RP TLC ASSAY OF THE LIPOPHILICITY OF NEW AZATHIOPRINE ANALOGS

REFERENCES

• Shah , S. ; Collett , D. ; Johnson , R. ; Raftery , M. ; Rudge , Ch. ; Yagood , M. M. The Effect of Mycophenolate Mofetil and Azathioprine Dose on Renal Allograft Outcome in the United Kingdom . Transplantation 2008 , 86 , 1035 – 1042 .
   Web of Science ®Google Scholar
• Peyrin-Biroulet , L. ; Delteure , P. ; Ardizzone , S. ; D'Haens , G. ; Hanauer , S. B. ; Herfarth , H. ; Lemann , M. ; Colombel , J. F. Azathioprine and 6-mercaptopurine for the Prevention of Postoperative Recurrence in Crohn's Disease . Am. J. Gastroenterol. 2009 , 104 , 2089 – 2096 .
   PubMed Web of Science ®Google Scholar
• Pasadhika , S. ; Kempen , J. H. ; Newcomb , C. W. ; Liesegang , T. L. ; Pujari , S. S. ; Rosenbaum , J. T. ; Thorne , J. E. ; Foster , C. S. ; Jabs , D. A. ; Levy-Clarke , G. A. ; Nussenblatt , R. B. ; Suhler , B. B. Azathioprine for Ocular Inflammatory Diseases . Am. J. Ophthalmol. 2009 , 148 , 500 – 509 .
   PubMed Web of Science ®Google Scholar
• Colombel , J. F. ; Sandborn , W. J. ; Reinisch , W. ; Mantzaris , G. J. ; Kornbluth , A. ; Rachmilewitz , D. ; Lichtiger , S. ; D'Haens , G. ; Diamond , R. H. ; Broussard , D. L. ; Tang , K. L. ; van der Wande , C. J. ; Rutgeerts , P. Infliximab, Azathioprine or Combination Therapy for Crohn's Disease . N. Engl. J. Med. 2010 , 362 , 1383 – 1395 .
   PubMed Web of Science ®Google Scholar
• Perrett , C. M. ; Walker , S. L. ; O'Donovan , P. ; Warwick , J. ; Harwood , C. A. ; Karran , P. ; McGregor , J. M. Azathioprine Treatment Photosensitizes Human Skin to Ultraviolet A Radiation . Br. J. Dermatol. 2008 , 159 , 198 – 204 .
   PubMed Web of Science ®Google Scholar
• Shin , S. J. ; Collins , M. T. Thiopurine Drugs Azathioprine and 6-mercaptopurine Inhibit Mycobacterium Paratuberculosis Growth In vitro . Antimicrob. Agents Chemother. 2008 , 52 , 418 – 426 .
   PubMed Web of Science ®Google Scholar
• Bobbala , D. ; Koka , S. ; Geiger , C. ; Föller , M. ; Huber , S. M. ; Lang , F. Azathioprine Favorably Influences the Course of Malaria . Malaria J. 2009 , 8 , 102 – 112 .
   Web of Science ®Google Scholar
• Hoover , S. ; Striker , R. Thiopurines Inhibit Bovine Viral Diarrhea Virus Production in a Thiopurine Methyltransferase-Dependent Manner . J. Gen. Virol. 2008 , 89 , 1000 – 1009 .
   Web of Science ®Google Scholar
• Park , D. ; Fergusson , A. ; Ford , L. ; Berg , J. ; Mansur , A. H. Side Effects from Azathioprine in a Patient with Thiopurine S-methyl Transferase Deficiency . Resp. Med. CME 2009 , 2 , 102 – 105 .
   Google Scholar
• Kowalska , A. ; Pluta , K. Synthesis of The Azathioprine Analogs . Heterocycles 2008 , 75 , 555 – 569 .
   Web of Science ®Google Scholar
• Kowalska , A. ; Pluta , K. ; Suwińska , K. Synthesis of Isomeric Analogs of Azathioprine . Heterocycles 2009 , 78 , 2455 – 2466 .
   Web of Science ®Google Scholar
• Jóźwiak , K. ; Szumiło , H. ; Soczewiński , E. Lipophilicity, Methods of Determination and Its Role in Biological Effect of Chemical Substances . Wiad. Chem. 2001 , 55 , 1047 – 1074 .
   Google Scholar
• Achrem-Achremowicz , J. ; Kępczyńska , E. ; Żylewski , M. ; Janeczko , Z. Synthesis of Betulin Derivatives and the Determination of Their Relative Lipophilicities Using Reverse-Phase Thin-Layer Chromatography . Biomed. Chromatogr. 2010 , 24 , 261 – 267 .
