COMPARISON OF DERIVATIZED POLYSACCHARIDE PHASES FOR SEPARATION OF WARFARIN AND RELATED DRUGS

REFERENCES

• Katherina , M. R. The Importance of Stereoselective Determination of Drugs in the Clinical Laboratory . J. Biochem. Biophys. Meth. 2002 , 54 , 1 – 9 .
   PubMedGoogle Scholar
• Yashima , E. ; Okamoto , Y. Chiral Discrimination on Polysaccharide Derivatives . Bull. Chem. Soc. Jpn. 1995 , 68 , 3289 – 3307 .
   Web of Science ®Google Scholar
• Aboul-Enein , H. Y. High-performance liquid Chromatographic Enantioseparation of Drugs Containing Multiple Chiral Centers on Polysaccharide-Type Chiral Stationary Phases . J. Chromatogr. A 2001 , 906 , 185 – 193 .
   PubMed Web of Science ®Google Scholar
• Anderson , M. E. ; Aslan , D. ; Clarke , A. ; Roerade , J. ; Hagman , G. Evaluation of Generic Chiral Liquid Chromatography Screens for Pharmaceutical Analysis . J. Chromatogr. A 2003 , 1005 , 83 – 101 .
   PubMed Web of Science ®Google Scholar
• Okamoto , Y. ; Kaida , Y. Resolution by High-Performance Liquid-Chromatography Using Polysaccharide Carbamates and Benzoates as Chiral Stationary Phases . J. Chromatogr. A 1994 , 666 , 403 – 419 .
   Web of Science ®Google Scholar
• Okamoto , Y. ; Yashima , E. Polysaccharide Derivatives for Chromatographic Separation of Enantiomers . Angew. Chem. Int. Ed. 1998 , 37 , 1020 – 1043 .
   PubMed Web of Science ®Google Scholar
• Tachibana , K. ; Ohnishi , A. Reversed-phase Liquid Chromatographic Separation of Enantiomers on Polysaccharide Type Chiral Stationary Phases . J. Chromatogr. A 2001 , 906 , 127 – 154 .
   PubMed Web of Science ®Google Scholar
• Yamamoto , C. ; Okamoto , Y. Optically Active Polymers for Chiral Separation . Bull. Chem. Soc. Jpn. 2004 , 77 , 227 – 257 .
   Web of Science ®Google Scholar
• Yashima , E. Polysaccharide-Based Chiral Stationary Phases for High-Performance Liquid Chromatographic Enantioseparation . J. Chromatogr. A 2001 , 906 , 105 – 125 .
   PubMed Web of Science ®Google Scholar
• Yashima , E. ; Fukaya , H. ; Okamoto , Y. 3,5-Dimethylphenylcarbamates of Cellulose and Amylose Regioselectively Bonded to Silica-Gel as Chiral Stationary Phases for High-Performance Liquid-Chromatography . J. Chromatogr. A 1994 , 677 , 11 – 19 .
   Web of Science ®Google Scholar
• Lynam , K. G. ; Stringham , R. W. Chiral Separations on Polysaccharide Stationary Phases Using Polar Organic Mobile Phases . Chirality 2006 , 18 , 1 – 9 .
   PubMed Web of Science ®Google Scholar
• Ali , I. ; Naim , L. ; Ghanem , A. ; Aboul-Enein , H. Y. Chiral Separations of Piperidine-2,6-dione Analogues on Chiralpak IA and Chiralpak IB Columns by Using HPLC . Talanta 2006 , 69 , 1013 – 1017 .
   PubMed Web of Science ®Google Scholar
• Zhang , T. ; Kientzy , C. ; Franco , P. ; Ohnishi , A. ; Kagamihara , Y. ; Kurosawa , H. Solvent Versatility of Immobilized 3,5-Dimethylphenylcarbamate of Amylose in Enantiomeric Separations by HPLC . J. Chromatogr. A 2005 , 1075 , 65 – 75 .
