Drug permeation in biomembranes: in vitro and in silico prediction and influence of physicochemical properties.
暂无分享,去创建一个
Lasse Murtomäki | Arto Urtti | K. Kontturi | A. Urtti | L. Murtomäki | Kyösti Kontturi | Annika Mälkiä | Annika Mälkiä
[1] S H White,et al. The nature of the hydrophobic binding of small peptides at the bilayer interface: implications for the insertion of transbilayer helices. , 1989, Biochemistry.
[2] Transfer Mechanism and Lipophilicity of Ionizable Drugs , 2001 .
[3] S. Walker,et al. Pharmaceutical innovation by the seven UK-owned pharmaceutical companies (1964-1985). , 1988, British journal of clinical pharmacology.
[4] Ulf Norinder,et al. Prediction of Polar Surface Area and Drug Transport Processes Using Simple Parameters and PLS Statistics , 2000, J. Chem. Inf. Comput. Sci..
[5] Patrick Gaillard,et al. Molecular Lipophilicity Potential, a tool in 3D QSAR: Method and applications , 1994, J. Comput. Aided Mol. Des..
[6] M. Abraham,et al. The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography , 1987 .
[7] P. Carrupt,et al. Immobilized artificial membrane liquid chromatography: proposed guidelines for technical optimization of retention measurements. , 2002, Journal of chromatography. A.
[8] H. van de Waterbeemd,et al. Property-based design: optimization of drug absorption and pharmacokinetics. , 2001, Journal of medicinal chemistry.
[9] Kin-Kai Hwang,et al. A comparative study of artificial membrane permeability assay for high throughput profiling of drug absorption potential. , 2002, European journal of medicinal chemistry.
[10] Lemont B. Kier,et al. Electrotopological State Indices for Atom Types: A Novel Combination of Electronic, Topological, and Valence State Information , 1995, J. Chem. Inf. Comput. Sci..
[11] U Norinder,et al. Theoretical calculation and prediction of intestinal absorption of drugs in humans using MolSurf parametrization and PLS statistics. , 1999, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[12] P. Vanýsek. Charge transfer processes on liquid/liquid interfaces : the first century , 1995 .
[13] M. Bally,et al. Uptake of dibucaine into large unilamellar vesicles in response to a membrane potential. , 1985, The Journal of biological chemistry.
[14] D Mackay,et al. A novel method for measuring membrane-water partition coefficients of hydrophobic organic chemicals: comparison with 1-octanol-water partitioning. , 1988, Journal of pharmaceutical sciences.
[15] S. Krämer,et al. Absorption prediction from physicochemical parameters. , 1999, Pharmaceutical science & technology today.
[16] K. Schulten,et al. Molecular Dynamic Simulation of Immobilized Artificial Membranes , 1995 .
[17] D. T. Stanton,et al. Profiling of Drugs for Membrane Activity Using Liposomes as an In Vitro Model System , 2002, Drug development and industrial pharmacy.
[18] G. Cevc. The molecular mechanism of interaction between monovalent ions and polar surfaces, such as lipid bilayer membranes , 1990 .
[19] Per Artursson,et al. An Improved Cell Culture Model Based on 2/4/A1 Cell Monolayers for Studies of Intestinal Drug Transport: Characterization of Transport Routes , 2003, Pharmaceutical Research.
[20] S. Weir,et al. Fundamental studies in reversed-phase liquid-solid extraction of basic drugs; I: Ionic interactions. , 1992, Journal of pharmaceutical and biomedical analysis.
[21] Bernard Testa,et al. Lipophilicity in Molecular Modeling , 1996, Pharmaceutical Research.
[22] K. Kontturi,et al. Membrane activity of ionisable drugs - a task for liquid-liquid electrochemistry? , 2003 .
[23] F. Lombardo,et al. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings , 1997 .
[24] K. Kontturi,et al. Langmuir−Blodgett Monolayers at a Liquid−Liquid Interface , 2000 .
[25] A. Watt,et al. An Increased Throughput Method for the Determination of Partition Coefficients , 2000, Pharmaceutical Research.
[26] M. Strafford,et al. Drug absorption in vitro model: filter-immobilized artificial membranes. 2. Studies of the permeability properties of lactones in Piper methysticum Forst. , 2001, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[27] U. Zimmermann,et al. Effect of fluorine substitution on the interaction of lipophilic ions with the plasma membrane of mammalian cells. , 2000, Biophysical journal.
[28] Alan J. Parker,et al. Protic-dipolar aprotic solvent effects on rates of bimolecular reactions , 1969 .
