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Volumn 303, Issue 2, 2002, Pages 849-857

Evaluation of the permeation characteristics of a model opioid peptide, H-Tyr-D-Ala-Gly-Phe-D-Leu-OH (DADLE), and its cyclic prodrugs across the blood-brain barrier using an in situ perfused rat brain model

Author keywords

[No Author keywords available]

Indexed keywords

CARBON 14; DIAZEPAM; ELACRIDAR; ENKEPHALIN[2 DEXTRO ALANINE 5 DEXTRO LEUCINE]; OPIATE PEPTIDE; PRODRUG; QUINIDINE; SUCROSE; TRITIUM;

EID: 0036827575     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: 10.1124/jpet.102.037143     Document Type: Article
Times cited : (51)

References (30)
  • 1
    • 0343724706 scopus 로고    scopus 로고
    • Prodrugs for improved CNS delivery
    • Anderson BD (1996) Prodrugs for improved CNS delivery. Adv Drug Deliv Rev 19:171-202.
    • (1996) Adv Drug Deliv Rev , vol.19 , pp. 171-202
    • Anderson, B.D.1
  • 2
    • 0032908281 scopus 로고    scopus 로고
    • Acyloxy-alkoxy-based cyclic prodrugs of opioid peptides: Evaluation of the chemical and enzymatic stability as well as their transport properties across Caco-2 cell monolayers
    • Bak A, Gudmundsson OS, Friis GJ, Siahaan TJ, and Borchardt RT (1999a) Acyloxy-alkoxy-based cyclic prodrugs of opioid peptides: Evaluation of the chemical and enzymatic stability as well as their transport properties across Caco-2 cell monolayers. Pharm Res 16:24-29.
    • (1999) Pharm Res , vol.16 , pp. 24-29
    • Bak, A.1    Gudmundsson, O.S.2    Friis, G.J.3    Siahaan, T.J.4    Borchardt, R.T.5
  • 3
    • 0033040559 scopus 로고    scopus 로고
    • Synthesis and evaluation of the physicochemical properties of esterase-sensitive cyclic prodrugs of opioid peptides using an (acyloxy)alkoxy linker
    • Bak A, Siahaan TJ, Gudmundsson OS, Gangwar S, Friis GJ, and Borchardt RT (1999b) Synthesis and evaluation of the physicochemical properties of esterase-sensitive cyclic prodrugs of opioid peptides using an (acyloxy)alkoxy linker. J Pept Res 53:393-402.
    • (1999) J Pept Res , vol.53 , pp. 393-402
    • Bak, A.1    Siahaan, T.J.2    Gudmundsson, O.S.3    Gangwar, S.4    Friis, G.J.5    Borchardt, R.T.6
  • 4
    • 0012114331 scopus 로고    scopus 로고
    • P-glycoprotein, a guardian of the brain, in Introduction to the Blood-Brain Barrier: Methodology
    • (Pardridge WR ed), Cambridge University Press, Cambridge
    • Borst P and Schinkel H (1998) P-glycoprotein, a guardian of the brain, in Introduction to the Blood-Brain Barrier: Methodology, Biology and Pathology (Pardridge WR ed) pp 198-206, Cambridge University Press, Cambridge.
    • (1998) Biology and Pathology , pp. 198-206
    • Borst, P.1    Schinkel, H.2
  • 6
    • 0001198399 scopus 로고
    • Capillary permeability to small solutes
    • (Renkin EM and Michel CC eds), American Physiological Society, Bethesda, MD
    • Crone C and Levitt DG (1984) Capillary permeability to small solutes, in Handbook of Physiology, Section 2: Part 1 (Renkin EM and Michel CC eds) pp 411-466, American Physiological Society, Bethesda, MD.
    • (1984) Handbook of Physiology, Section 2: Part 1 , pp. 411-466
    • Crone, C.1    Levitt, D.G.2
  • 8
    • 0027524642 scopus 로고
    • In vitro and in vivo reversal of multidrug resistance by GF120918, an acridonecarboxamide derivative
    • Hyafil F, Vergely C, Du Vignaud P, and Grand-Perret T (1993) In vitro and in vivo reversal of multidrug resistance by GF120918, an acridonecarboxamide derivative. Cancer Res 53:4595-4602.