   PubMed Web of Science ®Google Scholar
• Zhang , T. ; Nguyen , D. ; Franco , P. ; Murakami , T. ; Ohnishi , A. ; Kurosawa , O. Cellulose 3,5-Dimethylphenylcarbamate Immobilized on Silica. A New Chiral Stationary Phase for the Analysis of Enantiomers . Anal. Chim. Acta 2006 , 557 , 221 – 228 .
   Web of Science ®Google Scholar
• Wang , T. ; Wenslow , R. M. Effects of Alcohol Mobile-Phase Modifiers on the Structure and Chiral Selectivity of Amylose Tris(3,5-dimethylphenylcarbamate) Chiral Stationary Phase . J. Chromatogr. A 2003 , 1015 , 99 – 110 .
   PubMed Web of Science ®Google Scholar
• Wenslow , R. M. ; Wang , T. Solid-State NMR Characterization of Amylose Tris(3,5-dimethylphenylcarbamate) Chiral Stationary-Phase Structure as a Function of Mobile-Phase Composition . Anal. Chem. 2001 , 73 , 4190 – 4195 .
   PubMed Web of Science ®Google Scholar
• Kasat , R. B. ; Zvinevch , Y. ; Hillhouse , H. W. ; Thomson , K. T. ; Wang , N. L. ; Franses , E. I. Direct Probing of Sorbent-Solvent Interactions for Amylose Tris(3,5-dimethylphenylcarbamate) Using Infrared Spectroscopy, X-ray Diffraction, Solid-State NMR, and DFT Modeling . J. Phys. Chem. B 2006 , 110 , 14114 – 14122 .
   PubMed Web of Science ®Google Scholar
• Chang , S. C. ; Reid , G. L. ; Chen , S. ; Chang , C. D. ; Armstrong , D. W. Evaluation of a New Polar-Organic High Performance Liquid Chromatographic Mobile Phase for Cyclodextrin-Bonded Chiral Stationary Phases . Trends Anal. Chem. 1993 , 12 , 144 – 153 .
   Web of Science ®Google Scholar
• Matthijs , N. ; Maftouh , M. ; Heyden , Y. V. Screening Approach for Chiral Separation of Pharmaceuticals IV. Polar Organic Solvent Chromatography . J. Chromatogr. A 2006 , 1111 , 48 – 61 .
   PubMed Web of Science ®Google Scholar
• Miller , L. ; Orihuela , C. ; Fronek , R. ; Murphy , J. Preparative Chromatographic Resolution of Enantiomers Using Polar Organic Solvents with Polysaccharide Chiral Stationary Phases . J. Chromatogr. A 1999 , 865 , 211 – 226 .
   PubMed Web of Science ®Google Scholar
• Goossens , J. F. ; Foulon , C. ; Bailly , C. ; Bigg , D. C. H. ; Bonte , J. P. ; Vaccher , C. Chiral Resolution of Enantiomers of Homocamptothecin Derivatives, Antitumor Topoisomerase I Inhibitors, Using High Performance Liquid Chromatography on Polysaccharide-Based Chiral Stationary Phases . Chromatographia 2004 , 59 , 305 – 313 .
   Web of Science ®Google Scholar
• Jing , J. Y. ; Lee , W. ; Park , J. H. ; Ryoo , J. J. Covalently Bonded and Coated Chiral Stationary Phases Derived from Polysaccahride Derivatives for Enantiomer Separation of N-fluorenylmethoxycarbonyl Alpha-Amino Acids with Fluorescence Detection. J. Liq. Chromatogr. & Rel. Technol. 2006, 29, 1793–1801.
   Web of Science ®Google Scholar
• Salvatore , C. ; Salvatore , B. ; Guy , T. C. Direct High-Performance Liquid Chromatographic Separation of the Enantiomers of an Aromatic Amine and Four Aminoalcohols Using Polysaccharide Chiral Stationary Phases and Acidic Additive . Chirality 2007 , 19 , 647 – 653 .
   PubMed Web of Science ®Google Scholar
• Wang , T. ; Chen , Y. W. ; Vailaya , A. Enantiomeric Separation of Some Pharmaceutical Intermediates and Reversal of Elution Orders by High-Performance Liquid Chromatography Using Cellulose and Amylose Tris(3,5-dimethylphenylcarbamate) Derivatives as Stationary Phases . J. Chromatogr. A 2000 , 902 , 345 – 355 .