[29] W. R. Lieb,et al. Molecular organization of liquid n-octanol: an X-ray diffraction analysis. , 1993, Journal of pharmaceutical sciences.
[30] M. Karelson,et al. Quantum-Chemical Descriptors in QSAR/QSPR Studies. , 1996, Chemical reviews.
[31] W. Surewicz,et al. Interaction of propranolol with model phospholipid membranes. Monolayer, spin label and fluorescent spectroscopy studies. , 1981, Biochimica et biophysica acta.
[32] P. Carrupt,et al. Molecular Factors Influencing Retention on Immobilized Artificial Membranes (IAM) Compared to Partitioning in Liposomes and n-Octanol , 2002, Pharmaceutical Research.
[33] B. Müller,et al. Determination of liposome partitioning of ionizable drugs by titration. , 1999, Journal of pharmaceutical sciences.
[34] H. Girault,et al. Theoretical and Experimental Exploration of the Lipophilicity of Zwitterionic Drugs in the 1,2-Dichloroethane/Water System , 2002, Pharmaceutical Research.
[35] Sean Ekins,et al. Three-Dimensional Quantitative Structure-Permeability Relationship Analysis for a Series of Inhibitors of Rhinovirus Replication , 2001, J. Chem. Inf. Comput. Sci..
[36] H. Girault,et al. Ionic Partition Diagram of the Zwitterionic Antihistamine Cetirizine , 2001 .
[37] E. Toropainen,et al. Paracellular and passive transcellular permeability in immortalized human corneal epithelial cell culture model. , 2003, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[38] Electrochemistry at the interface between two immiscible electrolyte solutions , 1991 .
[39] G. Roberts,et al. Langmuir-Blodgett films , 1984 .
[40] J. Taskinen,et al. Relationship between immobilised artificial membrane chromatographic retention and the brain penetration of structurally diverse drugs. , 1997, Journal of pharmaceutical and biomedical analysis.
[41] K. Takács-Novák,et al. Ion-Pair Partition of Quaternary Ammonium Drugs: The Influence of Counter Ions of Different Lipophilicity, Size, and Flexibility , 1999, Pharmaceutical Research.
[42] G Beck,et al. Evaluation of human intestinal absorption data and subsequent derivation of a quantitative structure-activity relationship (QSAR) with the Abraham descriptors. , 2001, Journal of pharmaceutical sciences.
[43] P. Goodford. A computational procedure for determining energetically favorable binding sites on biologically important macromolecules. , 1985, Journal of medicinal chemistry.
[44] Peter C. Jurs,et al. Prediction of Human Intestinal Absorption of Drug Compounds from Molecular Structure , 1998, J. Chem. Inf. Comput. Sci..
[45] O. H. Chan,et al. Use of immobilized artificial membrane chromatography for drug transport applications. , 1998, Journal of pharmaceutical sciences.
[46] H Lennernäs,et al. SPR biosensor studies of the direct interaction between 27 drugs and a liposome surface: correlation with fraction absorbed in humans. , 2000, Journal of medicinal chemistry.
[47] S. Krämer,et al. Towards the Predictability of Drug-Lipid Membrane Interactions: The pH-Dependent Affinity of Propranolol to Phosphatidylinositol Containing Liposomes , 1998, Pharmaceutical Research.
[48] Toshio Fujita,et al. The Correlation of Biological Activity of Plant Growth Regulators and Chloromycetin Derivatives with Hammett Constants and Partition Coefficients , 1963 .
[49] Harpreet S. Chadha,et al. Hydrogen bonding. 33. Factors that influence the distribution of solutes between blood and brain. , 1994, Journal of pharmaceutical sciences.
[50] A. Avdeef,et al. pH-Metric logP 10. Determination of Liposomal Membrane-Water Partition Coefficients of lonizable Drugs , 1998, Pharmaceutical Research.
[51] Kristina Luthman,et al. Caco-2 monolayers in experimental and theoretical predictions of drug transport1PII of original article: S0169-409X(96)00415-2. The article was originally published in Advanced Drug Delivery Reviews 22 (1996) 67–84.1 , 2001 .
[52] Lemont B. Kier,et al. Modeling Blood-Brain Barrier Partitioning Using the Electrotopological State , 2002, J. Chem. Inf. Comput. Sci..
[53] Anders Karlén,et al. Hydrogen bonding descriptors in the prediction of human in vivo intestinal permeability. , 2003, Journal of molecular graphics & modelling.
[54] David Weininger,et al. SMILES, a chemical language and information system. 1. Introduction to methodology and encoding rules , 1988, J. Chem. Inf. Comput. Sci..
