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Volumn 71, Issue 5, 1996, Pages 309-327

Review of theoretical passive drug absorption models: Historical background, recent developments and limitations

Author keywords

Absorption models; Distribution; Distribution models; Drug absorption; Drug transport; Lipophilicity; Membrane permeation; Pore diffusion

Indexed keywords

BLOOD BRAIN BARRIER; DIFFUSION COEFFICIENT; DRUG ABSORPTION; DRUG TRANSPORT; HISTORY; LIPOPHILICITY; MATHEMATICAL MODEL; MEMBRANE PERMEABILITY; MEMBRANE TRANSPORT; PARTITION COEFFICIENT; REVIEW; THEORY;

EID: 0030296370     PISSN: 00316865     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-6865(96)00031-3     Document Type: Review
Times cited : (151)

References (115)
  • 2
    • 0026321138 scopus 로고
    • Cell culures as models for drug absorption across the intestinal mucosa
    • Artursson, P. (1991) Cell culures as models for drug absorption across the intestinal mucosa. Crit. Rev. Ther. Drug Carrier Syst. 8, 305-330.
    • (1991) Crit. Rev. Ther. Drug Carrier Syst. , vol.8 , pp. 305-330
    • Artursson, P.1
  • 3
    • 0025804183 scopus 로고
    • Correlation between oral drug absorption in humans and apparent permeability coefficients in human intestinal epithelial (Caco-2) cells
    • Artursson, P. and Karlsson, J. (1991) Correlation between oral drug absorption in humans and apparent permeability coefficients in human intestinal epithelial (Caco-2) cells. Biochem. Biophys. Res. Comm. 175, 880-885.
    • (1991) Biochem. Biophys. Res. Comm. , vol.175 , pp. 880-885
    • Artursson, P.1    Karlsson, J.2
  • 4
    • 84958593100 scopus 로고    scopus 로고
    • Assessment of distribution-pH profiles
    • eds. V. Pliska, B. Testa and H. van de Waterbeemd. VCH, Weinheim
    • Avdeef, A. (1996) Assessment of distribution-pH profiles. In: eds. V. Pliska, B. Testa and H. van de Waterbeemd, Lipophilicity in Drug Action and Toxicology. VCH, Weinheim, pp. 109-137.
    • (1996) Lipophilicity in Drug Action and Toxicology , pp. 109-137
    • Avdeef, A.1
  • 5
    • 0027989425 scopus 로고
    • Quantitative structure-time-activity relationships for single and continuous dose
    • Balaz, S. (1994) Quantitative structure-time-activity relationships for single and continuous dose. Chemom. Intell. Lab. Syst. 24, 177-183.
    • (1994) Chemom. Intell. Lab. Syst. , vol.24 , pp. 177-183
    • Balaz, S.1
  • 6
    • 0014370772 scopus 로고
    • The influence of alkylsubstitution in acids on their performance in the buccal absorption test
    • Beckett, A.H. and Moffat, A.C. (1968) The influence of alkylsubstitution in acids on their performance in the buccal absorption test. J. Pharm. Pharmacol. 20, 239S-247S.
    • (1968) J. Pharm. Pharmacol. , vol.20
    • Beckett, A.H.1    Moffat, A.C.2
  • 7
    • 0015980480 scopus 로고
    • Acid microclimate in intestinal absorption
    • Blair, J.A. and Matty, A.J. (1974) Acid microclimate in intestinal absorption. Clin. Gastroenterol. 5, 183-197.
    • (1974) Clin. Gastroenterol. , vol.5 , pp. 183-197
    • Blair, J.A.1    Matty, A.J.2
  • 8
    • 0016687008 scopus 로고
    • Acidification in the rat proximal jejenum
    • Blair, J.A., Lucas, M.L. and Matty, A.J. (1975) Acidification in the rat proximal jejenum. J. Physiol. 245, 333-350.
    • (1975) J. Physiol. , vol.245 , pp. 333-350
    • Blair, J.A.1    Lucas, M.L.2    Matty, A.J.3
  • 9
    • 0002642747 scopus 로고
    • Reaktionsgeschwindigkeit in heterogenen systemen
    • Brunner, E. (1904) Reaktionsgeschwindigkeit in heterogenen Systemen. Z. Phys. Chem. 47, 56-102.
    • (1904) Z. Phys. Chem. , vol.47 , pp. 56-102
    • Brunner, E.1
  • 10
    • 0028855654 scopus 로고
    • A new method for estimating dermal absorption from chemical exposure: 2. Effect of molecular weight and octanol-water partitioning
    • Bunge, A.L. and Cleek, R.L. (1995) A new method for estimating dermal absorption from chemical exposure: 2. Effect of molecular weight and octanol-water partitioning. Pharm. Res. 12, 88-95.
    • (1995) Pharm. Res. , vol.12 , pp. 88-95
    • Bunge, A.L.1    Cleek, R.L.2
  • 11
    • 0027530335 scopus 로고
    • The influence of molecular volume and hydrogen-bonding on peptide transport across epithelial membranes
    • Burton, P.S., Ho, N.F.H., Conradi, R.A. and Hilgers A.R. (1993) The influence of molecular volume and hydrogen-bonding on peptide transport across epithelial membranes. Pharm. Res. 10, 635-637.
    • (1993) Pharm. Res. , vol.10 , pp. 635-637
    • Burton, P.S.1    Ho, N.F.H.2    Conradi, R.A.3    Hilgers, A.R.4
  • 12
    • 0001330269 scopus 로고
    • The distribution of organic copounds between iso-octanol and water
    • Collander, R. (1950) The distribution of organic copounds between iso-octanol and water. Acta Chem. Scand. 4, 1085-1098.
    • (1950) Acta Chem. Scand. , vol.4 , pp. 1085-1098
    • Collander, R.1
  • 13
    • 0000144433 scopus 로고
    • The partition of organic compounds between higher alcohols and water
    • Collander, R. (1951) The partition of organic compounds between higher alcohols and water. Acta Chem. Scand. 5, 774-780.
