. Allenmark, S. Andersson, P. Möller, D. Sanchez, Chirality, 1995, 7, 248.
46. S. Andersson, S. Allenmark, P. Möller, B. Persson, D. Sanchez, J. Chromatogr. A, 1996, 741, 23.
47. G. B. Cox, in Preparative Enantioselective Chromatography, G.B. Cox (Ed.), Blackwell, Oxford, 2005, pp. 19-24.
48. J. Lindholm, T. Fornstedt, J. Chromatogr. A, 2005, 1095, 50.
49. Y. Okamoto, R. Aburatani, S-I. Miura, K. Hatada, J. Liq. Chromatogr., 1987, 10, 1613.
50. E. Yashima, H. Fukaya, Y. Okamoto, J. Chromatogr. A, 1994, 677, 11.
51. X.-M. Chen, C. Yamamoto, Y. Okamoto, J. Chromatogr. A, 2006, 1104, 62.
52. T. Kubota, C. Yamamoto, Y. Okamoto, J. Polym. Sci., 2004, 42, 4704.
53. E. Francotte, European Patent WO 97/04011, 1997.
54. E. Francotte, PCT International Patent Application WO 96/27 615, 1996.
55. E. Francotte, D. Huynh, J. Pharm. Biomed. Anal., 2002, 27, 421.
56. P. Franco, A. Senso, C. Minguillon, L. Oliveros, J. Chromatogr. A, 1998, 796, 265.
57. P. Franco, A. Senso, L. Oliveros, C. Minguillon, J. Chromatogr. A, 2001, 906, 155.
58. S. Andersson, L. Thunberg and J. Hashemi, paper presented at the 17th International Symposium on Chirality, ISCD-17, Parma, Italy, September 2005.
59. J. Hashemi, Separation of enantiomers with chiral stationary phases based on derivatized polysaccharides, Diploma Thesis, KTH (Royal Institute of Technology), Stockholm, 2005.
60. A. Ghanem, H. Y. Aboul-Enein, J. Liq. Chromatogr. Relat. Technol., 2005, 28, 2669.
61. K. Öhlén, L. Thunberg and S. Andersson, poster presented at the 17th International Symposium on Chirality, ISCD-17, Parma, Italy, September 2005.
62. T. Zhang, C. Kientzy, P. Franco, A. Ohnishi, Y. Kagamiharb, H. Kurosawa, J. Chromatogr. A, 2005, 1075, 65.
63. T. Zhang, D. Nguyen, P. Franco, T. Murakami, A. Ohnishi, H. Kurosawa, Anal. Chim. Acta, 2006, 557, 221.
64. S. Andersson, H. Nelander, K. Öhlén, paper presented at Separation, Purification and Analysis in Drug Discovery, Lökeberg, Sweden, June 2004.
65. L. Thunberg, S. Andersson, S. Allenmark, J. Vessman, J. Pharm. Biomed. Anal., 2002, 27, 431.
66. P. Salvadori, C. Bertucci, C. Rosini, in The Impact of Stereochemistry on Drug Development and Use, H.Y. Aboul-Enein, I.W. Wainer (Eds.), Wiley, New York, 1997, pp. 493-519.
67. T. B. Freedman, X. Cao, R. K. Dukor, L. A. Nafie, Chirality, 2003, 15, 743.
68. S. Andersson, M. Ölwegrd, G.-B. Forsberg, R. Simonsson, paper presented at the 16th International Symposium on Chirality, ISCD-16, New York, July 2004.