[55] L. Molnár,et al. Recent advances in the prediction of blood-brain partitioning from molecular structure. , 2003, Journal of pharmaceutical sciences.
[56] H. Brockman,et al. Dipole potential of lipid membranes. , 1994, Chemistry and physics of lipids.
[57] A. Leo. Evaluating hydrogen-bond donor strength. , 2000, Journal of pharmaceutical sciences.
[58] L. Hall,et al. Molecular Structure Description: The Electrotopological State , 1999 .
[59] C. Maggi,et al. Simultaneous LC-MS/MS determination of reference pharmaceuticals as a method for the characterization of the Caco-2 cell monolayer absorption properties. , 2002, Analytical chemistry.
[60] H. Girault,et al. Transfer Mechanism of Ionic Drugs: Piroxicam as an agent facilitating proton transfer , 1996 .
[61] H. Girault,et al. Physicochemical Characterization of Sildenafil: Ionization, Lipophilicity Behavior, and Ionic-Partition Diagram Studied by Two-Phase Titration and Electrochemistry , 2000 .
[62] A. Eckert,et al. Solid-supported lipid membranes as a tool for determination of membrane affinity: high-throughput screening of a physicochemical parameter. , 2001, Journal of pharmaceutical sciences.
[63] George R. Famini,et al. Using theoretical descriptors in quantitative structure-activity relationships: some toxicological indices. , 1991, Journal of medicinal chemistry.
[64] Bernard Testa,et al. Intermolecular Forces Expressed in 1,2-Dichloroethane/Water Partition Coefficients: A Solvatochromic Analysis , 1997 .
[65] A. Avdeef,et al. pH-metric log P. II: Refinement of partition coefficients and ionization constants of multiprotic substances. , 1993, Journal of pharmaceutical sciences.
[66] H. Girault,et al. Ionic partition diagrams of ionisable drugs : pH-lipophilicity profiles, transfer mechanisms and charge effects on solvation , 1999 .
[67] K. Luthman,et al. Effect of molecular charge on intestinal epithelial drug transport: pH-dependent transport of cationic drugs. , 1999, The Journal of pharmacology and experimental therapeutics.
[68] David J. Begley,et al. Potential of Immobilized Artificial Membranes for Predicting Drug Penetration Across the Blood−Brain Barrier , 1998, Pharmaceutical Research.
[69] F. Quaglia,et al. Interactions between Amines and Phospholipids: A Chromatographic Study on Immobilized Artificial Membrane (IAM) Stationary Phases at Various pH Values , 2000 .
[70] Denis M. Bayada,et al. Polar Molecular Surface as a Dominating Determinant for Oral Absorption and Brain Penetration of Drugs , 1999, Pharmaceutical Research.
[71] K. Hideg,et al. Interfacial ionization and partitioning of membrane-bound local anesthetics. , 1992, Biochimica et biophysica acta.
[72] D. Scherman,et al. High lipophilicity decreases drug transport across intestinal epithelial cells. , 1994, The Journal of pharmacology and experimental therapeutics.
[73] C. Pidgeon,et al. Chromatographic surfaces prepared from lyso phosphatidylcholine ligands , 1994 .
[74] A. Pohorille,et al. Mechanism of unassisted ion transport across membrane bilayers. , 1996, Journal of the American Chemical Society.
[75] P. Carrupt,et al. Structural Properties Governing Retention Mechanisms on RP-HPLC Stationary Phases Used for Lipophilicity Measurements , 1995 .
[76] Bernard Testa,et al. Lipophilicity Profiles of Ampholytes. , 1997, Chemical reviews.
[77] J. Seelig,et al. Peptide binding to lipid bilayers. Nonclassical hydrophobic effect and membrane-induced pK shifts. , 1992, Biochemistry.
[78] H Lennernäs,et al. Correlation of human jejunal permeability (in vivo) of drugs with experimentally and theoretically derived parameters. A multivariate data analysis approach. , 1998, Journal of medicinal chemistry.
[79] M. Kansy,et al. Hydrogen-Bonding Capacity and Brain Penetration , 1992, Chimia (Basel).
[80] R Griffiths,et al. Development of a new physicochemical model for brain penetration and its application to the design of centrally acting H2 receptor histamine antagonists. , 1988, Journal of medicinal chemistry.
[81] U. Norinder,et al. Computational approaches to the prediction of the blood-brain distribution. , 2002, Advanced drug delivery reviews.
[82] U Norinder,et al. Theoretical calculation and prediction of drug transport processes using simple parameters and partial least squares projections to latent structures (PLS) statistics. The use of electrotopological state indices. , 2001, Journal of pharmaceutical sciences.
