메뉴 건너뛰기




Volumn , Issue , 2000, Pages 31-49

Intestinal permeability: Prediction from theory

Author keywords

[No Author keywords available]

Indexed keywords


EID: 2042444175     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter
Times cited : (24)

References (64)
  • 1
  • 2
    • 0000312699 scopus 로고    scopus 로고
    • Physicochemical and drug-delivery considerations for oral drug bioavailability
    • Chan OH, Stewart BH. Physicochemical and drug-delivery considerations for oral drug bioavailability. Drug Discov Today 1996; 1: 461-473.
    • (1996) Drug Discov Today , vol.1 , pp. 461-473
    • Chan, O.H.1    Stewart, B.H.2
  • 3
    • 0032217095 scopus 로고    scopus 로고
    • The fundamental variables of the biopharmaceutics classification system (BCS)-a commentary
    • van de Waterbeemd H. The fundamental variables of the biopharmaceutics classification system (BCS)-a commentary. Eur J Pharm Sci 1998; 7: 1-3.
    • (1998) Eur J Pharm Sci , vol.7 , pp. 1-3
    • van de Waterbeemd, H.1
  • 5
    • 0020599769 scopus 로고
    • Solubility and partitioning VI: Octanol solubility and octanol-water partition coefficients
    • Yalkowski SH, Valvani SC, Roseman TJ. Solubility and partitioning VI: octanol solubility and octanol-water partition coefficients. J Pharm Sci 1983; 72: 866-870.
    • (1983) J Pharm Sci , vol.72 , pp. 866-870
    • Yalkowski, S.H.1    Valvani, S.C.2    Roseman, T.J.3
  • 6
    • 0001712289 scopus 로고
    • Polar intermolecular interactions encoded in partition coefficients: An indirect estimation of hydrogen-bond parameters of polyfunctional solutes
    • El Tayar N, Testa B, Carrupt PA. Polar intermolecular interactions encoded in partition coefficients: an indirect estimation of hydrogen-bond parameters of polyfunctional solutes. J Phys Chem 1992; 96: 1455-1459.
    • (1992) J Phys Chem , vol.96 , pp. 1455-1459
    • El Tayar, N.1    Testa, B.2    Carrupt, P.A.3
  • 7
    • 84958593100 scopus 로고    scopus 로고
    • Assessment of distribution-pH profiles
    • Pliska V, Testa B, van de Waterbeemd H, eds, Weinheim: VCH
    • Avdeef A. Assessment of distribution-pH profiles. In: Pliska V, Testa B, van de Waterbeemd H, eds. Lipophilicity in Drug Action and Toxicology. Weinheim: VCH, 1996:109-137.
    • (1996) Lipophilicity in Drug Action and Toxicology , pp. 109-137
    • Avdeef, A.1
  • 8
    • 0019864695 scopus 로고
    • Steric and lipophilic components of the hydrophobic fragmental constant
    • Testa B, Seiler P. Steric and lipophilic components of the hydrophobic fragmental constant. Arzneim Helforschung 1981; 31: 1053-1058.
    • (1981) Arzneim Helforschung , vol.31 , pp. 1053-1058
    • Testa, B.1    Seiler, P.2
  • 9
    • 0001938735 scopus 로고
    • The parameterization of lipophilicity and other structural properties in drug design
    • van de Waterbeemd H, Testa B. The parameterization of lipophilicity and other structural properties in drug design. Adv Drug Des 1987; 16: 85-225.
    • (1987) Adv Drug Des , vol.16 , pp. 85-225
    • van de Waterbeemd, H.1    Testa, B.2
  • 10
    • 0029586174 scopus 로고
    • H-bond contribution to octanol-water partition coefficients of polar compounds
    • Raevsky OA, Schaper KJ, Seydel JK. H-bond contribution to octanol-water partition coefficients of polar compounds. Quant Struct Act Relat 1995; 14: 433-436.