    • (1951) Acta Chem. Scand. , vol.5 , pp. 774-780
    • Collander, R.1
  • 14
    • 0002661982 scopus 로고    scopus 로고
    • Physicochemical and biological factors that influence a drug's cellular permeability by passive diffusion
    • eds. V. Pliska, B. Testa and H. van de Waterbeemd. VCH, Weinheim
    • Conradi, R.A., Burton, P.S. and Borchard, R.T. (1996) Physicochemical and biological factors that influence a drug's cellular permeability by passive diffusion. In: eds. V. Pliska, B. Testa and H. van de Waterbeemd, Lipophilicity in Drug Action and Toxicology. VCH, Weinheim, pp. 233-250.
    • (1996) Lipophilicity in Drug Action and Toxicology , pp. 233-250
    • Conradi, R.A.1    Burton, P.S.2    Borchard, R.T.3
  • 15
    • 0015100889 scopus 로고
    • Drug absorption IV - Influence of pH on absorption kinetics of weakly acidic drugs
    • Crouthamel, W.G., Tan, G.H., Dittert, L.W. and Dolusio, J.T. (1971) Drug absorption IV - Influence of pH on absorption kinetics of weakly acidic drugs. J. Pharm. Sci. 60, 1160-1163.
    • (1971) J. Pharm. Sci. , vol.60 , pp. 1160-1163
    • Crouthamel, W.G.1    Tan, G.H.2    Dittert, L.W.3    Dolusio, J.T.4
  • 16
    • 0002359702 scopus 로고
    • Rationally designed model with general applicability for absorption by passive diffusion
    • ed. J.K. Seydel. VCH, Weinheim
    • De Haan, F.H.N. and Jansen, A.C.A. (1985) Rationally designed model with general applicability for absorption by passive diffusion. In: ed. J.K. Seydel, QSAR and Strategies in the Design of Bioactive Compounds. VCH, Weinheim, pp. 198-204.
    • (1985) QSAR and Strategies in the Design of Bioactive Compounds , pp. 198-204
    • De Haan, F.H.N.1    Jansen, A.C.A.2
  • 17
    • 0011862082 scopus 로고
    • Development and application of model-based relationships describing 'in vivo' absorption kinetics
    • PhD Thesis, University of Leiden
    • De Haan, F.H.N. (1985) Development and application of model-based relationships describing 'in vivo' absorption kinetics. In: The Role of Drug Transport in QSAR. PhD Thesis, University of Leiden, 97-153.
    • (1985) The Role of Drug Transport in QSAR , pp. 97-153
    • De Haan, F.H.N.1
  • 18
    • 0011865319 scopus 로고
    • Drug partitioning II: In vitro model for drug absorption
    • Doluisio, J.T. and Swintosky, J.V. (1964) Drug partitioning II: In vitro model for drug absorption. J. Pharm. Sci. 53, 597-601.
    • (1964) J. Pharm. Sci. , vol.53 , pp. 597-601
    • Doluisio, J.T.1    Swintosky, J.V.2
  • 19
    • 0001712289 scopus 로고
    • Polar intermolecular interactions encoded in partition coefficients: An indirect estimation of hydrogen-bonding parameters of polyfunctional solutes
    • El Tayar, N., Tsai, R.S. and Carrupt, P.A. (1992) Polar intermolecular interactions encoded in partition coefficients: An indirect estimation of hydrogen-bonding parameters of polyfunctional solutes. J. Phys. Chem. 96, 1455-1459.
    • (1992) J. Phys. Chem. , vol.96 , pp. 1455-1459
    • El Tayar, N.1    Tsai, R.S.2    Carrupt, P.A.3
  • 20
    • 0019783061 scopus 로고
    • Methods for quantifying the transport of drugs across brain barrier systems
    • Fenstermacher, J.D., Blasberg, R.G. and Patlak, C.S. (1981) Methods for quantifying the transport of drugs across brain barrier systems. Pharmac. Ther. 14, 217-248.
    • (1981) Pharmac. Ther. , vol.14 , pp. 217-248
    • Fenstermacher, J.D.1    Blasberg, R.G.2    Patlak, C.S.3
  • 21
    • 0015358676 scopus 로고
    • Correlation and prediction of mass transport across membranes I: Influence of alkyl chain lenght on flux-determining properties of barrier and diffusant
    • Flynn, G.L. and Yalkowsky, S.H. (1972) Correlation and prediction of mass transport across membranes I: Influence of alkyl chain lenght on flux-determining properties of barrier and diffusant. J. Pharm. Sci. 6, 838-852.
    • (1972) J. Pharm. Sci. , vol.6 , pp. 838-852
    • Flynn, G.L.1    Yalkowsky, S.H.2
  • 22
    • 0016053262 scopus 로고
    • Mass transport phenomena and models: Theoretical concepts
    • Flynn, G.L., Yalkowsky, S.H. and Roseman, T.J. (1974) Mass transport phenomena and models: Theoretical concepts. J. Pharm. Sci. 63, 479-509.
    • (1974) J. Pharm. Sci. , vol.63 , pp. 479-509
    • Flynn, G.L.1    Yalkowsky, S.H.2    Roseman, T.J.3
  • 24
    • 33749000228 scopus 로고
    • A new substituent constant, π, derived from partition coefficients
    • Fujita, T., Iwasa, J. and Hansch, C. (1964) A new substituent constant, π, derived from partition coefficients. J. Am. Chem. Soc. 86, 5175-5180.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 5175-5180
    • Fujita, T.1    Iwasa, J.2    Hansch, C.3
  • 25
    • 0017645935 scopus 로고
    • Hydrogen-bonding parameter and its significance in quantitative structure-activity studies
    • Fujita, T., Nishioka, T. and Nakajima, M. (1977) Hydrogen-bonding parameter and its significance in quantitative structure-activity studies. J. Med. Chem. 20, 1071-1081.
    • (1977) J. Med. Chem. , vol.20 , pp. 1071-1081
    • Fujita, T.1    Nishioka, T.2    Nakajima, M.3
  • 26
    • 0023975942 scopus 로고
    • A novel method for measuring membrane-water partition coefficients of hydrophobic organic chemicals: Comparision with 1-octanol-water partitioning
    • Gobas, F.A.P.C., Lahittete, J.M., Garofalo, G., Shiu, W.Y. and Mackay, D. (1988) A novel method for measuring membrane-water partition coefficients of hydrophobic organic chemicals: Comparision with 1-octanol-water partitioning. J. Pharm. Sci. 77, 265-272.
