Use of 1H-NMR spectroscopy to determine the enantioselective mechanism of neutral and anionic cyclodextrins in capillary electrophoresis

Journal of Pharmaceutical and Biomedical Analysis

Volumn 15, Issue 9-10, 1997, Pages 1603-1619

  Owens, Paul K ^a   Fell, Anthony F ^a   Coleman, Michael W ^b   Kinns, Michael ^b   Berridge, John C ^b  

^a UNIVERSITY OF BRADFORD   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

Amlodipine; Capillary electrophoresis; Chiral; Cyclodextrin; Nuclear magnetic resonance; Rotating frame overhauser effect spectroscopy; Spin lattice relaxation times

Indexed keywords

2 HYDROXYPROPYL BETA CYCLODEXTRIN; ALPHA CYCLODEXTRIN; AMLODIPINE; BETA CYCLODEXTRIN; BETA CYCLODEXTRIN DERIVATIVE; GAMMA CYCLODEXTRIN; ANION; CYCLODEXTRIN; PROTON;

CAPILLARY ELECTROPHORESIS; COMPLEX FORMATION; CONFERENCE PAPER; DRUG DETERMINATION; ENANTIOMER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; TECHNIQUE; ARTICLE; CARBOHYDRATE ANALYSIS; METHODOLOGY; MOLECULAR GENETICS; STEREOISOMERISM;

AMLODIPINE; ANIONS; CARBOHYDRATE SEQUENCE; CYCLODEXTRINS; ELECTROPHORESIS, CAPILLARY; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR SEQUENCE DATA; PROTONS; STEREOISOMERISM;

EID: 0030611025     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0731-7085(97)00030-7     Document Type: Conference Paper

References (46)