    • (1995) Quant Struct Act Relat , vol.14 , pp. 433-436
    • Raevsky, O.A.1    Schaper, K.J.2    Seydel, J.K.3
  • 11
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski CA, Lombardo F, Dominy BW, Feeney PJ. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 1997; 23: 3-25.
    • (1997) Adv Drug Deliv Rev , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 12
    • 21144467893 scopus 로고
    • Hydrogen-bonding capacity and brain penetration
    • van de Waterbeemd H, Kansy M. Hydrogen-bonding capacity and brain penetration. Chimia 1992; 46: 299-303.
    • (1992) Chimia , vol.46 , pp. 299-303
    • van de Waterbeemd, H.1    Kansy, M.2
  • 14
    • 0022635289 scopus 로고
    • Linear solvation energy relationships: 36. Molecular properties governing solubilities of organic nonelectrolytes in water
    • Kamlet MJ, Doherty RM, Abboud JLM, Abraham MH, Taft RW. Linear solvation energy relationships: 36. Molecular properties governing solubilities of organic nonelectrolytes in water. J Pharm Sci 1986; 75: 338-349.
    • (1986) J Pharm Sci , vol.75 , pp. 338-349
    • Kamlet, M.J.1    Doherty, R.M.2    Abboud, J.L.M.3    Abraham, M.H.4    Taft, R.W.5
  • 15
    • 0031517389 scopus 로고    scopus 로고
    • Computational approaches to lipophilicity: Methods and applications
    • Lipkowitz KB, Boyd DB, eds, New York: Wiley-VCH
    • Carrupt P, Testa B, Gaillard P. Computational approaches to lipophilicity: methods and applications. In: Lipkowitz KB, Boyd DB, eds. Reviews in Computational Chemistry. Vol. 11. New York: Wiley-VCH, 1997: p. 241-315.
    • (1997) Reviews in Computational Chemistry , vol.11 , pp. 241-315
    • Carrupt, P.1    Testa, B.2    Gaillard, P.3
  • 16
    • 0029837164 scopus 로고    scopus 로고
    • Programs and methods for calculation of log P values
    • van de Waterbeemd H, Mannhold R. Programs and methods for calculation of log P values. Quant Struct Act Relat 1996; 15: 410-412.
    • (1996) Quant Struct Act Relat , vol.15 , pp. 410-412
    • van de Waterbeemd, H.1    Mannhold, R.2
  • 17
    • 0028266406 scopus 로고
    • Comparison of reliability of log P values for drugs calculated by several methods
    • Moriguchi I, Hirono S, Nakagome I, Hirano H. Comparison of reliability of log P values for drugs calculated by several methods. Chem Pharm Bull 1994; 42: 976-978.
    • (1994) Chem Pharm Bull , vol.42 , pp. 976-978
    • Moriguchi, I.1    Hirono, S.2    Nakagome, I.3    Hirano, H.4
  • 18
    • 0025439652 scopus 로고
    • Automatic log P estimation based on combined additive modeling methods
    • Suzuki T, Kudo Y. Automatic log P estimation based on combined additive modeling methods. J Comput Aided Mol Des 1990; 4: 155-198.
    • (1990) J Comput Aided Mol Des , vol.4 , pp. 155-198
    • Suzuki, T.1    Kudo, Y.2
  • 19
    • 0000627162 scopus 로고    scopus 로고
    • Estimation of partition coefficients of organic compounds: Local database modeling with uniform-length structure descriptors
    • Junghans M, Pretsch E. Estimation of partition coefficients of organic compounds: local database modeling with uniform-length structure descriptors. Fre-senius J Anal Chem 1997; 359: 88-92.
    • (1997) Fre-senius J Anal Chem , vol.359 , pp. 88-92
    • Junghans, M.1    Pretsch, E.2
  • 20
    • 0000262640 scopus 로고    scopus 로고
    • A new atom-additive method for calculating partition coefficients
    • Wang R, Fu Y, Lai L. A new atom-additive method for calculating partition coefficients. J Chem Inf Comput Sci 1997; 37: 615-621.