    • (1988) J. Pharm. Sci. , vol.77 , pp. 265-272
    • Gobas, F.A.P.C.1    Lahittete, J.M.2    Garofalo, G.3    Shiu, W.Y.4    Mackay, D.5
  • 27
    • 0242677271 scopus 로고
    • A quantitative approach to biochemical structure-activity relationships
    • Hansch, C. (1969) A quantitative approach to biochemical structure-activity relationships. Accounts Chem. Res. 2, 232-239.
    • (1969) Accounts Chem. Res. , vol.2 , pp. 232-239
    • Hansch, C.1
  • 28
    • 0001454089 scopus 로고
    • Quantitative structure-activity relationships in drug design
    • E.J. Ariens. Academic Press, London
    • Hansch, C. (1971) Quantitative structure-activity relationships in drug design. In: E.J. Ariens, Drug Design 1. Academic Press, London, 271-342.
    • (1971) Drug Design , vol.1 , pp. 271-342
    • Hansch, C.1
  • 29
    • 0018931436 scopus 로고
    • Rate-limiting barriers to intestinal drug absorption: A review
    • Hayton, W.L. (1980) Rate-limiting barriers to intestinal drug absorption: A review. J. Pharmacokin. Biopharm. 8, 321-334.
    • (1980) J. Pharmacokin. Biopharm. , vol.8 , pp. 321-334
    • Hayton, W.L.1
  • 30
    • 0002019378 scopus 로고
    • Rate limiting steps and factors in drug absoption
    • eds. L.F. Nimmo and W.S. Prescott. MTP Press, Lancester
    • Higuchi, W.I., Ho, N.F.H., Park, J.Y. and Komiya, I. (1981) Rate limiting steps and factors in drug absoption. In: eds. L.F. Nimmo and W.S. Prescott, Drug Absorption. MTP Press, Lancester, 35-60.
    • (1981) Drug Absorption , pp. 35-60
    • Higuchi, W.I.1    Ho, N.F.H.2    Park, J.Y.3    Komiya, I.4
  • 31
    • 0028006499 scopus 로고
    • Pharmakokinetik und arzneimittelentwicklung
    • Hildebrand, M. (1994) Pharmakokinetik und Arzneimittelentwicklung. Deutsche Apotheker Z. 4, 23-32.
    • (1994) Deutsche Apotheker Z. , vol.4 , pp. 23-32
    • Hildebrand, M.1
  • 32
    • 0025132942 scopus 로고
    • Caco-2 cell monolayers as a model for drug transport across the intestinal mucosa
    • Hilgers, A.R., Conradi, R.A. and Burton, P.S. (1990) Caco-2 cell monolayers as a model for drug transport across the intestinal mucosa. Pharm. Res. 7, 902-909.
    • (1990) Pharm. Res. , vol.7 , pp. 902-909
    • Hilgers, A.R.1    Conradi, R.A.2    Burton, P.S.3
  • 33
    • 0001228598 scopus 로고
    • Oral delivery of 5-HT1D receptor agonists: Towards the discovery of 311C90, a novel anti-migraine agent
    • Hill, A.P., Hyde, R.M., Robertson, A.D., Woollard, P.M., Glen, R. and Martin, G.R. (1994) Oral delivery of 5-HT1D receptor agonists: Towards the discovery of 311C90, a novel anti-migraine agent. Headache 34, 308.
    • (1994) Headache , vol.34 , pp. 308
    • Hill, A.P.1    Hyde, R.M.2    Robertson, A.D.3    Woollard, P.M.4    Glen, R.5    Martin, G.R.6
  • 34
    • 0015293017 scopus 로고
    • Theoretical model studies of drug absorption and transport in the GI tract III
    • Ho, N.F.H., Higuchi, W.I. and Turi, J. (1972) Theoretical model studies of drug absorption and transport in the GI tract III. J. Pharm. Sci. 61, 192-197.
    • (1972) J. Pharm. Sci. , vol.61 , pp. 192-197
    • Ho, N.F.H.1    Higuchi, W.I.2    Turi, J.3
  • 36
    • 0002698633 scopus 로고
    • Advancing quantitative and mechanistic approaches in interfacing gastrointestinal drug absorption studies in animals and man
    • eds. W.G. Crouthamel and A. Sarapu, Washington DC
    • Ho, N.F.H., Park, J.Y., Ni, P.F. and Higuchi, W.I. (1983) Advancing quantitative and mechanistic approaches in interfacing gastrointestinal drug absorption studies in animals and man. In: eds. W.G. Crouthamel and A. Sarapu, Animal Models for Oral Drug Delivery in Man: In Situ and In Vivo Approaches APhA/APS, Washington DC, 27-106.
    • (1983) Animal Models for Oral Drug Delivery in Man: In Situ and In Vivo Approaches APhA/APS , pp. 27-106
    • Ho, N.F.H.1    Park, J.Y.2    Ni, P.F.3    Higuchi, W.I.4
  • 38
    • 0016051664 scopus 로고
    • A reevaluation of the importance of partition coefficients in the gastro-intestinal absorption of anutrients
    • Houston, J.B., Upshall, D.G. and Bridges, J.W. (1974) A reevaluation of the importance of partition coefficients in the gastro-intestinal absorption of anutrients. J. Pharmacol. Exp. Ther. 189, 244-254.
    • (1974) J. Pharmacol. Exp. Ther. , vol.189 , pp. 244-254
    • Houston, J.B.1    Upshall, D.G.2    Bridges, J.W.3
  • 39
    • 0027180795 scopus 로고
    • Drug absorption limited by P-glycoprotein-mediated secretory drug transport in human intestinal epithelial Caco-2 cell layers
    • Hunter, J., Hirst, B.H. and Simmons, N.L. (1993) Drug absorption limited by P-glycoprotein-mediated secretory drug transport in human intestinal epithelial Caco-2 cell layers. Pharm. Res. 10, 743-749.