[83] Transfer Mechanisms and Lipophilicity of Ionizable Drugs , 2001 .
[84] Shaomeng Wang,et al. Computer Automated log P Calculations Based on an Extended Group Contribution Approach , 1994, J. Chem. Inf. Comput. Sci..
[85] Z. Samec,et al. Polarization phenomena at the water | o-nitrophenyl octyl ether interface. Part 1. Evaluation of the standard Gibbs energies of ion transfer from the solubility and voltammetric measurements , 1996 .
[86] B Testa,et al. Predicting blood-brain barrier permeation from three-dimensional molecular structure. , 2000, Journal of medicinal chemistry.
[87] Michael C. Petty,et al. Langmuir-Blodgett films: Interaction of electromagnetic radiation with organic thin films , 1996 .
[88] Shiyin Yee,et al. In Vitro Permeability Across Caco-2 Cells (Colonic) Can Predict In Vivo (Small Intestinal) Absorption in Man—Fact or Myth , 1997, Pharmaceutical Research.
[89] S. Hirono,et al. Simple Method of Calculating Octanol/Water Partition Coefficient. , 1992 .
[90] G. Caldwell,et al. Evaluation of the immobilized artificial membrane phosphatidylcholine. Drug discovery column for high-performance liquid chromatographic screening of drug-membrane interactions. , 1998, Journal of chromatography. A.
[91] E. Krause,et al. Noncovalent immobilized artificial membrane chromatography, an improved method for describing peptide-lipid bilayer interactions. , 1999, Journal of chromatography. A.
[92] M. L. La Rotonda,et al. Interactions of nonsteroidal antiinflammatory drugs with phospholipids: comparison between octanol/buffer partition coefficients and chromatographic indexes on immobilized artificial membranes. , 1997, Journal of pharmaceutical sciences.
[93] J. Goodwin,et al. Physicochemical determinants of passive membrane permeability: role of solute hydrogen-bonding potential and volume. , 2001, Journal of medicinal chemistry.
[94] J. Tolan,et al. MDCK (Madin-Darby canine kidney) cells: A tool for membrane permeability screening. , 1999, Journal of pharmaceutical sciences.
[95] Kristina Luthman,et al. Prediction of Membrane Permeability to Peptides from Calculated Dynamic Molecular Surface Properties , 1999, Pharmaceutical Research.
[96] C. Hansch,et al. p-σ-π Analysis. A Method for the Correlation of Biological Activity and Chemical Structure , 1964 .
[97] I. Wainer,et al. Deactivated hydrocarbonaceous silica and immobilized artificial membrane stationary phases in high-performance liquid chromatographic determination of hydrophobicities of organic bases: relationship to log P and CLOGP. , 1993, Journal of pharmaceutical and biomedical analysis.
[98] D. E. Clark. In silico prediction of blood-brain barrier permeation. , 2003, Drug discovery today.
[99] Kenneth M. Merz,et al. Computation of the physio‐chemical properties and data mining of large molecular collections , 2002, J. Comput. Chem..
[100] R. Taft,et al. Solubility properties in polymers and biological media: 6. An equation for correlation and prediction of solubilities of liquid organic nonelectrolytes in blood. , 1986, Journal of pharmaceutical sciences.
[101] H. Kubinyi,et al. 3D QSAR in drug design. , 2002 .
[102] K. Kontturi,et al. Electrochemical determination of partition coefficients of drugs. , 1992, Journal of pharmaceutical sciences.
[103] B Testa,et al. Binding of arylpiperazines, (aryloxy)propanolamines, and tetrahydropyridylindoles to the 5-HT1A receptor: contribution of the molecular lipophilicity potential to three-dimensional quantitative structure-affinity relationship models. , 1996, Journal of medicinal chemistry.
[104] K. Audus,et al. The Use of Cultured Epithelial and Endothelial Cells for Drug Transport and Metabolism Studies , 1990, Pharmaceutical Research.
[105] V A Parsegian,et al. Membrane dipole potentials, hydration forces, and the ordering of water at membrane surfaces. , 1992, Biophysical journal.
[106] David E. Clark,et al. Enhancing the Hit-to-Lead Properties of Lead Optimization Libraries , 2000, J. Chem. Inf. Comput. Sci..
[107] F. Scholz,et al. An electrochemical method for determination of the standard Gibbs energy of anion transfer between water and n-octanol , 2002 .
[108] Han van de Waterbeemd,et al. Substructure and whole molecule approaches for calculating log P , 2001, J. Comput. Aided Mol. Des..
[109] Y. Marcus,et al. Polarity, hydrogen bonding, and structure of mixtures of water and cyanomethane , 1991 .