    • (1997) J Chem Inf Comput Sci , vol.37 , pp. 615-621
    • Wang, R.1    Fu, Y.2    Lai, L.3
  • 21
    • 0031024064 scopus 로고    scopus 로고
    • Immobilized artificial membranes-screens for drug membrane interactions
    • Yang CY, Cai SJ, Liu H, Pidgeon C. Immobilized artificial membranes-screens for drug membrane interactions. Adv Drug Deliv Rev 1996; 23: 229-256.
    • (1996) Adv Drug Deliv Rev , vol.23 , pp. 229-256
    • Yang, C.Y.1    Cai, S.J.2    Liu, H.3    Pidgeon, C.4
  • 22
    • 0029991481 scopus 로고    scopus 로고
    • Immobilized-artificial-membrane chromatography: Measurements of membrane partition coefficient and predicting drug membrane permeability
    • Ong S, Liu H, Pidgeon C. Immobilized-artificial-membrane chromatography: measurements of membrane partition coefficient and predicting drug membrane permeability. J Chromatogr A 1996; 728: 113-128.
    • (1996) J Chromatogr A , vol.728 , pp. 113-128
    • Ong, S.1    Liu, H.2    Pidgeon, C.3
  • 23
    • 0031034715 scopus 로고    scopus 로고
    • Immobilized liposome chromatography of drugs for model analysis of drug-membrane interactions
    • Lundahl P, Beigi F. Immobilized liposome chromatography of drugs for model analysis of drug-membrane interactions. Adv Drug Deliv Rev 1997; 23: 221-227.
    • (1997) Adv Drug Deliv Rev , vol.23 , pp. 221-227
    • Lundahl, P.1    Beigi, F.2
  • 24
    • 0026590304 scopus 로고
    • An extended version of a novel method for estimation of partition coefficients
    • Bodor N, Huang MJ. An extended version of a novel method for estimation of partition coefficients. J Pharm Sci 1992; 81: 272-281.
    • (1992) J Pharm Sci , vol.81 , pp. 272-281
    • Bodor, N.1    Huang, M.J.2
  • 25
    • 0030903756 scopus 로고    scopus 로고
    • Effect of size and charge on the passive diffusion of peptides across Caco-2 cell monolayers via the paracellular pathway
    • Paulett GM, Okumu FW, Borchardt RT. Effect of size and charge on the passive diffusion of peptides across Caco-2 cell monolayers via the paracellular pathway. Pharm Res 1997; 14: 164-168.
    • (1997) Pharm Res , vol.14 , pp. 164-168
    • Paulett, G.M.1    Okumu, F.W.2    Borchardt, R.T.3
  • 27
    • 0030470532 scopus 로고    scopus 로고
    • Esterase-sensitive cyclic prodrugs of peptides: Evaluation of an acyloxyalkoxy promoiety in a model hexapeptide
    • Pauletti GM, Gangwar S, Okumu FW, Siahaqan TJ, Stella VJ, Borchardt RT. Esterase-sensitive cyclic prodrugs of peptides: evaluation of an acyloxyalkoxy promoiety in a model hexapeptide. Pharm Res 1996; 13: 1615-1623.
    • (1996) Pharm Res , vol.13 , pp. 1615-1623
    • Pauletti, G.M.1    Gangwar, S.2    Okumu, F.W.3    Siahaqan, T.J.4    Stella, V.J.5    Borchardt, R.T.6
  • 28
    • 0028158735 scopus 로고
    • A method to determine the ability of drugs to diffuse through the blood-brain barrier
    • Seelig A, Gottschlich R, Devant RM. A method to determine the ability of drugs to diffuse through the blood-brain barrier. Proc Natl Acad Sci USA 1994; 91: 68-72.
    • (1994) Proc Natl Acad Sci USA , vol.91 , pp. 68-72
    • Seelig, A.1    Gottschlich, R.2    Devant, R.M.3
  • 30
    • 0002952284 scopus 로고
    • Permeabilitätsstudien an Chara ceratophylla
    • Collander R, Bärlund H. Permeabilitätsstudien an Chara ceratophylla. Acta Bot Fenn 1932; 11: 1-114.