    • (1993) Pharm. Res. , vol.10 , pp. 743-749
    • Hunter, J.1    Hirst, B.H.2    Simmons, N.L.3
  • 40
    • 0018716566 scopus 로고
    • A comparision of two related approaches to modelling in QSAR
    • Hyde, R.M. and Lord, E. (1979) A comparision of two related approaches to modelling in QSAR. Eur. J. Med. Chem. 14, 199-202.
    • (1979) Eur. J. Med. Chem. , vol.14 , pp. 199-202
    • Hyde, R.M.1    Lord, E.2
  • 41
    • 0013790623 scopus 로고
    • Absorption and excretion of drugs. XXX. On the mechanisms of rectal absorption of sulfonamides
    • Kakemi, K., Arita, T. and Muranishi, S. (1965) Absorption and excretion of drugs. XXX. On the mechanisms of rectal absorption of sulfonamides. Chem. Pharm. Bull. 13, 861-869.
    • (1965) Chem. Pharm. Bull. , vol.13 , pp. 861-869
    • Kakemi, K.1    Arita, T.2    Muranishi, S.3
  • 42
    • 0014140032 scopus 로고
    • Absorption and excretion of drugs: XXX. Absorption of barbituric acid derivates from rat stomach
    • Kakemi, K., Arita, T., Hori, R. and Konishi, R., (1967a) Absorption and excretion of drugs: XXX. Absorption of barbituric acid derivates from rat stomach. Chem. Pharm. Bull. 17, 1534-1539.
    • (1967) Chem. Pharm. Bull. , vol.17 , pp. 1534-1539
    • Kakemi, K.1    Arita, T.2    Hori, R.3    Konishi, R.4
  • 43
    • 0014189925 scopus 로고
    • Absorption and excretion of drugs. XXXII. Absorption of barbituric acid derivates from rat small intestine
    • Kakemi, K., Arita, T., Hori, R. and Konishi, R. (1967b) Absorption and excretion of drugs. XXXII. Absorption of barbituric acid derivates from rat small intestine. Chem. Pharm. Bull. 15, 1883-1887.
    • (1967) Chem. Pharm. Bull. , vol.15 , pp. 1883-1887
    • Kakemi, K.1    Arita, T.2    Hori, R.3    Konishi, R.4
  • 44
    • 0014474735 scopus 로고
    • Absorption and excretion of drugs. XXXIII. The correlation between absorption of barbituric acid derivates from rat small intestine and their binding to the mucosa
    • Kakemi, K., Arita, T., Hori, R., Konishi, R. and Nishimura, K. (1969) Absorption and excretion of drugs. XXXIII. The correlation between absorption of barbituric acid derivates from rat small intestine and their binding to the mucosa. Chem. Pharm. Bull. 17, 248-254.
    • (1969) Chem. Pharm. Bull. , vol.17 , pp. 248-254
    • Kakemi, K.1    Arita, T.2    Hori, R.3    Konishi, R.4    Nishimura, K.5
  • 45
    • 0011911167 scopus 로고
    • Absoption and excretion of drugs. XIX. Some pharmacokinetic aspects of absorption and excretion of sulfonamides. 1. Absorption from rat stomach
    • Koizumi, T., Arita, T. and Kakemi, K. (1964a) Absoption and excretion of drugs. XIX. Some pharmacokinetic aspects of absorption and excretion of sulfonamides. 1. Absorption from rat stomach. Chem. Pharm. Bull. 12, 413-420.
    • (1964) Chem. Pharm. Bull. , vol.12 , pp. 413-420
    • Koizumi, T.1    Arita, T.2    Kakemi, K.3
  • 46
    • 0000176350 scopus 로고
    • Absoption and excretion of drugs. XX. Some pharmacokinetic aspects of absorption and excretion of sulfonamides. 2. Absorption from rat small intestine
    • Koizumi, T., Arita, T. and Kakemi, K. (1964b) Absoption and excretion of drugs. XX. Some pharmacokinetic aspects of absorption and excretion of sulfonamides. 2. Absorption from rat small intestine. Chem. Pharm. Bull. 12, 421-427.
    • (1964) Chem. Pharm. Bull. , vol.12 , pp. 421-427
    • Koizumi, T.1    Arita, T.2    Kakemi, K.3
  • 47
    • 0017181787 scopus 로고
    • Quantitative structure-activity relationships: IV. Nonlinear dependence of biological activity on hydrophobic character: A new model
    • Kubinyi, H. (1976) Quantitative structure-activity relationships: IV. Nonlinear dependence of biological activity on hydrophobic character: A new model. Arzneim. Forsch. (Drug Res.) 26, 1991-1997.
    • (1976) Arzneim. Forsch. (Drug Res.) , vol.26 , pp. 1991-1997
    • Kubinyi, H.1
  • 48
    • 0018624198 scopus 로고
    • Lipophilicity and drug activity
    • Kubinyi, H. (1979a) Lipophilicity and drug activity. Progr. Drug Res. 23, 97-198.
    • (1979) Progr. Drug Res. , vol.23 , pp. 97-198
    • Kubinyi, H.1
  • 49
    • 0018368098 scopus 로고
    • Lipophilicity and biological activity: Drug transport and drug distribution in model system and in biological systems
    • Kubinyi, H. (1979b) Lipophilicity and biological activity: Drug transport and drug distribution in model system and in biological systems. Arzneim. Forsch. (Drug Res.) 29, 1067-1080.
    • (1979) Arzneim. Forsch. (Drug Res.) , vol.29 , pp. 1067-1080
    • Kubinyi, H.1
  • 50
  • 51
    • 0029557644 scopus 로고
    • Does fluid flow across the intestinal mucosa affect quantitative oral drug absorption? Is it time for a reevaluation?
    • Lennernäs, H. (1995) Does fluid flow across the intestinal mucosa affect quantitative oral drug absorption? Is it time for a reevaluation? Pharm. Res. 12, 1573-1582.
    • (1995) Pharm. Res. , vol.12 , pp. 1573-1582
    • Lennernäs, H.1
  • 52
    • 24544469216 scopus 로고
    • Calculating log P(oct) from structures
    • Leo, A.J. (1993) Calculating log P(oct) from structures. Chem. Rev. 93, 1281-1306.