[110] S. Wold. Cross-Validatory Estimation of the Number of Components in Factor and Principal Components Models , 1978 .
[111] James A. Platts,et al. Estimation of Molecular Linear Free Energy Relationship Descriptors by a Group Contribution Approach. 2. Prediction of Partition Coefficients , 2000, J. Chem. Inf. Comput. Sci..
[112] Ettore Novellino,et al. A Critical Review of Recent CoMFA Applications , 1998 .
[113] A. Leo. CALCULATING LOG POCT FROM STRUCTURES , 1993 .
[114] H. Girault,et al. The Apparent Lipophilicity of Quaternary Ammonium Ions Is Influenced by Galvani Potential Difference, Not Ion-Pairing: A Cyclic Voltammetry Study , 2001, Pharmaceutical Research.
[115] James A. Platts,et al. Estimation of Molecular Linear Free Energy Relation Descriptors Using a Group Contribution Approach , 1999, J. Chem. Inf. Comput. Sci..
[116] Peter C. Jurs,et al. Computer-Assisted Computation of Partition Coefficients from Molecular Structures Using Fragment Constants , 1979, J. Chem. Inf. Comput. Sci..
[117] C. Hansch,et al. A NEW SUBSTITUENT CONSTANT, PI, DERIVED FROM PARTITION COEFFICIENTS , 1964 .
[118] K. Kubica,et al. The electrostatics of lipid surfaces. , 1999, Chemistry and physics of lipids.
[119] Per Artursson,et al. Prediction of the Oral Absorption of Low-Permeability Drugs Using Small Intestine-Like 2/4/A1 Cell Monolayers , 2003, Pharmaceutical Research.
[120] Albert J. Leo,et al. Calculating log P(oct) with no missing fragments; The problem of estimating new interaction parameters , 2000 .
[121] M. Khaledi,et al. Hydrophobicity estimations by reversed-phase liquid chromatography. Implications for biological partitioning processes. , 1993, Journal of chromatography.
[122] S. Krämer,et al. The pH-Dependence in the Partitioning Behaviour of (RS)-[3H]Propranolol Between MDCK Cell Lipid Vesicles and Buffer , 1996, Pharmaceutical Research.
[123] B. D. Anderson,et al. Microscale titrimetric and spectrophotometric methods for determination of ionization constants and partition coefficients of new drug candidates. , 1998, Journal of pharmaceutical sciences.
[124] G. R. Famini,et al. Solubility properties in polymers and biological media 5: an analysis of the physicochemical properties which influence octanol-water partition coefficients of aliphatic and aromatic solutes. , 1985, Journal of pharmaceutical sciences.
[125] David J. Livingstone,et al. The Characterization of Chemical Structures Using Molecular Properties. A Survey , 2000, J. Chem. Inf. Comput. Sci..
[126] A. Seelig,et al. Blood-Brain Barrier Permeation: Molecular Parameters Governing Passive Diffusion , 1998, The Journal of Membrane Biology.
[127] T. Kennedy. Managing the drug discovery/development interface , 1997 .
[128] Herman J. C. Berendsen,et al. Permeation Process of Small Molecules across Lipid Membranes Studied by Molecular Dynamics Simulations , 1996 .
[129] Vijay K. Gombar,et al. Assessment of n-Octanol/Water Partition Coefficient: When Is the Assessment Reliable? , 1996, J. Chem. Inf. Comput. Sci..
[130] M. Klein,et al. Constant pressure and temperature molecular dynamics simulation of a fully hydrated liquid crystal phase dipalmitoylphosphatidylcholine bilayer. , 1995, Biophysical journal.
[131] G. Betageri,et al. Thermodynamics of partitioning of β-blockers in the n-octanol- buffer and liposome systems , 1987 .
[132] K. Luthman,et al. Caco-2 monolayers in experimental and theoretical predictions of drug transport , 1996 .
[133] L. A. Meijer,et al. Self-consistent-field modeling of complex molecules with united atom detail in inhomogeneous systems. Cyclic and branched foreign molecules in dimyristoylphosphatidylcholine membranes , 1999 .
[134] Ulf Norinder,et al. Theoretical Calculation and Prediction of Caco-2 Cell Permeability Using MolSurf Parametrization and PLS Statistics , 1997, Pharmaceutical Research.
[135] R. Wade,et al. New hydrogen-bond potentials for use in determining energetically favorable binding sites on molecules of known structure. , 1989, Journal of medicinal chemistry.
[136] J. Legendre,et al. Determination of the passive absorption through the rat intestine using chromatographic indices and molar volume. , 2001, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[137] J. Platts,et al. Correlation and prediction of a large blood-brain distribution data set--an LFER study. , 2001, European journal of medicinal chemistry.