    • (1932) Acta Bot Fenn , vol.11 , pp. 1-114
    • Collander, R.1    Bärlund, H.2
  • 32
    • 0016353649 scopus 로고
    • Interconversion of lipophilicities from hydrocarbon/water systems into the octanol/water system
    • Seiler P. Interconversion of lipophilicities from hydrocarbon/water systems into the octanol/water system. Eur J Med Chem 1974; 9: 473-479.
    • (1974) Eur J Med Chem , vol.9 , pp. 473-479
    • Seiler, P.1
  • 33
    • 0006197281 scopus 로고
    • Structure-system-activity relationship analysis of drug disposition
    • Sanz F, Giraldo J, Manaut F, eds, Barcelona: Prous
    • Lien EJ, Lien LL, Gao H. Structure-system-activity relationship analysis of drug disposition. In: Sanz F, Giraldo J, Manaut F, eds. QSAR and Molecular Modelling. Barcelona: Prous, 1995:94-100.
    • (1995) QSAR and Molecular Modelling , pp. 94-100
    • Lien, E.J.1    Lien, L.L.2    Gao, H.3
  • 34
    • 0029938236 scopus 로고    scopus 로고
    • Predicting blood-brain transport of drags: A computational approach
    • Basak SC, Gute BD, Drewes LR. Predicting blood-brain transport of drags: a computational approach. Pharm Res 1996; 13: 775-778.
    • (1996) Pharm Res , vol.13 , pp. 775-778
    • Basak, S.C.1    Gute, B.D.2    Drewes, L.R.3
  • 35
    • 0030914681 scopus 로고    scopus 로고
    • Polar molecular surface properties predict the intestinal absorption of drugs in humans
    • Palm K, Stenberg P, Luthman K, Artursson P. Polar molecular surface properties predict the intestinal absorption of drugs in humans. Pharm Res 1997; 14: 568-571.
    • (1997) Pharm Res , vol.14 , pp. 568-571
    • Palm, K.1    Stenberg, P.2    Luthman, K.3    Artursson, P.4
  • 39
    • 0029872476 scopus 로고    scopus 로고
    • Permeability of 5-fluorouracil and prodrugs in Caco-2 cell monolayers
    • Buur A, Trier L, Magnusson C, Artursson P. Permeability of 5-fluorouracil and prodrugs in Caco-2 cell monolayers. Int J Pharm 1996; 129: 223-231.
    • (1996) Int J Pharm , vol.129 , pp. 223-231
    • Buur, A.1    Trier, L.2    Magnusson, C.3    Artursson, P.4
  • 41
    • 0028948839 scopus 로고
    • A theoretical basis for a biopharmaceutic drug classification: The correlation of in vitro drug product dissolution and in vivo bioavailability
    • Amidon GL, Lennernäs H, Shah VP, Crison JR. A theoretical basis for a biopharmaceutic drug classification: the correlation of in vitro drug product dissolution and in vivo bioavailability. Pharm Res 1995; 12: 413-420.
    • (1995) Pharm Res , vol.12 , pp. 413-420
    • Amidon, G.L.1    Lennernäs, H.2    Shah, V.P.3    Crison, J.R.4
  • 42
    • 0015443562 scopus 로고
    • In vitro model for transport of solutes in three-phase system I: Theoretical principles
    • Stehle RG, Higuchi WI. In vitro model for transport of solutes in three-phase system I: theoretical principles. J Pharm Sci 1972; 61: 1922-1930.
    • (1972) J Pharm Sci , vol.61 , pp. 1922-1930
    • Stehle, R.G.1    Higuchi, W.I.2
  • 43
    • 0030296370 scopus 로고    scopus 로고
    • Review of theoretical passive drug absorption models: Historical background, recent developments and limitations
    • Camenisch G, Folkers G, van de Waterbeemd H. Review of theoretical passive drug absorption models: historical background, recent developments and limitations. Pharm Acta Helv 1996; 71: 309-327.