    • (1993) Chem. Rev. , vol.93 , pp. 1281-1306
    • Leo, A.J.1
  • 53
    • 84958596990 scopus 로고    scopus 로고
    • The future of log P calculation
    • eds. V. Pliska, B. Testa and H. van de Waterbeemd. VCH, Weinheim
    • Leo, A.J. (1996) The future of log P calculation. In: eds. V. Pliska, B. Testa and H. van de Waterbeemd, Lipophilicity in Drug Action and Toxicology. VCH, Weinheim, pp. 157-171.
    • (1996) Lipophilicity in Drug Action and Toxicology , pp. 157-171
    • Leo, A.J.1
  • 54
    • 8644243613 scopus 로고
    • Partition coefficients and their uses
    • Leo, A.J., Hansch, C. and Elkins, D. (1971) Partition coefficients and their uses. Chem. Rev. 71, 525-616.
    • (1971) Chem. Rev. , vol.71 , pp. 525-616
    • Leo, A.J.1    Hansch, C.2    Elkins, D.3
  • 56
    • 0014738424 scopus 로고
    • Factors affecting gastrointestinal absorption of drugs
    • Levine, R.R. (1970) Factors affecting gastrointestinal absorption of drugs. Am. J. Diges. Dis. 15, 171-188.
    • (1970) Am. J. Diges. Dis. , vol.15 , pp. 171-188
    • Levine, R.R.1
  • 57
    • 77957064553 scopus 로고
    • The molecular basis of simple diffusion within biological membranes
    • Lieb, W.R. and Stein, W.D. (1971) The molecular basis of simple diffusion within biological membranes. Curr. Top. Membr. Transp. 2, 1-39.
    • (1971) Curr. Top. Membr. Transp. , vol.2 , pp. 1-39
    • Lieb, W.R.1    Stein, W.D.2
  • 58
    • 0028957314 scopus 로고
    • QSAR analysis of skin permeability of various drugs in man as compared to in vivo and in vitro studies in rodents
    • Lien, E.J. and Gao, H. (1995) QSAR analysis of skin permeability of various drugs in man as compared to in vivo and in vitro studies in rodents. Pharm. Res. 12, 583-587.
    • (1995) Pharm. Res. , vol.12 , pp. 583-587
    • Lien, E.J.1    Gao, H.2
  • 59
    • 0016806222 scopus 로고
    • Zur optimierung der verfügbarkeit homologer quartärer ammoniumverbindungen
    • Lippold, B.C. and Schneider, G.F. (1975a) Zur Optimierung der Verfügbarkeit homologer quartärer Ammoniumverbindungen. Arzneim. Forsch. (Drug Res.) 25, 843-852.
    • (1975) Arzneim. Forsch. (Drug Res.) , vol.25 , pp. 843-852
    • Lippold, B.C.1    Schneider, G.F.2
  • 60
    • 0016827522 scopus 로고
    • Zur optimierung der verfügbarkeit homologer quartärer ammoniumverbindungen
    • Lippold, B.C. and Schneider, G.F. (1975b) Zur Optimierung der Verfügbarkeit homologer quartärer Ammoniumverbindungen. Arzneim. Forsch. (Drug Res.) 25, 1683-1686.
    • (1975) Arzneim. Forsch. (Drug Res.) , vol.25 , pp. 1683-1686
    • Lippold, B.C.1    Schneider, G.F.2
  • 62
    • 0003891953 scopus 로고
    • ed. E.J. Ariens, Academic Press, New York, 59 ff
    • Martin, Y.C. (1979) In: ed. E.J. Ariens, Drug Design VIII Academic Press, New York, 59 ff.
    • (1979) Drug Design , vol.8
    • Martin, Y.C.1
  • 63
    • 0019422355 scopus 로고
    • A practitioner's perspective of the role of quantitative structure activity relationships in medicinal chemistry
    • Martin, Y.C. (1981) A practitioner's perspective of the role of quantitative structure activity relationships in medicinal chemistry. J. Med. Chem. 24, 229-237.
    • (1981) J. Med. Chem. , vol.24 , pp. 229-237
    • Martin, Y.C.1
  • 64
    • 0017162344 scopus 로고
    • Theoretical model-based equations for the linear free energy relationship of the biological activity of ionizable substances. I. Equilibrium-controlled potency
    • Martin, Y.C. and Hackbarth, J.J. (1976) Theoretical model-based equations for the linear free energy relationship of the biological activity of ionizable substances. I. Equilibrium-controlled potency. J. Med. Chem. 19, 1033-1039.
    • (1976) J. Med. Chem. , vol.19 , pp. 1033-1039
    • Martin, Y.C.1    Hackbarth, J.J.2
  • 66
    • 0028934444 scopus 로고
    • Transport mechanism of ceftibuten, a dianionic cephem, in rat renal brush-border membrane
    • Naasani, I., Sugawara, M., Kobayashi, M., Iseki, K. and Miyazaki, K. (1995) Transport mechanism of ceftibuten, a dianionic cephem, in rat renal brush-border membrane. Pharm. Res. 12, 605-608.
    • (1995) Pharm. Res. , vol.12 , pp. 605-608
    • Naasani, I.1    Sugawara, M.2    Kobayashi, M.3    Iseki, K.4    Miyazaki, K.5
  • 67
    • 0002642747 scopus 로고
    • Theorie der reaktionsgeschwindigkeit in heterogenen systemen
    • Nernst, W. (1904) Theorie der Reaktionsgeschwindigkeit in heterogenen Systemen. Z. Phys. Chem. 47, 52-55.
    • (1904) Z. Phys. Chem. , vol.47 , pp. 52-55
    • Nernst, W.1
  • 69
    • 85008291051 scopus 로고
    • Studies on absorption and excretion of drugs. I. Kinetics of penetration of acidic drug, salicylic acid, through the intestinal barrier in vitro
    • Nogami, H. and Matsuzawa, T. (1961) Studies on absorption and excretion of drugs. I. Kinetics of penetration of acidic drug, salicylic acid, through the intestinal barrier in vitro. Chem. Pharm. Bull. 9, 532-540.