    • (1993) Cancer Res , vol.53 , pp. 4595-4602
    • Hyafil, F.1    Vergely, C.2    Du Vignaud, P.3    Grand-Perret, T.4
  • 9
    • 0023503146 scopus 로고
    • μ-, δ-, κ- and ε-opioid receptor modulation of the hypothalamic-pituitary-adrenocortical (HPA) axis: Subchronic tolerance studies of endogenous opioid peptides
    • Iyengar S, Kim HS, and Wood PL (1987) μ-, δ-, κ- and ε-opioid receptor modulation of the hypothalamic-pituitary-adrenocortical (HPA) axis: Subchronic tolerance studies of endogenous opioid peptides. Brain Res 435:220-226.
    • (1987) Brain Res , vol.435 , pp. 220-226
    • Iyengar, S.1    Kim, H.S.2    Wood, P.L.3
  • 10
    • 0027246385 scopus 로고
    • P-glycoprotein is strongly expressed in brain capillaries
    • (Drewes LR and Betz AL eds), Plenum Press, New York
    • Jette L and Beliveau R (1993) P-glycoprotein is strongly expressed in brain capillaries, in Frontiers in Cerebral Vascular Biology: Transport and Its Regulation (Drewes LR and Betz AL eds) pp 121-125, Plenum Press, New York.
    • (1993) Frontiers in Cerebral Vascular Biology: Transport and Its Regulation , pp. 121-125
    • Jette, L.1    Beliveau, R.2
  • 12
    • 0019075183 scopus 로고
    • Staining PO2 measurement sites in the rat brain and quantitative morphometry of the surrounding capillary
    • Metzer H, Heuber-Metzer S, Steinacker A, and Struber J (1980) Staining PO2 measurement sites in the rat brain and quantitative morphometry of the surrounding capillary. Pfluegers Arch 388:21-27.
    • (1980) Pfluegers Arch , vol.388 , pp. 21-27
    • Metzer, H.1    Heuber-Metzer, S.2    Steinacker, A.3    Struber, J.4
  • 13
    • 0036209529 scopus 로고    scopus 로고
    • Synthesis and conformation study of a coumarinic acid-based cyclic prodrug of opioid peptide with modified sensitivity to esterase-catalyzed bioconversion
    • Ouyang H, Borchardt RT, Siahaan TJ, and Vander Velde D (2002a) Synthesis and conformation study of a coumarinic acid-based cyclic prodrug of opioid peptide with modified sensitivity to esterase-catalyzed bioconversion. J Pept Res 59:183-195.
    • (2002) J Pept Res , vol.59 , pp. 183-195
    • Ouyang, H.1    Borchardt, R.T.2    Siahaan, T.J.3    Vander Velde, D.4
  • 14
    • 0036288132 scopus 로고    scopus 로고
    • A modified coumarinic acid-based cyclic prodrug of an opioid peptide: Its enzymatic and chemical stability and cell permeation characteristics
    • Ouyang H, Tang F, Siahaan T, and Borchardt RT (2002b) A modified coumarinic acid-based cyclic prodrug of an opioid peptide: Its enzymatic and chemical stability and cell permeation characteristics. Pharm Res 19:794-801.
    • (2002) Pharm Res , vol.19 , pp. 794-801
    • Ouyang, H.1    Tang, F.2    Siahaan, T.3    Borchardt, R.T.4
  • 15
    • 0342437513 scopus 로고    scopus 로고
    • Improvement of oral peptide bioavailability: Peptidomimetics and prodrug strategies
    • Pauletti GM, Gangwar S, Siahaan T, Aubé J, and Borchardt RT (1997) Improvement of oral peptide bioavailability: Peptidomimetics and prodrug strategies. Adv Drug Deliv Rev 27:235-256.
    • (1997) Adv Drug Deliv Rev , vol.27 , pp. 235-256
    • Pauletti, G.M.1    Gangwar, S.2    Siahaan, T.3    Aubé, J.4    Borchardt, R.T.5
  • 16
    • 0030471676 scopus 로고    scopus 로고
    • Brain-targeted delivery of a leucine-enkephalin analogue by retrometabolic design