    • (1996) Pharm Acta Helv , vol.71 , pp. 309-327
    • Camenisch, G.1    Folkers, G.2    van de Waterbeemd, H.3
  • 45
    • 0032190504 scopus 로고    scopus 로고
    • Shapes of membrane perme-ability-lipophilicity curves: Extension of theoretical models with an aqueous pore pathway
    • Camenisch G, Folkers G, van de Waterbeemd H. Shapes of membrane perme-ability-lipophilicity curves: extension of theoretical models with an aqueous pore pathway. Eur J Pharm Sci 1998; 6: 321-329.
    • (1998) Eur J Pharm Sci , vol.6 , pp. 321-329
    • Camenisch, G.1    Folkers, G.2    van de Waterbeemd, H.3
  • 46
    • 0032189375 scopus 로고    scopus 로고
    • Estimation of permeability by passive diffusion through Caco-2 cell monolayers using the drug’s lipophilicity and molecular weight
    • Camenisch G, Alsenz J, van de Waterbeemd H, Folkers G. Estimation of permeability by passive diffusion through Caco-2 cell monolayers using the drug’s lipophilicity and molecular weight. Eur J Pharm Sci 1998; 6: 313-319.
    • (1998) Eur J Pharm Sci , vol.6 , pp. 313-319
    • Camenisch, G.1    Alsenz, J.2    van de Waterbeemd, H.3    Folkers, G.4
  • 47
    • 0030588714 scopus 로고    scopus 로고
    • Caco-2 monolayers in experimental and theoretical predictions of drug transport
    • Artursson P, Palm K, Luthman K. Caco-2 monolayers in experimental and theoretical predictions of drug transport. Adv Drag Deliv Rev 1996; 22: 67-84.
    • (1996) Adv Drag Deliv Rev , vol.22 , pp. 67-84
    • Artursson, P.1    Palm, K.2    Luthman, K.3
  • 48
    • 0030990079 scopus 로고    scopus 로고
    • In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man-fact or myth
    • Yee S. In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man-fact or myth. Pharm Res 1997; 14: 763-766.
    • (1997) Pharm Res , vol.14 , pp. 763-766
    • Yee, S.1
  • 49
  • 51
    • 0026513211 scopus 로고
    • The influence of peptide structure on transport across Caco-2 cells. II. Peptide bond modification which results in improved permeability
    • Conradi RA, Hilgers AR, Ho NFH, Burton PS. The influence of peptide structure on transport across Caco-2 cells. II. Peptide bond modification which results in improved permeability. Pharm Res 1992; 9: 435-439.
    • (1992) Pharm Res , vol.9 , pp. 435-439
    • Conradi, R.A.1    Hilgers, A.R.2    Ho, N.F.H.3    Burton, P.S.4
  • 52
    • 0025804183 scopus 로고
    • Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells
    • Artursson P, Karlsson J. Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells. Biochem Biophys Res Commun 1991; 175: 880-885.
    • (1991) Biochem Biophys Res Commun , vol.175 , pp. 880-885
    • Artursson, P.1    Karlsson, J.2
  • 53
    • 0031022120 scopus 로고    scopus 로고
    • Applications of the Caco-2 model in the design and development of orally active drugs: Elucidation of biochemical and physical barriers posed by the intestinal epithelium
    • Gan LSL, Thakker DR. Applications of the Caco-2 model in the design and development of orally active drugs: elucidation of biochemical and physical barriers posed by the intestinal epithelium. Adv Drug Deliv Revs 1997; 23: 77-98.
    • (1997) Adv Drug Deliv Revs , vol.23 , pp. 77-98
    • Gan, L.S.L.1    Thakker, D.R.2
  • 55
    • 0031404654 scopus 로고    scopus 로고
    • Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parameterization and PLS statistics
    • Norinder U, Österberg T, Artursson P. Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parameterization and PLS statistics. Pharm Res 1997; 14: 1786-179.