   PubMed Web of Science ®Google Scholar
• Wang , T. ; Chen , Y. W. Application and Comparison of Derivatized Cellulose and Amylose Chiral Stationary Phases for the Separation of Enantiomers of Pharmaceutical Compounds by High-Performance Liquid Chromatography . J. Chromatogr. A 1999 , 855 , 411 – 421 .
   PubMed Web of Science ®Google Scholar
• Gluckman , J. C. ; Hirose , A. ; McGuffin , V. L. ; Novotny , M. Performance Evaluation of Slurry-Packed Capillary Columns for Liquid Chromatography . Chromatographia 1983 , 17 , 303 – 309 .
   Web of Science ®Google Scholar
• Howerton , S. B. ; Lee , C. ; McGuffin , V. L. Additivity of Statistical Moments in the Exponentially Modified Gaussian Model of Chromatography . Anal. Chim. Acta 2003 , 478 , 99 – 110 .
   Web of Science ®Google Scholar
• Howerton , S. B. ; McGuffin , V. L. Thermodynamic and Kinetic Characterization of Polycyclic Aromatic Hydrocarbons in Reversed-Phase Liquid Chromatography . Anal. Chem. 2003 , 75 , 3539 – 3548 .
   PubMed Web of Science ®Google Scholar
• McGuffin , V. L. ; Lee , C. Thermodynamics and Kinetics of Solute Transfer in Reversed-Phase Liquid Chromatography . J. Chromatogr. A 2003 , 987 , 3 – 15 .
   PubMed Web of Science ®Google Scholar
• Ye , Y. K. ; Stringham , R. W. Effect of Mobile Phase Amine Additives on Enantioselectivity for Phenylalanine Analogs . J. Chromatogr. A 2001 , 927 , 53 – 60 .
   PubMed Web of Science ®Google Scholar
• Ye , Y. K. ; Stringham , R. W. Effect of Mobile Phase Acidic Additives on Enantioselectivity for Phenylalanine Analogs . J. Chromatogr. A 2001 , 927 , 47 – 52 .
   PubMed Web of Science ®Google Scholar
• Ye , Y. K. ; Stringham , R. W. ; Wirth , M. J. Origin of Enhanced Chiral Selectivity by Acidic Additives for a Polysaccharide-Based Stationary Phase . J. Chromatogr. A 2004 , 1057 , 75 – 82 .
   PubMed Web of Science ®Google Scholar
• Li , X. P. ; McGuffin , V. L. Thermodynamics and Kinetics of Chiral Separations with Beta-Cyclodextrin Stationary Phase: I. Effect of Mobile Phase Composition . J. Liq. Chromatogr. & Rel. Technol. 2007 , 30 , 937 – 964 .
   Web of Science ®Google Scholar
• Valente , E. J. ; Lingafelter , E. C. ; Porter , W. R. ; Trager , W. F. Structure of Warfarin in Solution . J. Med. Chem. 1977 , 20 , 1489 – 1493 .
   PubMed Web of Science ®Google Scholar
• Valente , E. J. ; Porter , W. R. ; Trager , W. F. Conformations of Selected 3-Substituted 4-Hydroxycoumarins in Solution by Nuclear Magnetic-Resonance. Warfarin and Phenprocoumon . J. Med. Chem. 1978 , 21 , 231 – 234 .
   PubMed Web of Science ®Google Scholar
• Heimark , L. D. ; Trager , W. F. The Preferred Solution Conformation of Warfarin at the Active-Site of Cytochrome-P450 Based on the CD Spectra in Octanol Water Model System . J. Med. Chem. 1984 , 27 , 1092 – 1095 .
   PubMed Web of Science ®Google Scholar
• Karlsson , B. C. G. ; Rosengren , A. M. ; Anderson , P. O. ; Nicholls , I. A. The Spectrophysics of Warfarin: Implications for Protein Binding . J. Phys. Chem. B 2007 , 111 , 10520 – 10528 .
   PubMed Web of Science ®Google Scholar