Preparative enantiomeric separation of potent AMP-activated protein kinase activator by HPLC on amylose-based chiral stationary phase. Determination of enantiomeric purity and assignment of absolute configuration

Journal of Pharmaceutical and Biomedical Analysis

Volumn 46, Issue 5, 2008, Pages 920-928

  Vaccher, Marie Pierre ^a   Charton, Julie ^b   Guelzim, Abdelhalim ^a   Caignard, Daniel Henry ^c   Bonte, Jean Paul ^a   Vaccher, Claude ^a  

^a UNIV LILLE   (France)

^b INSERM   (France)

^c INSTITUT DE RECHERCHES SERVIER   (France)

Author keywords

AMPK; Chiral stationary phases; Chiralpak AD; Enantiomeric separation; Validation; X ray crystallography

Indexed keywords

AMYLOSE; BENZIMIDAZOLE DERIVATIVE; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE KINASE;

ARTICLE; CHIRALITY; CRYSTAL STRUCTURE; DRUG PURITY; DRUG STRUCTURE; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; SEPARATION TECHNIQUE; ULTRAVIOLET RADIATION; X RAY CRYSTALLOGRAPHY;

AMYLOSE; BUFFERS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MULTIENZYME COMPLEXES; PHENYLCARBAMATES; PROTEIN KINASE INHIBITORS; PROTEIN-SERINE-THREONINE KINASES; REPRODUCIBILITY OF RESULTS; SOLVENTS; SPECTROPHOTOMETRY, ULTRAVIOLET; STEREOISOMERISM;

EID: 40849099921     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2008.01.048     Document Type: Article

References (17)

1. Winder W.W., and Hardie D.G. Am. J. Physiol. 277 (1999) E1-E10
2. Moller D.E. Nature 414 (2001) 821-827
3. Minokoshi Y., Kim Y.B., Peroni O.D., Fryer L.G., Muller C., Carling D., and Kahn B.B. Nature 415 (2002) 339-343
4. Ruderman N., and Pentki M. Nat. Rev. Drug Discov. 3 (2004) 340-351
5. Charton J., Girault-Mizzi S., Debreu-Fontaine M.A., Foufelle F., Hainault I., Bizot-Espiard J.G., Caignard D.H., and Sergheraert C. Bio. Med. Chem. 14 (2006) 4490-4518
6. Shibukawa A., and Nakagawa T. In: Krstulovic A.M. (Ed). Chiral Separations by HPLC (1989), Ellis Horwood
7. J. Dingenen, in: A Practical Approach to Chiral Separations by Liquid Chromatography, Subramanian G. (Eds.), New York 1994.
8. Nageswara Rao R., Narasu Raju A., and Nagaraju D. Talanta 70 (2006) 805-810
9. Cass Q.B., Lima V.V., Oliveira R.V., Cassiano N.M., Degani A.L.G., and Pedrazzoli J. J. Chromatogr. A 798 (2003) 275-281
10. Orlando R.M., and Bonato P.S. J. Chromatogr. B 795 (2003) 227-235
11. Kanazawa H., Ojada A., Higaki M., Yokota H., Mashige F., and Nakahara K. J. Pharm. Biomed. Anal. 30 (2003) 1817-1824
12. CAD-4 Software. V. 1.5c beta. Delft: Enraf-Nonius; 1994.
13. Harms K., and Wocadlo S. XCAD4-CAD4 Data Reduction (1995), University of Marburg, Marburg, Germany
14. Altomare A., Cascarano G., Giacovazzo C., and Guagliardi A. J. Appl. Crystallogr. 26 (1993) 343-350
15. Sheldrick G.M. SHELXL-97: Program for the Refinement of Crystal Structures (1997), University of Göttingen, Germany
16. Flack H.D. Acta Crystallogr. A 39 (1983) 876-881
17. Farrugia L.J. J. Appl. Crystallogr. 30 (1997) 565