    • (1997) Pharm Res , vol.14 , pp. 1786-2179
    • Norinder, U.1    Österberg, T.2    Artursson, P.3
  • 56
    • 0029972886 scopus 로고    scopus 로고
    • Estimation of oral drug absorption in man based on intestine permeability in rats
    • Levet-Trafit B, Gruyer MS. Marjanovic M, Chou RC. Estimation of oral drug absorption in man based on intestine permeability in rats. Life Sci 1996: 58: 359-363.
    • (1996) Life Sci , vol.58 , pp. 359-363
    • Levet-Trafit, B.1    Gruyer, M.S.2    Marjanovic, M.3    Chou, R.C.4
  • 57
    • 4243987265 scopus 로고    scopus 로고
    • Application of physicochemical methods to oral drug absorption estimation
    • van de Waterbeenid H. Application of physicochemical methods to oral drug absorption estimation. Eur J Phann Sci 1997; 5(suppl 2): S26-S27.
    • (1997) Eur J Phann Sci , vol.5 , pp. S26-S27
    • van de Waterbeenid, H.1
  • 58
    • 0032568397 scopus 로고    scopus 로고
    • Physicochemical high throughput screening: Parallel artificial membrane permeation assay in the description of passive absorption processes
    • Kansy M, Senner F, Gubernator K. Physicochemical high throughput screening: parallel artificial membrane permeation assay in the description of passive absorption processes. J Med Chem 1998; 41: 1007-1010.
    • (1998) J Med Chem , vol.41 , pp. 1007-1010
    • Kansy, M.1    Senner, F.2    Gubernator, K.3
  • 59
    • 0024571757 scopus 로고
    • The absolute oral bioavailability of selected drugs
    • Sietsema WK. The absolute oral bioavailability of selected drugs. Int J Clin Pharmacol Ther Toxicol 1989; 27: 179-211.
    • (1989) Int J Clin Pharmacol Ther Toxicol , vol.27 , pp. 179-211
    • Sietsema, W.K.1
  • 60
    • 0002769936 scopus 로고    scopus 로고
    • Design and optimization of dosage regimens; pharmacokinetic data
    • Hardman JG, Linibird LE, eds, 9th ed. New York: McGraw-Hill
    • Benet LZ, Øie S. Schwartz JB. Design and optimization of dosage regimens; pharmacokinetic data. In: Hardman JG, Linibird LE, eds. Goodman and Gilman’s the Pharmacological Basis of Therapeutics, 9th ed. New York: McGraw-Hill, 1996:1712-1792.
    • (1996) Goodman and Gilman’s the Pharmacological Basis of Therapeutics , pp. 1712-1792
    • Benet, L.Z.1    Øie, S.2    Schwartz, J.B.3
  • 61
    • 0029557644 scopus 로고
    • Does fluid flow across the intestinal mucosa affect quantitative oral drug absorption?. Is it time for a reevaluation?
    • Lenncrnäs H. Does fluid flow across the intestinal mucosa affect quantitative oral drug absorption? Is it time for a reevaluation? Pharm Res 1995; 12: 1573-1582.
    • (1995) Pharm Res , vol.12 , pp. 1573-1582
    • Lenncrnäs, H.1
  • 62
    • 0030581087 scopus 로고    scopus 로고
    • Active secretion and enterocytic drug metabolism barriers to drug absorption
    • Wacher VJ, Salphati L, Benet LZ. Active secretion and enterocytic drug metabolism barriers to drug absorption. Adv Drug Deliv Rev 1996: 20:99-112.
    • (1996) Adv Drug Deliv Rev , vol.20 , pp. 99-112
    • Wacher, V.J.1    Salphati, L.2    Benet, L.Z.3
  • 64
    • 0032518454 scopus 로고    scopus 로고
    • A general pattern for substrate recognition by P-glycoprotein
    • Seelig A. A general pattern for substrate recognition by P-glycoprotein, Eur J Biochem 1998; 25:252-261.
    • (1998) Eur J Biochem , vol.25 , pp. 252-261
    • Seelig, A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.