[138] Relation between the molecular electrostatic potential and activity of some FF-MAS related sterol compounds. , 2001, Bioorganic & medicinal chemistry.
[139] R. Löbenberg,et al. Modern bioavailability, bioequivalence and biopharmaceutics classification system. New scientific approaches to international regulatory standards. , 2000, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
[140] M. Tammi,et al. Epidermal cell culture model derived from rat keratinocytes with permeability characteristics comparable to human cadaver skin. , 2003, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[141] R. Neubert. Ion Pair Transport Across Membranes , 1989, Pharmaceutical Research.
[142] A. Parsegian,et al. Energy of an Ion crossing a Low Dielectric Membrane: Solutions to Four Relevant Electrostatic Problems , 1969, Nature.
[143] Peter D J Grootenhuis,et al. Predicting passive transport in silico--history, hype, hope. , 2003, Current topics in medicinal chemistry.
[144] Juan M. Luco,et al. Prediction of the Brain-Blood Distribution of a Large Set of Drugs from Structurally Derived Descriptors Using Partial Least-Squares (PLS) Modeling , 1999, J. Chem. Inf. Comput. Sci..
[145] A. Ghose,et al. Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods , 1998 .
[146] R. Conradi,et al. The Influence of Peptide Structure on Transport Across Caco-2 Cells , 1991, Pharmaceutical Research.
[147] J J Baldwin,et al. Prediction of drug absorption using multivariate statistics. , 2000, Journal of medicinal chemistry.
[148] Harpreet S. Chadha,et al. Determination of solute lipophilicity, as log P(octanol) and log P(alkane) using poly(styrene–divinylbenzene) and immobilised artificial membrane stationary phases in reversed-phase high-performance liquid chromatography , 1997 .
[149] U Norinder,et al. Experimental and computational screening models for the prediction of intestinal drug absorption. , 2001, Journal of medicinal chemistry.
[150] J. Slotte,et al. Characterization of flavonoid--biomembrane interactions. , 2002, Archives of biochemistry and biophysics.
[151] D. Mackay,et al. Linear solvation energy relationships. 44. Parameter estimation rules that allow accurate prediction of octanol/water partition coefficients and other solubility and toxicity properties of polychlorinated biphenyls and polycyclic aromatic hydrocarbons. , 1988, Environmental science & technology.
[152] H. Girault,et al. Structure-Lipophilicity Relationships of Neutral and Protonated β-Blockers, Part I, Intra- and Intermolecular Effects in Isotropic Solvent Systems , 1999 .
[153] A. Urtti,et al. Different effects of pH on the permeation of pilocarpine and pilocarpine prodrugs across the isolated rabbit cornea. , 1998, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
[154] W. Hubbell,et al. Molecular motion in spin-labeled phospholipids and membranes. , 1971, Journal of the American Chemical Society.
[155] N el Tayar,et al. Partitioning of solutes in different solvent systems: the contribution of hydrogen-bonding capacity and polarity. , 1991, Journal of pharmaceutical sciences.
[156] Nagamany Nirmalakhandan,et al. ES&T Critical Review: Structure-activity relationships. Quantitative techniques for predicting the behavior of chemicals in the ecosystem , 1988 .
[157] T. Kissel,et al. Heterogeneity in the human intestinal cell line Caco-2 leads to differences in transepithelial transport , 1995 .
[158] K. Kontturi,et al. Electrochemistry at Lipid Monolayer-Modified Liquid−Liquid Interfaces as an Improvement to Drug Partitioning Studies , 2001 .
[159] H. Girault,et al. Generalization of ionic partition diagrams to lipophilic compounds and to biphasic systems with variable phase volume ratios. , 2001, Journal of the American Chemical Society.
[160] N. Schipper,et al. Automated Absorption Assessment Using Caco-2 Cells Cultured on Both Sides of Polycarbonate Membranes , 1999, Pharmaceutical Research.
[161] R. Kaliszan. Quantitative structure-retention relationships , 1992 .
[162] J. Hermens,et al. Understanding and estimating membrane/water partition coefficients: approaches to derive quantitative structure property relationships. , 1998, Chemical research in toxicology.
[163] K. Iseki,et al. A general approach for the prediction of the intestinal absorption of drugs: regression analysis using the physicochemical properties and drug-membrane electrostatic interaction. , 1998, Journal of pharmaceutical sciences.
[164] William J Egan,et al. Prediction of intestinal permeability. , 2002, Advanced drug delivery reviews.
