메뉴 건너뛰기




Volumn 362, Issue 1-2, 2008, Pages 44-51

Interaction of dipeptide prodrugs of saquinavir with multidrug resistance protein-2 (MRP-2): Evasion of MRP-2 mediated efflux

Author keywords

Effective intestinal permeability; Intestinal absorption; Multidrug resistance protein 2; Net water flux; Peff; Rat jejunum; Saquinavir; Single pass intestinal perfusion

Indexed keywords

DIPEPTIDE DERIVATIVE; GLYCYLVALINE SAQUINAVIR; MULTIDRUG RESISTANCE PROTEIN 2; PRODRUG; SAQUINAVIR; UNCLASSIFIED DRUG; VALYLVALINE SAQUINAVIR; VERLUKAST;

EID: 50249154146     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2008.06.013     Document Type: Article
Times cited : (23)

References (42)
  • 1
    • 34250863207 scopus 로고    scopus 로고
    • Both P-gp and MRP2 mediate transport of Lopinavir, a protease inhibitor
    • Agarwal S., Pal D., and Mitra A.K. Both P-gp and MRP2 mediate transport of Lopinavir, a protease inhibitor. Int. J. Pharm 339 (2007) 139-147
    • (2007) Int. J. Pharm , vol.339 , pp. 139-147
    • Agarwal, S.1    Pal, D.2    Mitra, A.K.3
  • 2
    • 1442333442 scopus 로고    scopus 로고
    • Characterization of jejunal absorption and apical efflux of ropivacaine, lidocaine and bupivacaine in the rat using in situ and in vitro absorption models
    • Berggren S., Hoogstraate J., Fagerholm U., and Lennernas H. Characterization of jejunal absorption and apical efflux of ropivacaine, lidocaine and bupivacaine in the rat using in situ and in vitro absorption models. Eur. J. Pharm. Sci. 21 (2004) 553-560
    • (2004) Eur. J. Pharm. Sci. , vol.21 , pp. 553-560
    • Berggren, S.1    Hoogstraate, J.2    Fagerholm, U.3    Lennernas, H.4
  • 3
    • 0030908131 scopus 로고    scopus 로고
    • Hepatic and intestinal metabolism of indinavir, an HIV protease inhibitor, in rat and human microsomes. Major role of CYP3A
    • Chiba M., Hensleigh M., and Lin J.H. Hepatic and intestinal metabolism of indinavir, an HIV protease inhibitor, in rat and human microsomes. Major role of CYP3A. Biochem. Pharmacol. 53 (1997) 1187-1195
    • (1997) Biochem. Pharmacol. , vol.53 , pp. 1187-1195
    • Chiba, M.1    Hensleigh, M.2    Lin, J.H.3
  • 4
    • 33644674142 scopus 로고    scopus 로고
    • Computational models for identifying potential P-glycoprotein substrates and inhibitors
    • Crivori P., Reinach B., Pezzetta D., and Poggesi I. Computational models for identifying potential P-glycoprotein substrates and inhibitors. Mol. Pharm. 3 (2006) 33-44
    • (2006) Mol. Pharm. , vol.3 , pp. 33-44
    • Crivori, P.1    Reinach, B.2    Pezzetta, D.3    Poggesi, I.4
  • 5
    • 0037382316 scopus 로고    scopus 로고
    • In vivo modulation of intestinal CYP3A metabolism by P-glycoprotein: studies using the rat single-pass intestinal perfusion model
    • Cummins C.L., Salphati L., Reid M.J., and Benet L.Z. In vivo modulation of intestinal CYP3A metabolism by P-glycoprotein: studies using the rat single-pass intestinal perfusion model. J. Pharmacol. Exp. Ther. 305 (2003) 306-314
    • (2003) J. Pharmacol. Exp. Ther. , vol.305 , pp. 306-314
    • Cummins, C.L.1    Salphati, L.2    Reid, M.J.3    Benet, L.Z.4
  • 6
    • 0031024623 scopus 로고    scopus 로고
    • HIV-1 protease inhibitors. A review for clinicians
    • Deeks S.G., Smith M., Holodniy M., and Kahn J.O. HIV-1 protease inhibitors. A review for clinicians. JAMA 277 (1997) 145-153
    • (1997) JAMA , vol.277 , pp. 145-153
    • Deeks, S.G.1    Smith, M.2    Holodniy, M.3    Kahn, J.O.4
  • 8
    • 0029855969 scopus 로고    scopus 로고
    • Comparison between permeability coefficients in rat and human jejunum
    • Fagerholm U., Johansson M., and Lennernas H. Comparison between permeability coefficients in rat and human jejunum. Pharm. Res. 13 (1996) 1336-1342
    • (1996) Pharm. Res. , vol.13 , pp. 1336-1342
    • Fagerholm, U.1    Johansson, M.2    Lennernas, H.3
  • 9
    • 0031024382 scopus 로고    scopus 로고
    • Selective biotransformation of the human immunodeficiency virus protease inhibitor saquinavir by human small-intestinal cytochrome P4503A4: potential contribution to high first-pass metabolism
    • Fitzsimmons M.E., and Collins J.M. Selective biotransformation of the human immunodeficiency virus protease inhibitor saquinavir by human small-intestinal cytochrome P4503A4: potential contribution to high first-pass metabolism. Drug Metab. Dispos. 25 (1997) 256-266
    • (1997) Drug Metab. Dispos. , vol.25 , pp. 256-266
    • Fitzsimmons, M.E.1    Collins, J.M.2
  • 10
    • 0032580479 scopus 로고    scopus 로고
