A System for LogD Screening of New Drug Candidates using a Water-Plug Injection Method and Automated Liquid Handler

Journal of Laboratory Automation

Volumn 14, Issue 2, 2009, Pages 76-81

  Yamashita, Taro ^a   Nishimura, Ikuko ^a   Nakamura, Tatsuji ^a   Fukami, Takehiro ^a  

^a BANYU PHARMACEUTICAL CO LTD   (Japan)

Author keywords

automation; early drug discovery stage; liquid handler; logD; physicochemical screening

Indexed keywords

96 WELLS; ASSAY SYSTEMS; DISTRIBUTION COEFFICIENTS; DRUG CANDIDATES; EARLY DRUG-DISCOVERY STAGE; EFFICIENT SYSTEMS; HANDLING SYSTEMS; HIGH-SPEED; INJECTION METHODS; LIQUID HANDLER; LOGD; PHYSICOCHEMICAL SCREENING; WATER PHASE;

ALCOHOLS; AUTOMATION; ELECTRIC BATTERIES; HIGH TEMPERATURE SUPERCONDUCTORS; WATER ANALYSIS; WATER INJECTION;

LIQUIDS;

EID: 61849178681     PISSN: 22110682     EISSN: 15402452     Source Type: Journal    
DOI: 10.1016/j.jala.2008.10.001     Document Type: Article

References (24)

1. Martin Y. C. A bioavailability score. J. Med. Chem. 2005, 48, 3164–3170.
2. Ishigami M. Honda T. Takasaki W. Ikeda T. Komai T. Ito K. Sugiyama Y. A comparison of the effects of 3-Hydroxy-3-Methylglutaryl-Coenzyme A (HMG-CoA) reductase inhibitors on the CYP3A4-dependent oxidation of mexazolam in vitro. Drug Metab. Dispos. 2001, 29, 282–288.
3. Liu X. Tu M. Kelly R. S. Chen C. Smith B. J. Development of a computational approach to predict blood-brain barrier permeability. Drug Metab. Dispos. 2004, 32, 132–139.
4. Kerns E. H. Di L. Physicochemical profiling: Overview of the screens. Drug Discov. Today Technol. 2004, 1, 343–348.
5. Lipinski C. A. Drug-like properties and the causes of poor solubility and poor permeability. J. Pharmacol. Toxicol. Methods 2000, 44, 235–249.
6. Waterbeemd H. V. D. Smith D. A. Beaumont K. Walker D. K. Property-based design: Optimization of drug absorption and pharmacokinetics. J. Med. Chem. 2001, 44, 1313–1333.
7. Drug Bioavailability: Estimation of Solubility, Permeability, Absorption and Bioavailability; van de Waterbeemd Han Lennernas Hans Artursson Per Mannhold Raimund Kubinyi Hugo Folkers Gerd, Eds.; Wiley & Sons, Inc: 2005; pp 3–242.
8. Hitzel L. Watt A. P. Locker K. L. An increased throughput method for the determination of partition coefficients. Pharm. Res. 2000, 17, 1389–1395.
9. Avdeef A. Physicochemical profiling (solubility, permeability and charge state). Curr. Top. Med. Chem. 2001, 1, 277–351.
10. Valko K. Application of high-performance liquid chromatography based measurements of lipophilicity to model biological distribution. J. Chromatogr. A 2004, 1037, 299–310.
11. Kaliszan R. Haber P. Baczek T. Siluk D. Valko K. Lipophilicity and pKa estimates from gradient high-performance liquid chromatography. J. Chromatogr. A 2002, 965, 117–127.
12. Valko K. Slegel P. New chromatographic hydrophobicity index ([phiv]0) based on the slope and the intercept of the log k’ versus organic phase concentration plot. J. Chromatogr. A 1993, 631, 49–61.
13. Albert L. Corwin H. David E. Partition coefficients and their uses. Chem. Rev. 1971, 71, 525–616.
14. Poole S. K. Poole C. F. Separation methods for estimating octanol-water partition coefficients. J. Chromatogr. B 2003, 797, 3–19.
15. Poole S. K. Patel S. Dehring K. Workman H. Dong J. Estimation of octanol-water partition coefficients for neutral and weakly acidic compounds by microemulsion electrokinetic chromatography using dynamically coated capillary columns. J. Chromatogr. B 2003, 793, 265–274.
16. Poole S. K. Durham D. Kibbey C. Rapid method for estimating the octanol-water partition coefficient (log Pow) by microemulsion electrokinetic chromatography. J. Chromatogr. B Biomed. Sci. Appl. 2000, 745, 117–126.
17. Faller B. Grimm H. P. Loeuillet-Ritzler F. Arnold S. Briand X. High-throughput lipophilicity measurement with immobilized artificial membranes. J. Med. Chem. 2005, 48, 2571–2576.
18. Schrader W. Andersson J. T. Fast and direct method for measuring 1-octanol-water partition coefficients exemplified for six local anesthetics. J. Pharm. Sci. 2001, 90, 1948–1954.
19. Vellarkad N. Viswanadhan M. Rami Reddy R. J. Bacquet M. D. E. Assessment of methods used for predicting lipophilicity: Application to nucleosides and nucleoside bases. J. Comput. Chem. 1993, 14, 1019–1026.
20. Dohta Y. Yamashita T. Horiike S. Nakamura T. Fukami T. A system for logD screening of 96-well plates using a water-plug aspiration/injection method combined with high-performance liquid chromatography-mass spectrometry. Anal. Chem. 2007, 79, 8312–8315.
21. Yamashita T. Dohta Y. Nakamura T. Fukami T. High-speed solubility screening assay using ultra-performance liquid chromatography/mass spectrometry in drug discovery. J. Chromatogr. A 2008, 1182, 72–76.
22. Lombardo F. Shalaeva M. Y. Tupper K. A. Gao F. ElogD(oct): A tool for lipophilicity determination in drug discovery. 2. Basic and neutral compounds. J. Med. Chem. 2001, 44, 2490–2497.
23. Takacs-Novak K. Avdeef A. Determination of protonation macro- and microconstants and octanol/water partition coefficient of the antiinflammatory drug niflumic acid. J. Pharm. Biomed. Anal. 1994, 12, 1369–1377.
24. Avdeef A. Absorption and Drug Development: Solubility, Permeability, and Charge State. Wiley & Sons, Inc: 2003; 42–66.