    • (1961) Chem. Pharm. Bull. , vol.9 , pp. 532-540
    • Nogami, H.1    Matsuzawa, T.2
  • 70
    • 85011187036 scopus 로고
    • Studies on absorption and excretion of drugs. II. Kinetics of penetration of basic drugs, aminopyrine, through the intestinal barrier in vitro
    • Nogami, H. and Matsuzawa, T. (1962) Studies on absorption and excretion of drugs. II. Kinetics of penetration of basic drugs, aminopyrine, through the intestinal barrier in vitro. Chem. Pharm. Bull. 10, 1055-1060.
    • (1962) Chem. Pharm. Bull. , vol.10 , pp. 1055-1060
    • Nogami, H.1    Matsuzawa, T.2
  • 71
    • 0016354690 scopus 로고
    • Lipid solubility and drug penetration of the blood-brain barrier
    • Oldendorf, W.H. (1974) lipid solubility and drug penetration of the blood-brain barrier. Proc. Soc. Exp. Biol. Med. 147, 813-816.
    • (1974) Proc. Soc. Exp. Biol. Med. , vol.147 , pp. 813-816
    • Oldendorf, W.H.1
  • 72
    • 0018750857 scopus 로고
    • Transport of steroid hormones through the rat blood-brain barrier
    • Pardridge, W.M. and Mietus, L.J. (1979) Transport of steroid hormones through the rat blood-brain barrier. J. Clin. Invest. 64, 145-154.
    • (1979) J. Clin. Invest. , vol.64 , pp. 145-154
    • Pardridge, W.M.1    Mietus, L.J.2
  • 74
    • 0019167189 scopus 로고
    • Arzneimittel und organismus (II): Bioverfügbarkeit
    • Pflegel, P. and Pfeifer, S. (1980) Arzneimittel und Organismus (II): Bioverfügbarkeit. Pharmazie 35: 337-359.
    • (1980) Pharmazie , vol.35 , pp. 337-359
    • Pflegel, P.1    Pfeifer, S.2
  • 75
    • 0019513569 scopus 로고
    • Intestinal absorption-partition relationships: A tentative functional nonlinear model
    • Plá-Delfina, J. and Moreno, J. (1981) Intestinal absorption-partition relationships: A tentative functional nonlinear model. J. Pharmacokinet. Biopharm. 9, 191-215.
    • (1981) J. Pharmacokinet. Biopharm. , vol.9 , pp. 191-215
    • Plá-Delfina, J.1    Moreno, J.2
  • 77
    • 0026606514 scopus 로고
    • Predicting skin permeability
    • Potts, R.O. and Guy, R.H. (1992) Predicting skin permeability. Pharm. Res. 9, 663-669.
    • (1992) Pharm. Res. , vol.9 , pp. 663-669
    • Potts, R.O.1    Guy, R.H.2
  • 78
    • 0027530335 scopus 로고
    • The influence of molecular volume and hydrogen-bonding on peptide transport across epithelial membranes
    • Potts, R.O. and Guy, R.H. (1993) The influence of molecular volume and hydrogen-bonding on peptide transport across epithelial membranes. Pharm. Res. 10, 635-636.
    • (1993) Pharm. Res. , vol.10 , pp. 635-636
    • Potts, R.O.1    Guy, R.H.2
  • 79
    • 0029618807 scopus 로고
    • A predictive algorithm for skin permeability: The effect of molecular size and hydrogen bond activity
    • Potts, R.O. and Guy, R.H. (1995) A predictive algorithm for skin permeability: The effect of molecular size and hydrogen bond activity. Pharm. Res. 12, 1628-1633.
    • (1995) Pharm. Res. , vol.12 , pp. 1628-1633
    • Potts, R.O.1    Guy, R.H.2
  • 80
    • 0000560829 scopus 로고
    • Filtration, diffusion, and molecular sieving through porous cellulose membranes
    • Renkin, E.M. (1954) Filtration, diffusion, and molecular sieving through porous cellulose membranes. J. Gen. Physiol. 38, 225-243.
    • (1954) J. Gen. Physiol. , vol.38 , pp. 225-243
    • Renkin, E.M.1
  • 81
    • 0022547803 scopus 로고
    • Relationship of octanol/buffer and octanol/water partition coefficients to transcellular diffusion across brain microvessel endothelial cell monolayer
    • Rim, S., Audus, K.L. and Borchardt, R.T. (1986) Relationship of octanol/buffer and octanol/water partition coefficients to transcellular diffusion across brain microvessel endothelial cell monolayer. Int. J. Pharm. 32, 79-84.
    • (1986) Int. J. Pharm. , vol.32 , pp. 79-84
    • Rim, S.1    Audus, K.L.2    Borchardt, R.T.3
  • 82
    • 0011879661 scopus 로고
    • Mechanism of the selective flux of salts and water migration through non-aqueous liquid membranes
    • Rosano, H.L., Duby, P. and Schulman, J.H. (1961) Mechanism of the selective flux of salts and water migration through non-aqueous liquid membranes. J. Phys. Chem. 65, 1704-1708.
    • (1961) J. Phys. Chem. , vol.65 , pp. 1704-1708
    • Rosano, H.L.1    Duby, P.2    Schulman, J.H.3
  • 83
    • 0028062263 scopus 로고
    • Structural elements which govern the resistance of intestinal tissues to compound transport
    • Rubas, W., Cromwell, M., Gadek, T., Narindray, D. and Mrsny, R. (1994) Structural elements which govern the resistance of intestinal tissues to compound transport. Mat. Res. Soc. Symp. Proc. 331, 179-185.
    • (1994) Mat. Res. Soc. Symp. Proc. , vol.331 , pp. 179-185
    • Rubas, W.1    Cromwell, M.2    Gadek, T.3    Narindray, D.4    Mrsny, R.5
  • 85
    • 84990712128 scopus 로고
    • Absorption of ionizable drugs: Nonlinear dependence on log P, pKa and pH - Quantitative relationships
    • Schaper, K.J. (1982) Absorption of ionizable drugs: nonlinear dependence on log P, pKa and pH - quantitative relationships. Quant. Struct.-Act. Relat. 1, 13-27.