1. J. Debowski, D. Sybilska, J. Jurczak, Journal of Chromatography 237 (1982) 303-306.
2. D.W. Armstrong, W. Demond, Journal of Chrom. Science 22 (9) (1984) 411-415.
3. S. Fanali, Journal of Chromatography 545 (1989) 437-444.
4. S.A.C. Wren, R.C. Rowe, Journal of Chromatography 603 (1989) 235-241.
5. K.D. Altria, D.M. Goodall, M.M. Rogan, Chromatographia 34 (1992) 19-24.
6. E. Grassman, J.E. Kuo, R.N. Zare, Science 230 (1985) 813-814.
7. R. Kuhn, F. Stoecklin, F. Erni, Journal of Chromatography 33 (1992) 32-36.
8. D.W. Armstrong, K.L. Rundlett, J.R. Chen, Chirality 6 (1994) 496-509.
9. H. Nishi, T. Fukuyama, M. Matsuo, S. Terabe, Journal of Microcolumn Separations 1 (1989) 234-241.
10. K. Otsuka, S. Terabe, Electrophoresis 11 (1990) 982-984.
11. M.J. Sepaniak, R.O. Cole, B.K. Clark, Journal of Liquid Chromatography 15 (1992) 1023-1040.
12. A.M. Stalcup, S.C. Chang, D.W. Armstrong, J. Pitha, Journal of Chromatography 513 (1990) 181-194.
13. M. Heuermann, G. Blaschke, Journal of Chromatography 648 (1993) 267-274.
14. S. Terabe, H. Ozaki, K. Otsuka, T. Ando, Journal of Chromatography 332 (1985) 211-217.
15. J. Crommen, M. Fillet, I. Bechet, P. Hubert, Journal of Pharmaceutical and Biomedical Analysis 14 (8-10) (1996) 1107-1114.
16. J. Crommen, M. Fillet, I. Bechet, G. Schomburg, P. Hubert, 7th International Symposium on Pharmaceutical and Biomedical Analysis, Osaka, Japan, 1996.
17. P.K. Owens, A.F. Fell, M.W. Coleman, J.C. Berridge, Chirality, 8 (1996) 466-476.
18. D. Sybilska, in A.M. Kristulovic (Ed.), Chiral Separations By HPLC, Applications to Pharmaceutical Compounds, Cyclodextrin Additives, Ellis Horwood/Wiley, Chichester, 1989, pp. 147-172.
19. R.J. Tait, D.J. Skanchy, D.P. Thompson, N.C. Chetwyn, D.A. Dunshee, R.A. Rajewski, V.J. Stella, J.F. Stobaugh, Journal of Pharmaceutical and Biomedical Analysis 10 (1992) 615-622.
20. C. Dette, S. Ebel, S. Terabe, Electrophoresis 15 (1994) 799-803.
21. P.K. Owens, A.F. Fell, M.W. Coleman, J.C. Berridge, Chirality (1996) in press.
22. I.S. Lurie, R.F.X. Klein, M.J. LeBelle, T.A. Dal Cason, R. Brenneisen, R.E. Weinberger, Analytical Chemistry 66 (1994) 4019-4026.
23. D. MacNicol, D. Rycroft, Tetrahedron Letters 25 (1977) 2173-2176.
24. D. Greatbanks, R. Pickford, Magnetic Resonance in Chemistry 25 (1987) 208-215.
25. A.F. Casy, A.D. Mercer, Magnetic Resonance in Chemistry 26 (1988) 765-774.
26. P. Job, Ann. Chim. (Paris) (Série 10) 9 (1928) 113-203.
27. Y. Yamamoto, Y. Inoue, Carbohydrate Research 8 (1989) 29-46.
28. R. Bergeron, R. Rowan III, Inorganic Chemistry 5 (1976) 425-436.
29. Y. Yamamoto, M. Onda, M. Kitagawa, Y. Inoue, R. Chujo, Carbohydrate Research 167 (1987) 11-16.
30. A.A. Bothner-By, R.L. Stephens, J. Lee, C.D. Warren, R.W. Jeanloz, Journal of the American Chemical Society 106 (1984) 811-813.
31. Y. Inoue, Y. Kanda, Y. Yamamoto, R. Chujo, S. Kobayashi, Carbohydrate Research 194 (1989) c8-c12.
32. T.S. Small, Ph.D. Thesis, University of Bradford, UK, 1995.
33. J.P. Behr, J.M. Lehn, Journal of the American Chemical Society 98 (1976) 1943.
34. M. Suzuki, J. Szejtli, L. Szente, Carbohydrate Research 192 (1989) 61.
35. M. Suzuki, H. Ohmori, M. Kajtar, J. Szejtli, M. Vikmon, Journal of Inclusion Phenomena 18 (1994) 255-264.
36. M. Suzuki, H. Takai, K. Tanaka, K. Narita, H. Fujiwara, H. Ohmori, Carbohydrate Research 288 (1996) 75-84.
37. S. Divakar, Journal of Inclusion Phenomena 15 (1993) 305-316.
38. S. Cahill, S. Bulusu, Magnetic Resonance in Chemistry 31 (1993) 731-735.
39. N. Azaroual-Bellanger, B. Perly, Magnetic Resonance in Chemistry 32 (1994) 8-11.
40. P.L. Irwin, J.N. Brouillette, K.B. Hicks, Carbohydrate Research 269 (1996) 201-216.
41. P.K. Glasoe, F.A. Long, Journal of Physical Chemistry 64 (1960) 188-190.
42. P.K. Owens, A.F. Fell, M.W. Coleman, M. Kinns, J.C. Berridge, 8th International Symposium on Chiral Discrimination, Edinburgh, Scotland, 1996.
43. A.F. Casy, A.D. Cooper, T.M. Jefferies, R.M. Gaskell, D. Greatbanks, R. Pickford, Journal of Pharmaceutical and Biomedical Analysis 9 (10-12) (1991) 787-792.
44. M. Suzuki, Y. Sasaki, Chemical and Pharmaceutical Bulletin 32 (3) (1984) 832-838.
45. R.E. Kaiser, Gas Chromatographie, Geest and Portig, Leipzig, 1960.
46. T.S. Small, A.F. Fell, M.W. Coleman, J.C. Berridge, Chirality 7 (1995) 226-234.