   Web of Science ®Google Scholar
• Hoffmann , M. ; Chrzanowska , M. ; Hermann , T. ; Rychlewski , J. Modeling of Purine Derivatives Transport Across Cell Membranes Based on Their Partition Coefficient Determination and Quantum Chemical Calculation . J. Med. Chem. 2005 , 48 , 4482 – 4486 .
   Web of Science ®Google Scholar
• Poole , S. K. ; Poole , C. F. Separation Methods for Estimating Octanol-Water Partition Coefficients . J. Chromatogr. B 2003 , 797 , 3 – 19 .
   PubMed Web of Science ®Google Scholar
• Mannhold , R. ; Poda , G. I. ; Ostermann , C. ; Tetko , I. V. Calculation of Molecular Lipophilicity: State of the Art and Comparison of logP Methods . J. Pharm. Sci. 2008 , 98 , 861 – 893 .
   Web of Science ®Google Scholar
• VCCLAB, Virtual Computational Chemistry Laboratory, http://www.vcclab.org, 2005 .
   Google Scholar
• Biagi , G. L. ; Barbaro , A. M. ; Sapone , A. Basic Aspects and Relationship Between Slope and Intercept of TLC Equations . J. Chromatogr. A 1994 , 662 , 341 – 361 .
   Web of Science ®Google Scholar
• Völgyi , G. ; Deák , K. ; Válmos , J. ; Valkó , K. ; Takács-Novák , K. RPTLC Determination of Log P of Structurally Diverse Neutral Compounds . J. Planar Chromatogr. 2008 , 21 , 143 – 149 .
   Web of Science ®Google Scholar
• Takács-Novák , K. ; Perjési , P. ; Vámos , J. Determination of Log P for Biologically Active Chalcones and Cyclic Chalcone Analogs by RPTLC . J. Planar Chromatogr. 2001 , 14 , 42 – 46 .
   Web of Science ®Google Scholar
• Stańczak , A. ; Rzeszowska-Modzelewska , K. ; Lewgowd , W. Determination of the Lipophilicity of Pyrimido[5,4-c]quinoline Derivatives by Reversed-Phase Thin-Layer Chromatography. Part 1. Lipophilicity of Pyrimido[5,4-c]quinolin-4(3H)-Ones and 1,2,3,4-tetrahydro-pyrimido[5,4-c]quinolin-2,4-diones . J. Planar Chromatogr. 2002 , 15 , 169 – 176 .
   Web of Science ®Google Scholar
• Morak , B. ; Pluta , K. RP TLC Determination of the Lipophilicity of New 10-substituted 2,7-diazaphenothiazines . J. Liq. Chromatogr. R. T. 2008 , 31 , 611 – 618 .
   Web of Science ®Google Scholar
• Morak , B. ; Nowak , M. ; Pluta , K. Determination of the Lipophilicity Parameters RM0 and LogP of New Azaphenothiazines by Reversed-Phase Thin-Layer Chromatography. J. Liq. Chromatogr. R. T. 2007, 30, 1845–1854.
   Web of Science ®Google Scholar
• Newton , D. W. ; Ratanamaneichatara , S. ; Murray , W. J. Dissociation, Solubility and Lipophilicity of Azathioprine . Int. J. Pharm. 1982 , 11 , 209 – 213 .
   Web of Science ®Google Scholar
• Chrzanowska , M. ; Kuehn , M. ; Hermann , T. ; Neubert , R. H. H. Biopharmaceutical Characterization of Some Synthetic Purine Drugs . Pharmazie 2003 , 58 , 504 – 506 .
   Web of Science ®Google Scholar
• Thomson , P. ; Naylor , M. A. ; Stratford , M. R. ; Lewis , G. ; Hill , S. ; Patel , K. B. ; Wardman , P. ; Davis , P. D. Hypoxia-Driven Elimination of Thiopurines from Their Nitrobenzyl Prodrug . Bioorg. Med. Chem. Lett. 2007 , 17 , 4320 – 4322 .
   PubMed Web of Science ®Google Scholar
• Sochacka , J. ; Kowalska , A. Comparison of the Calculated Values on the Lipophilicity of 2,6-disubstituted 7-methylpurines with Values Determined by RP TLC . J. Planar Chromatogr. 2006 , 19 , 307 – 312 .
   Web of Science ®Google Scholar