    • (1982) Quant. Struct.-Act. Relat. , vol.1 , pp. 13-27
    • Schaper, K.J.1
  • 86
    • 0000785514 scopus 로고
    • The treatment of ionizable compounds in quantitative structure-activity studies with special consideration to ion pairing
    • eds. Magee, P.S., Kohn, G.K. and Menn, J.J., ACS, Washington
    • Scherrer, R.A. (1984) The treatment of ionizable compounds in quantitative structure-activity studies with special consideration to ion pairing. In: eds. Magee, P.S., Kohn, G.K. and Menn, J.J., Pesticide Systhesis Through Rational Approaches, ACS Symposium Series 255, ACS, Washington, pp. 225-246.
    • (1984) Pesticide Systhesis Through Rational Approaches, Acs Symposium Series , vol.255 , pp. 225-246
    • Scherrer, R.A.1
  • 87
    • 0017347179 scopus 로고
    • Use of distribution coefficients in quantitative structure-activity relationships
    • Scherrer, R.A. and Howard, S.M. (1977) Use of distribution coefficients in quantitative structure-activity relationships. J. Med. Chem. 20, 53-58.
    • (1977) J. Med. Chem. , vol.20 , pp. 53-58
    • Scherrer, R.A.1    Howard, S.M.2
  • 88
    • 0013869682 scopus 로고
    • Analysis of permeability data for the case of parallel diffusion pathway
    • Scheuplein, R.J. (1966) Analysis of permeability data for the case of parallel diffusion pathway. Biophys. J. 6, 1-17.
    • (1966) Biophys. J. , vol.6 , pp. 1-17
    • Scheuplein, R.J.1
  • 89
    • 0028825399 scopus 로고
    • Absence of the mdr1a P-glycoprotein in mice affects tissue distribution and pharmacokinetics of d examethasone, digoxin, and cyclosporin a
    • Schinkel, A.H., Wagenaar, E., van Deemter, L., Mol., C.A.A. and Borst, P. (1995) Absence of the mdr1a P-glycoprotein in mice affects tissue distribution and pharmacokinetics of d examethasone, digoxin, and cyclosporin A. J. Clin. Invest. 96, 1698-1705.
    • (1995) J. Clin. Invest. , vol.96 , pp. 1698-1705
    • Schinkel, A.H.1    Wagenaar, E.2    Van Deemter, L.3    Mol, C.A.A.4    Borst, P.5
  • 90
    • 0016353649 scopus 로고
    • Interconversion of lipophilicities from hydrocarbon/water systems into the octanol/water system
    • Seiler, P. (1974) Interconversion of lipophilicities from hydrocarbon/water systems into the octanol/water system. Eur. J. Med. Chem. 9, 473-479.
    • (1974) Eur. J. Med. Chem. , vol.9 , pp. 473-479
    • Seiler, P.1
  • 91
    • 0019767720 scopus 로고
    • Quantitative structure-pharmacokinetic relationships and drug design
    • Seydel, J.K. and Schaper, K.J. (1982) Quantitative structure-pharmacokinetic relationships and drug design. Pharmacol. Ther. 15, 131-182.
    • (1982) Pharmacol. Ther. , vol.15 , pp. 131-182
    • Seydel, J.K.1    Schaper, K.J.2
  • 92
    • 0001152155 scopus 로고
    • The gastric secretions of drugs: A pH-partition hypothesis
    • Shore, P.A., Brodie, B.B. and Hogben, C.A.M. (1957) The gastric secretions of drugs: A pH-partition hypothesis. J. Pharm. Exp. Ther. 119, 361-369.
    • (1957) J. Pharm. Exp. Ther. , vol.119 , pp. 361-369
    • Shore, P.A.1    Brodie, B.B.2    Hogben, C.A.M.3
  • 93
    • 0024571757 scopus 로고
    • The absolute oral bioavailability of selected drugs
    • Sietsema, W.K. (1989) The absolute oral bioavailability of selected drugs. Int. J. Clin. Pharmacol. Ther. Toxicol. 27, 179-211.
    • (1989) Int. J. Clin. Pharmacol. Ther. Toxicol. , vol.27 , pp. 179-211
    • Sietsema, W.K.1
  • 94
    • 0016722069 scopus 로고
    • Selection of a reference partitioning system for drug design work
    • Smith, R.N., Hansch, C. and Ames, M.M. (1975) Selection of a reference partitioning system for drug design work. J. Pharm. Sci. 64, 599-606.
    • (1975) J. Pharm. Sci. , vol.64 , pp. 599-606
    • Smith, R.N.1    Hansch, C.2    Ames, M.M.3
  • 95
    • 0014143047 scopus 로고
    • Diffusional model for transport rate studies across membranes
    • Stehle, R.G. and Higuchi, W.I. (1967) Diffusional model for transport rate studies across membranes. J. Pharm. Sci. 56, 1367-1368.
    • (1967) J. Pharm. Sci. , vol.56 , pp. 1367-1368
    • Stehle, R.G.1    Higuchi, W.I.2
  • 96
    • 0015443562 scopus 로고
    • In vitro model for transport of solutes in three-phase system I: Theoretical principles
    • Stehle, R.G. and Higuchi, W.I. (1972) In vitro model for transport of solutes in three-phase system I: Theoretical principles. J. Pharm. Sci. 61, 1922-1930.
    • (1972) J. Pharm. Sci. , vol.61 , pp. 1922-1930
    • Stehle, R.G.1    Higuchi, W.I.2
  • 97
    • 0014785244 scopus 로고
    • Theoretical studies of drug absorption and transport in the gastro intestinal tract I
    • Suzuki, A., Higuchi, W.I. and Ho, N.F.H. (1970a) Theoretical studies of drug absorption and transport in the gastro intestinal tract I. J. Pharm. Sci. 59, 644-651.
    • (1970) J. Pharm. Sci. , vol.59 , pp. 644-651
    • Suzuki, A.1    Higuchi, W.I.2    Ho, N.F.H.3
  • 98
    • 0014791567 scopus 로고
    • Theoretical studies of drug absorption and transport in the gastro intestinal tract II
    • Suzuki, A., Higuchi, W.I. and Ho, N.F.H. (1970b) Theoretical studies of drug absorption and transport in the gastro intestinal tract II. J. Pharm. Sci. 59, 651-659.