[165] C. Lohmann,et al. Predicting Blood-Brain Barrier Permeability of Drugs: Evaluation of Different In Vitro Assays , 2002, Journal of drug targeting.
[166] J. Seelig,et al. The dynamic structure of fatty acyl chains in a phospholipid bilayer measured by deuterium magnetic resonance. , 1974, Biochemistry.
[167] Per Artursson,et al. Intestinal Drug Absorption and Metabolism in Cell Cultures: Caco-2 and Beyond , 1997, Pharmaceutical Research.
[168] E. Brekkan,et al. Immobilized liposome and biomembrane partitioning chromatography of drugs for prediction of drug transport , 1998 .
[169] G. Cruciani,et al. Comparative molecular field analysis using GRID force-field and GOLPE variable selection methods in a study of inhibitors of glycogen phosphorylase b. , 1994, Journal of medicinal chemistry.
[170] K. Dill,et al. Solute partitioning into lipid bilayer membranes. , 1988, Biochemistry.
[171] M. Abraham,et al. Calculations on ionic solvation. Part 1.—Free energies of solvation of gaseous univalent ions using a one-layer continuum model , 1978 .
[172] A. Bangham. Liposomes: the Babraham connection. , 1993, Chemistry and physics of lipids.
[173] Christel A. S. Bergström,et al. Absorption classification of oral drugs based on molecular surface properties. , 2003, Journal of medicinal chemistry.
[174] K. Luthman,et al. Correlation of drug absorption with molecular surface properties. , 1996, Journal of pharmaceutical sciences.
[175] Michael H. Abraham,et al. Linear solvation energy relationships. 29. Solution properties of some tetraalkylammonium halide ion pairs and dissociated ions , 1985 .
[176] Bernard Testa,et al. Immobilized artificial membrane HPLC in drug research. , 2003, Journal of medicinal chemistry.
[177] M. Iseki,et al. Lipid bilayer formation in a microporous membrane filter monitored by ac impedance analysis and purple membrane photoresponses , 1996 .
[178] C. Pidgeon,et al. Thermodynamics of solute partitioning into immobilized artificial membranes. , 1995, Analytical chemistry.
[179] A. Bangham,et al. Diffusion of univalent ions across the lamellae of swollen phospholipids. , 1965, Journal of molecular biology.
[180] H. Wunderli-Allenspach,et al. Immobilized Artificial Membrane (lAM)-HPLC for Partition Studies of Neutral and Ionized Acids and Bases in Comparison with the Liposomal Partition System , 1999, Pharmaceutical Research.
[181] Michael H. Abraham,et al. Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, .pi.*, .alpha., and .beta., and some methods for simplifying the generalized solvatochromic equation , 1983 .
[182] H. Girault,et al. The pH-Partition Profile of the Anti-Ischemic Drug Trimetazidine May Explain Its Reduction of Intracellular Acidosis , 1999, Pharmaceutical Research.
[183] P. Carrupt,et al. Development of molecular hydrogen-bonding potentials (MHBPs) and their application to structure-permeation relations. , 2001, Journal of molecular graphics & modelling.
[184] P. Furet,et al. 3D molecular lipophilicity potential profiles: a new tool in molecular modeling , 1988 .
[185] Gary O. Spessard,et al. ACD Labs/LogP dB 3.5 and ChemSketch 3.5 , 1998, J. Chem. Inf. Comput. Sci..
[186] Anne Hersey,et al. Rate-Limited Steps of Human Oral Absorption and QSAR Studies , 2002, Pharmaceutical Research.
[187] Peter A. Kollman,et al. Investigation of Structure, Dynamics, and Solvation in 1-Octanol and Its Water-Saturated Solution: Molecular Dynamics and Free-Energy Perturbation Studies , 1995 .
[188] B. Müller,et al. Drug Liposome Partitioning as a Tool for the Prediction of Human Passive Intestinal Absorption , 1999, Pharmaceutical Research.
[189] J. Platts,et al. Hydrogen bond structural group constants. , 2001, The Journal of organic chemistry.
[190] C. Nakamura,et al. Immobilized liposome chromatography to study drug-membrane interactions. Correlation with drug absorption in humans. , 2002, Journal of chromatography. A.
[191] P. Artursson,et al. Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells. , 1991, Biochemical and biophysical research communications.
[192] Kristina Luthman,et al. Polar Molecular Surface Properties Predict the Intestinal Absorption of Drugs in Humans , 1997, Pharmaceutical Research.
[193] Aalt Bast,et al. Comprehensive medicinal chemistry , 1991 .
[194] C. Pidgeon,et al. Immobilized Artificial Membranes — screens for drug membrane interactions , 1997 .
