[1]
|
Giacomini, K.M., Huang, S.M., Tweedie, D.J., Benet, L.Z., Brouwer, K.L.R., Chu, X.Y., Dahlin, A., Evers, R., Fischer, V., Hillgren, K.M., Hoffmaster, K.A., Ishikawa T., Keppler, D., Kim, R.B., Lee, C.A., Niemi, M., Polli, J.W., Sugiyama, Y., Swaan, P.W., Ware, J.A., Wright, S.H., Yee, S.W., Zamek-Gliszczynski, M.J. and Zhang, L. (2010) Membrane transporters in drug development. Nature Reviews Drug Discovery, 9, 215-236. doi:10.1038/nrd3028
|
[2]
|
Shitara, Y., Horie, T. and Sugiyama, Y. (2006) Transporters as a determinant of drug clearance and tissue distribution. European Journal of Pharmaceutical Sciences, 27, 425-446. doi:10.1016/j.ejps.2005.12.003
|
[3]
|
Tsuji, A. (2002) Biopharmaceutical studies on molecular mechanisms of membrane transport. Journal of the Pharmaceutical Society of Japan, 122, 1037-1058.
|
[4]
|
Liu, X., Testa, B. and Fahr, A. (2011) Lipophilicity and its relationship with passive drug permeation. Pharmaceutical Research, 28, 962-977.
doi:10.1007/s11095-010-0303-7
|
[5]
|
Avdeef, A. (2003) Absorption and drug development. John Wiley & Sons, Inc. Hoboken.
doi:10.1002/047145026X
|
[6]
|
Leahy, D.E., Morris, I.J., Taylor, P.J. and Wait, A.R. (1992) Model solvent systems for QSAR. Part 3. An LSER anslysis of the “critical quartet”. New light on hydrogen bond strength and directionality. Journal of the Chemical Society, Perkin Transactions 2, 2, 705-722.
|
[7]
|
Yee, S. (1997) In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man—Fact or myth. Pharmaceutical Research, 14, 763-766. doi:10.1023/A:1012102522787
|
[8]
|
Plemper van Balen, G., Martinet, C.M., Caron, G., Bouchard, G., Reist, M., Carrupt, P.-A, Fruttero, R., Gasco, A. and Testa, B. (2004) Liposome/water lipophilicity: Methods, information content, and pharmaceutical applications. Medicinal Research Reviews, 24, 299-324.
doi:10.1002/med.10063
|
[9]
|
Betageri G.V. and Rogers, J.A. (1988) The liposome as a distribution model in QSAR studies. Int. J. Pharm., 46, 95-102. doi:10.1016/0378-5173(88)90014-2
|
[10]
|
Kramer, S.D. and Wunderli-Allenspach, H. (1996) The pH-dependence in the partitioning behaviour of (RS)-[3H] propranolol between MDCK cell lipid vesicles and buffer. Pharmaceutical Research, 13, 1851-1855.
doi:10.1023/A:1016089209798
|
[11]
|
Avdeef, A., Box, K.J., Comer, E.A., Hibbert, C. and Tam, K.Y. (1998) pH-Metric logP 10. Determination of liposomal membrane—Water partition coefficients of ionizable drugs. Pharmaceutical Research, 15, 209-215.
doi:10.1023/A:1011954332221
|
[12]
|
Middleton, D.A., Reid, D.G. and Watts, A. (2004) Combined quantitative and mechanistic study of drug—Membrane interactions using a novel 2H NMR approach. Journal of Pharmaceutical Sciences, 93, 507-514.
doi:10.1002/jps.10544
|
[13]
|
Beigi, F., Yang, Q. and Lundahl, P. (1995) Immobilized liposme chromatographic analysis of drug partitioning into lipid bilayers. Journal of Chromatography A, 704, 315-321. doi:10.1016/0021-9673(95)00214-8
|
[14]
|
Liu, X.-Y., Nakamura, C., Yang, Q., Kamo N. and Miyake, J. (2002) Immobilized liposome chromatography to study drug-membrane interactions: Correlation with drug absorption in humans. Journal of Chromatography A, 961, 113-118. doi:10.1016/S0021-9673(02)00505-8
|
[15]
|
Maghraby, G.M.M.El., Williams, A.C. and Barry, B.W. (2005) Drug interaction and location in liposomes: Correction with polar surface areas. International Journal of Pharmaceutics, 292, 179-185.