    • Prokai-Tatrai K, Prokai L, and Bodor N (1996) Brain-targeted delivery of a leucine-enkephalin analogue by retrometabolic design. J Med Chem 39:4775-4782.
    • (1996) J Med Chem , vol.39 , pp. 4775-4782
    • Prokai-Tatrai, K.1    Prokai, L.2    Bodor, N.3
  • 18
    • 0031724003 scopus 로고    scopus 로고
    • Mrp1 multidrug resistance-associated protein and P-glycoprotein expression in rat brain microvessel endothelial cells
    • Regina A, Koman A, Piciotti M, El Hafny B, Center MS, Bergmann R, Couraud PO, and Roux F (1998) Mrp1 multidrug resistance-associated protein and P-glycoprotein expression in rat brain microvessel endothelial cells. J Neurochem 71:705-715.
    • (1998) J Neurochem , vol.71 , pp. 705-715
    • Regina, A.1    Koman, A.2    Piciotti, M.3    El Hafny, B.4    Center, M.S.5    Bergmann, R.6    Couraud, P.O.7    Roux, F.8
  • 19
    • 0034055630 scopus 로고    scopus 로고
    • Substrate recognition by P-glycoprotein and the multidrug resistance-associated protein MRP1: A comparison
    • Seelig A, Blatter XL, and Wohnsland F (2000) Substrate recognition by P-glycoprotein and the multidrug resistance-associated protein MRP1: A comparison. Int J Clin Pharmacol Ther 38:111-121.
    • (2000) Int J Clin Pharmacol Ther , vol.38 , pp. 111-121
    • Seelig, A.1    Blatter, X.L.2    Wohnsland, F.3
  • 20
    • 0033739115 scopus 로고    scopus 로고
    • Structure-activity relationship of P-glycoprotein substrates and modifiers
    • Seelig A and Landwojtowicz E (2000) Structure-activity relationship of P-glycoprotein substrates and modifiers. Eur J Pharm Sci 12:31-40.
    • (2000) Eur J Pharm Sci , vol.12 , pp. 31-40
    • Seelig, A.1    Landwojtowicz, E.2
  • 21
    • 0029689906 scopus 로고    scopus 로고
    • Brain perfusion systems for studies of drug uptake and metabolism in the central nervous system
    • (Borchardt RT, Smith PL, and Wilson G eds), Plenum Press, New York
    • Smith QR (1996) Brain perfusion systems for studies of drug uptake and metabolism in the central nervous system, in Models for Assessing Drug Absorption and Metabolism (Borchardt RT, Smith PL, and Wilson G eds) pp 285-307, Plenum Press, New York.
    • (1996) Models for Assessing Drug Absorption and Metabolism , pp. 285-307
    • Smith, Q.R.1
  • 22
    • 0000545811 scopus 로고
    • An in situ brain perfusion technique to study cerebrovascular transport in the rat
    • Takasato Y, Rapoport SI, and Smith QR (1984) An in situ brain perfusion technique to study cerebrovascular transport in the rat. Am J Physiol 247:H484-H493.
    • (1984) Am J Physiol , vol.247
    • Takasato, Y.1    Rapoport, S.I.2    Smith, Q.R.3
  • 23
    • 0036291816 scopus 로고    scopus 로고
    • Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of an acyloxyalkoxy-based cyclic prodrug of the opioid peptide DADLE
    • Tang F and Borchardt RT (2002a) Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of an acyloxyalkoxy-based cyclic prodrug of the opioid peptide DADLE. Pharm Res 19:780-786.
    • (2002) Pharm Res , vol.19 , pp. 780-786
    • Tang, F.1    Borchardt, R.T.2
  • 24
    • 0036288748 scopus 로고    scopus 로고
    • Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of the coumarinic acid-based cyclic prodrug of the opioid peptide DADLE
    • Tang F and Borchardt RT (2002b) Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of the coumarinic acid-based cyclic prodrug of the opioid peptide DADLE. Pharm Res 19:787-793.