[195] T. Osakai,et al. Hydration of Ions in Organic Solvent and Its Significance in the Gibbs Energy of Ion Transfer between Two Immiscible Liquids , 1997 .
[196] B. Faller,et al. High-throughput permeability pH profile and high-throughput alkane/water log P with artificial membranes. , 2001, Journal of medicinal chemistry.
[197] P. Carrupt,et al. Molecular fields in quantitative structure–permeation relationships: the VolSurf approach , 2000 .
[198] D. M. Ryan,et al. Rational design of potent sialidase-based inhibitors of influenza virus replication , 1993, Nature.
[199] Michael H. Abraham,et al. The Factors that Influence Skin Penetration of Solutes * , 1995 .
[200] M. Abraham,et al. Rapid-gradient HPLC method for measuring drug interactions with immobilized artificial membrane: comparison with other lipophilicity measures. , 2000, Journal of pharmaceutical sciences.
[201] D. E. Clark,et al. Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 2. Prediction of blood-brain barrier penetration. , 1999, Journal of pharmaceutical sciences.
[202] Stephen R. Johnson,et al. Molecular properties that influence the oral bioavailability of drug candidates. , 2002, Journal of medicinal chemistry.
[203] H. Girault,et al. Ionic Partition Diagrams: A Potential−pH Representation , 1996 .
[204] Igor V. Tetko,et al. Neural Network Modeling for Estimation of Partition Coefficient Based on Atom-Type Electrotopological State Indices , 2000, J. Chem. Inf. Comput. Sci..
[205] K. Luthman,et al. Evaluation of dynamic polar molecular surface area as predictor of drug absorption: comparison with other computational and experimental predictors. , 1998, Journal of medicinal chemistry.
[206] P. Selzer,et al. Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. , 2000, Journal of medicinal chemistry.
[207] C. Pidgeon,et al. Immobilized-artificial-membrane chromatography: measurements of membrane partition coefficient and predicting drug membrane permeability. , 1996, Journal of chromatography. A.
[208] A. Volkov. Liquid Interfaces In Chemical, Biological And Pharmaceutical Applications , 2001 .
[209] M. Abraham,et al. Hydrogen bonding. 47. Characterization of the ethylene glycol-heptane partition system: hydrogen bond acidity and basicity of peptides. , 1999, Journal of pharmaceutical sciences.
[210] P. Lundahl,et al. Immobilized liposome chromatography of drugs for model analysis of drug-membrane interactions , 1997 .
[211] T. Osakai,et al. Non-Bornian Theory of the Gibbs Energy of Ion Transfer between Two Immiscible Liquids , 1998 .
[212] Arthur Dalby,et al. Description of several chemical structure file formats used by computer programs developed at Molecular Design Limited , 1992, J. Chem. Inf. Comput. Sci..
[213] W. Meylan,et al. Atom/fragment contribution method for estimating octanol-water partition coefficients. , 1995, Journal of pharmaceutical sciences.
[214] A. Leo,et al. Partition coefficients and their uses , 1971 .
[215] Jean-Pierre Dubost,et al. Une nouvelle approche des relations structure-activité: le «potentiel de lipophilie moléculaire» , 1986 .
[216] G. Betageri,et al. The liposome as a distribution model in QSAR studies , 1988 .
[217] Q. Yang,et al. Immobilized-liposome chromatographic analysis of drug partitioning into lipid bilayers. , 1995, Journal of chromatography. A.
[218] R. Kaliszan,et al. Chromatographic hydrophobicity parameter determined on an immobilized artificial membrane column: relationships to standard measures of hydrophobicity and bioactivity , 1994 .
[219] J R Chretien,et al. Estimation of blood-brain barrier crossing of drugs using molecular size and shape, and H-bonding descriptors. , 1998, Journal of drug targeting.
[220] Michael H. Abraham,et al. LINEAR SOLVATION ENERGY RELATIONSHIPS. 23. A COMPREHENSIVE COLLECTION OF THE SOLVATOCHROMIC PARAMETERS, Π*, α, AND β, AND SOME METHODS FOR SIMPLIFYING THE GENERALIZED SOLVATOCHROMIC EQUATION , 1984 .
[221] D. E. Clark. Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 1. Prediction of intestinal absorption. , 1999, Journal of pharmaceutical sciences.
[222] G Folkers,et al. Review of theoretical passive drug absorption models: historical background, recent developments and limitations. , 1996, Pharmaceutica acta Helvetiae.
[223] Hans Lennernäs,et al. Intestinal Permeability: Prediction from Theory , 2000 .
[224] M. Karelson. Molecular descriptors in QSAR/QSPR , 2000 .