doi:10.1016/j.ijpharm.2004.11.037
|
[16]
|
Burns, S.T. and Khaledi, M.G. (2007) Rapid determination of liposome-water partition coefficients (Klw) using liposome electrokinetic chromatography (LEKC). Journal of Pharmaceutical Sciences, 91, 1601-1612.
doi:10.1002/jps.10119
|
[17]
|
Seelig, J. and Ganz, P. (1991) Nonclassical hydrophobic effect in membrane binding equilibria. Biochemistry, 30, 9354-9359. doi:10.1021/bi00102a031
|
[18]
|
Ikonen, M., Muromaki, L. and Kontturi, K. (2010) Microcalorimetric and zeta potential study on binding of drugs on liposomes. Colloids and Surfaces B: Biointerfaces, 78, 257-282. doi:10.1016/j.colsurfb.2010.03.017
|
[19]
|
Matos, C., Lima, J.C., Reis, S., Lopes, A. and Bastos. M. (2004) Interaction of anti-inflammatory drugs with EPC liposomes: Calorimetric study in a broad concentratin range. Biophysical Journal, 86, 946-954.
doi:10.1016/S0006-3495(04)74170-3
|
[20]
|
Ghai, R., Falconer, R.J. and Collins, B.M. (2012) Applications of isothermal titration calorimetry in pure and applied research survey of the literature from 2010. Journal of Molecular Recognition, 25, 32-52.
doi:10.1002/jmr.1167
|
[21]
|
Sudo, Y., Yamabi, M., Kato, S., Hasegawa, C., Iwamoto, M., Shimono, K. and Kamo, N. (2006) Importance of specific hydrogen bonds of archaeal rhodopsins for the binding to the transducer protein. Journal of Molecular Biology, 357, 1274-1282. doi:10.1016/j.jmb.2006.01.061
|
[22]
|
Bauerle, H. and Seelig, J. (1991) Interaction of charged and uncharged calcium channel antagonists with phospholid membranes. Binding equilibrium, binding enthalpy and membrane location. Biochemistry, 30, 7203-7211. doi:10.1021/bi00243a023
|
[23]
|
Thomas, P.G. and Seelig, J. (1993) Binding of the calcium antagonist flunarizine to phosphatidylcholine bilayers: Charge effects and thermodynamics. Biochemical Journal, 291, 397-402.
|
[24]
|
Milhaud, J., Lancelin, J.M., Michels, B. and Blume, A. (1996) Association of polyene antibiotics and sterol-free lipid membranes. I. Hydrophobic binding of filipin to dimyristoylphosphatidylcholine bilayers. Biochimica et Biophysica Acta, 1278, 223-232.
doi:10.1016/0005-2736(95)00225-1
|
[25]
|
Rowe, E.S., Zhang, F., Leung, T.W., Parr, J.S. and Guy, P.T. (1998) Thermodynamics of membrane partitioning for a series of n-alcohols determined by titration calorimetry: Role of hydrophobic effects. Biochemistry, 37, 2430-2440. doi:10.1021/bi9721602
|
[26]
|
Zhou, X. and Arthur, G. (1992) Improved procedures for the determination of lipid phosphorus by malachite green. The Journal of Lipid Research, 33, 1233-1236.
|
[27]
|
Yang, Q. Liu, X.-Y., Umetani, K., Ikehara, T., Miyauchi, S., Kamo, N., Jin, T. and Miyake, J. (2000) Membrane partitioning and translocation of hydrophobic phosphornium homologues: Thermodynamic analysis by immobilized liposome chromatography. The Journal of Physical Chemistry B, 104, 7528-7534. doi:10.1021/jp001237k
|
[28]
|
DrugBank, open data drug & drug target data base. http://www.drugbank.ca/
|
[29]
|
Ong, S., Liu, H. and Pidgeon, C. (1996) Immobilized-artificial-membrane chromatography: measurements of membrane partition coefficient and predicting drug membrane permeability. Journal of Chromatography A, 728, 113-128. doi:10.1016/0021-9673(95)00837-3
|
[30]
|
Liu, X.-Y., Yang, Q., Kamo, N. and Miyake, J. (2001) Effect of liposome type and membrane fluidity on drug-membrane partitioning analyzed by immobilized liposome chromatography. Journal of Chromatography A, 913, 123-131. doi:10.1016/S0021-9673(00)01266-8
|
[31]
|
Balon, K., Riebesehl, B.U. and Müller, B.W. (1999) Drug liposome partitioning as a tool for the prediction of human passive intestinal absorption. Pharmaceutical Research, 16, 882-888. doi:10.1023/A:1018882221008
|