    • (1970) J. Pharm. Sci. , vol.59 , pp. 651-659
    • Suzuki, A.1    Higuchi, W.I.2    Ho, N.F.H.3
  • 99
    • 0028934442 scopus 로고
    • Characterization of drug transport through tight-junctional pathway in CacO-2 monolayer: Comparision with isolated rat jejunum and colon
    • Tanaka, Y., Taki, Y., Sakane, T., Nadai, T., Sezaki, H. amd Yamashita, S. (1995) Characterization of drug transport through tight-junctional pathway in CacO-2 monolayer: Comparision with isolated rat jejunum and colon. Pharm. Res. 12, 523-528.
    • (1995) Pharm. Res. , vol.12 , pp. 523-528
    • Tanaka, Y.1    Taki, Y.2    Sakane, T.3    Nadai, T.4    Sezaki, H.A.5    Yamashita, S.6
  • 100
    • 0019864695 scopus 로고
    • Steric and lipophilic components of the hydrophobic fragmental constant
    • Testa, B. and Seiler, P. (1981) Steric and lipophilic components of the hydrophobic fragmental constant. Arzneim. Forsch. (Drug Res.) 31, 1053-1058.
    • (1981) Arzneim. Forsch. (Drug Res.) , vol.31 , pp. 1053-1058
    • Testa, B.1    Seiler, P.2
  • 101
    • 34250243779 scopus 로고
    • Transport in QSAR V: Application of the interfacial drug tranfer model
    • van de Waterbeemd, H. and Jansen, A. (1981) Transport in QSAR V: Application of the interfacial drug tranfer model. Pharm. Weekbl. Sci. Ed. 3, 587-594.
    • (1981) Pharm. Weekbl. Sci. Ed. , vol.3 , pp. 587-594
    • Van De Waterbeemd, H.1    Jansen, A.2
  • 102
    • 0001938735 scopus 로고
    • Parametrization of lipophilicity and other structural properties in drug design
    • van de Waterbeemd, H. and Testa, B. (1987) Parametrization of lipophilicity and other structural properties in drug design. Adv. Drug Res. 16, 85-225.
    • (1987) Adv. Drug Res. , vol.16 , pp. 85-225
    • Van De Waterbeemd, H.1    Testa, B.2
  • 103
    • 21144467893 scopus 로고
    • Hydrogen-bonding capacity and brain penetration
    • van de Waterbeemd, H. and Kansy, M. (1992) Hydrogen-bonding capacity and brain penetration. Chimia 46, 299-303.
    • (1992) Chimia , vol.46 , pp. 299-303
    • Van De Waterbeemd, H.1    Kansy, M.2
  • 105
    • 0019160370 scopus 로고
    • Transport in QSAR II: Rate-equilibrium relationships and the interfacial transfer of drugs
    • van de Waterbeemd, H., van Boeckel, S., Jansen, A. and Gerritsma, K. (1980) Transport in QSAR II: Rate-equilibrium relationships and the interfacial transfer of drugs. Eur. J. Med. Chem. 3, 279-282.
    • (1980) Eur. J. Med. Chem. , vol.3 , pp. 279-282
    • Van De Waterbeemd, H.1    Van Boeckel, S.2    Jansen, A.3    Gerritsma, K.4
  • 106
    • 34250239804 scopus 로고
    • Transport in QSAR IV: The interfacial transfer model. Relationships between partition coefficients and rate constants of drug partitioning
    • van de Waterbeemd, H., van Boeckel, S., de Sevaux, R., Jansen, A. and Gerritsma, K. (1981) Transport in QSAR IV: The interfacial transfer model. Relationships between partition coefficients and rate constants of drug partitioning. Pharm. Weekbl. Sci. Ed. 3, 224-237.
    • (1981) Pharm. Weekbl. Sci. Ed. , vol.3 , pp. 224-237
    • Van De Waterbeemd, H.1    Van Boeckel, S.2    De Sevaux, R.3    Jansen, A.4    Gerritsma, K.5
  • 110
    • 0015879725 scopus 로고
    • Quantitation rate of gastrointestinal and buccal absorption of acidic and basic drugs based on extraction theory
    • Wagner, J.G. and Sedman, A.J. (1973) Quantitation rate of gastrointestinal and buccal absorption of acidic and basic drugs based on extraction theory. J. Pharmacokin. Biopharm. 1, 23-50.
    • (1973) J. Pharmacokin. Biopharm. , vol.1 , pp. 23-50
    • Wagner, J.G.1    Sedman, A.J.2
  • 111
    • 0022476714 scopus 로고
    • Permeability of small nonelectrolytes through lipid bilayer membranes
    • Walter, A. and Gutknecht, J. (1986) Permeability of small nonelectrolytes through lipid bilayer membranes. J. Membr. Biol. 90, 207-217.
    • (1986) J. Membr. Biol. , vol.90 , pp. 207-217
    • Walter, A.1    Gutknecht, J.2
  • 112
    • 0028272183 scopus 로고
    • The relationship between permeant size and permeability in lipid bilayer membranes
    • Xiang, T.X. and Anderson, B.D. (1994) The relationship between permeant size and permeability in lipid bilayer membranes. J. Membr. Biol. 140, 111-122.
    • (1994) J. Membr. Biol. , vol.140 , pp. 111-122
    • Xiang, T.X.1    Anderson, B.D.2
  • 113
    • 0015578754 scopus 로고
    • Transport of alkyl homologs across synthetic and biological membranes. A new model for chain-length-activity relationships
    • Yalkowsky, S.H. and Flynn, G.L. (1973) Transport of alkyl homologs across synthetic and biological membranes. A new model for chain-length-activity relationships. J. Pharm. Sci. 62, 210-217.
    • (1973) J. Pharm. Sci. , vol.62 , pp. 210-217
    • Yalkowsky, S.H.1    Flynn, G.L.2
  • 114
    • 0016220068 scopus 로고
    • Effects of alkyl chain length on biological activity: Alkyl p-aminobenzoate-induced narcosis in goldfish
    • Yalkowsky, S.H., Slunick, T.G. and Flynn, G.L. (1974) Effects of alkyl chain length on biological activity: Alkyl p-aminobenzoate-induced narcosis in goldfish. J. Pharm. Sci. 63, 691-695.
    • (1974) J. Pharm. Sci. , vol.63 , pp. 691-695
    • Yalkowsky, S.H.1    Slunick, T.G.2    Flynn, G.L.3


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