    • (2002) Pharm Res , vol.19 , pp. 787-793
    • Tang, F.1    Borchardt, R.T.2
  • 25
    • 0025295847 scopus 로고
    • Capillary depletion method for quantification of blood-brain barrier transport of circulating peptides and plasma proteins
    • Triguero D, Buciak J, and Pardridge WM (1990) Capillary depletion method for quantification of blood-brain barrier transport of circulating peptides and plasma proteins. J Neurochem 54:1882-1888.
    • (1990) J Neurochem , vol.54 , pp. 1882-1888
    • Triguero, D.1    Buciak, J.2    Pardridge, W.M.3
  • 26
    • 0024262760 scopus 로고
    • Interactions of antiarrhythmics with artificial phospholipid membranes
    • Voigt W, Mannhold R, Limberg J, and Blaschke G (1988) Interactions of antiarrhythmics with artificial phospholipid membranes. J Pharm Sci 77:1018-1020.
    • (1988) J Pharm Sci , vol.77 , pp. 1018-1020
    • Voigt, W.1    Mannhold, R.2    Limberg, J.3    Blaschke, G.4
  • 27
    • 0342567858 scopus 로고    scopus 로고
    • Synthesis and evaluation of the physicochemical properties of esterase-sensitive cyclic prodrugs of opioid peptides using coumarinic acid and phenylpropionic acid linkers
    • Wang B, Nimkar K, Wang W, Zhang H, Shan D, Gudmundsson O, Gangwar S, Siahaan T, and Borchardt RT (1999) Synthesis and evaluation of the physicochemical properties of esterase-sensitive cyclic prodrugs of opioid peptides using coumarinic acid and phenylpropionic acid linkers. J Pept Res 53:370-382.
    • (1999) J Pept Res , vol.53 , pp. 370-382
    • Wang, B.1    Nimkar, K.2    Wang, W.3    Zhang, H.4    Shan, D.5    Gudmundsson, O.6    Gangwar, S.7    Siahaan, T.8    Borchardt, R.T.9
  • 28
    • 0037175451 scopus 로고    scopus 로고
    • Quantitative analysis of a model opioid peptide and its cyclic prodrugs in rat plasma using high-performance liquid chromatography with fluorescence and tandem mass spectrometric detection
    • in press
    • Yang JZ, Bastian KC, Moore RD, Stobaugh JF, and Borchardt RT (2002a) Quantitative analysis of a model opioid peptide and its cyclic prodrugs in rat plasma using high-performance liquid chromatography with fluorescence and tandem mass spectrometric detection. J Chromatogr B, in press.
    • (2002) J Chromatogr B
    • Yang, J.Z.1    Bastian, K.C.2    Moore, R.D.3    Stobaugh, J.F.4    Borchardt, R.T.5
  • 29
    • 0036827812 scopus 로고    scopus 로고
    • In vitro stability and in vivo pharmacokinetic studies of a model opioid peptide, H-Tyr-D-Ala-Gly-Phe-D-Leu-OH (DADLE), and its cyclic prodrugs
    • Yang JZ, Chen W, and Borchardt T (2002b) In vitro stability and in vivo pharmacokinetic studies of a model opioid peptide, H-Tyr-D-Ala-Gly-Phe-D-Leu-OH (DADLE), and its cyclic prodrugs. J Pharmacol Exp Ther 303:840-848.
    • (2002) J Pharmacol Exp Ther , vol.303 , pp. 840-848
    • Yang, J.Z.1    Chen, W.2    Borchardt, T.3
  • 30
    • 0034623293 scopus 로고    scopus 로고
    • Expression of various multidrug resistance-associated protein (MRP) homologues in brain microvessel endothelial cells
    • Zhang Y, Han H, Elmquist WF, and Miller DW (2000) Expression of various multidrug resistance-associated protein (MRP) homologues in brain microvessel endothelial cells. Brain Res 876:148-153.
    • (2000) Brain Res , vol.876 , pp. 148-153
    • Zhang, Y.1    Han, H.2    Elmquist, W.F.3    Miller, D.W.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.