    • HIV-protease inhibitors
    • Flexner C. HIV-protease inhibitors. N. Engl. J. Med. 338 (1998) 1281-1292
    • (1998) N. Engl. J. Med. , vol.338 , pp. 1281-1292
    • Flexner, C.1
  • 11
    • 1242335471 scopus 로고    scopus 로고
    • The MRP-related and BCRP/ABCG2 multidrug resistance proteins: biology, substrate specificity and regulation
    • Haimeur A., Conseil G., Deeley R.G., and Cole S.P. The MRP-related and BCRP/ABCG2 multidrug resistance proteins: biology, substrate specificity and regulation. Curr. Drug Metab. 5 (2004) 21-53
    • (2004) Curr. Drug Metab. , vol.5 , pp. 21-53
    • Haimeur, A.1    Conseil, G.2    Deeley, R.G.3    Cole, S.P.4
  • 12
    • 0037159933 scopus 로고    scopus 로고
    • Multidrug resistance protein 2 (MRP2) transports HIV protease inhibitors, and transport can be enhanced by other drugs
    • Huisman M.T., Smit J.W., Crommentuyn K.M., Zelcer N., Wiltshire H.R., Beijnen J.H., and Schinkel A.H. Multidrug resistance protein 2 (MRP2) transports HIV protease inhibitors, and transport can be enhanced by other drugs. Aids 16 (2002) 2295-2301
    • (2002) Aids , vol.16 , pp. 2295-2301
    • Huisman, M.T.1    Smit, J.W.2    Crommentuyn, K.M.3    Zelcer, N.4    Wiltshire, H.R.5    Beijnen, J.H.6    Schinkel, A.H.7
  • 13
    • 0141430022 scopus 로고    scopus 로고
    • Implications of density correction in gravimetric method for water flux determination using rat single-pass intestinal perfusion technique: a technical note
    • Issa C., Gupta P., and Bansal A.K. Implications of density correction in gravimetric method for water flux determination using rat single-pass intestinal perfusion technique: a technical note. AAPS PharmSciTech 4 (2003) E16
    • (2003) AAPS PharmSciTech , vol.4
    • Issa, C.1    Gupta, P.2    Bansal, A.K.3
  • 14
    • 24944465665 scopus 로고    scopus 로고
    • Evasion of P-gp mediated cellular efflux and permeability enhancement of HIV-protease inhibitor saquinavir by prodrug modification
    • Jain R., Agarwal S., Majumdar S., Zhu X., Pal D., and Mitra A.K. Evasion of P-gp mediated cellular efflux and permeability enhancement of HIV-protease inhibitor saquinavir by prodrug modification. Int. J. Pharm. 303 (2005) 8-19
    • (2005) Int. J. Pharm. , vol.303 , pp. 8-19
    • Jain, R.1    Agarwal, S.2    Majumdar, S.3    Zhu, X.4    Pal, D.5    Mitra, A.K.6
  • 15
    • 34247567472 scopus 로고    scopus 로고
    • Intestinal absorption of novel-dipeptide prodrugs of saquinavir in rats
    • Jain R., Duvvuri S., Kansara V., Mandava N.K., and Mitra A.K. Intestinal absorption of novel-dipeptide prodrugs of saquinavir in rats. Int. J. Pharm. 336 (2007) 233-240
    • (2007) Int. J. Pharm. , vol.336 , pp. 233-240
    • Jain, R.1    Duvvuri, S.2    Kansara, V.3    Mandava, N.K.4    Mitra, A.K.5
  • 16
    • 22844452183 scopus 로고    scopus 로고
    • Circumventing P-glycoprotein-mediated cellular efflux of quinidine by prodrug derivatization
    • Jain R., Majumdar S., Nashed Y., Pal D., and Mitra A.K. Circumventing P-glycoprotein-mediated cellular efflux of quinidine by prodrug derivatization. Mol. Pharm. 1 (2004) 290-299
    • (2004) Mol. Pharm. , vol.1 , pp. 290-299
    • Jain, R.1    Majumdar, S.2    Nashed, Y.3    Pal, D.4    Mitra, A.K.5
  • 20
    • 0032518290 scopus 로고    scopus 로고
    • The drug transporter P-glycoprotein limits oral absorption and brain entry of HIV-1 protease inhibitors
    • Kim R.B., Fromm M.F., Wandel C., Leake B., Wood A.J., Roden D.M., and Wilkinson G.R. The drug transporter P-glycoprotein limits oral absorption and brain entry of HIV-1 protease inhibitors. J. Clin. Invest. 101 (1998) 289-294
    • (1998) J. Clin. Invest. , vol.101 , pp. 289-294
    • Kim, R.B.1    Fromm, M.F.2    Wandel, C.3    Leake, B.4    Wood, A.J.5    Roden, D.M.6    Wilkinson, G.R.7
  • 21
    • 18744432281 scopus 로고    scopus 로고
    • HIV-1 protease inhibitors and the MDR1 multidrug transporter
    • Lee C.G., and Gottesman M.M. HIV-1 protease inhibitors and the MDR1 multidrug transporter. J. Clin. Invest. 101 (1998) 287-288
    • (1998) J. Clin. Invest. , vol.101 , pp. 287-288
    • Lee, C.G.1    Gottesman, M.M.2
  • 23
    • 0029073966 scopus 로고
    • pH-dependent oral absorption of L-735,524, a potent HIV protease inhibitor, in rats and dogs
    • Lin J.H., Chen I.W., Vastag K.J., and Ostovic D. pH-dependent oral absorption of L-735,524, a potent HIV protease inhibitor, in rats and dogs. Drug Metab. Dispos. 23 (1995) 730-735
    • (1995) Drug Metab. Dispos. , vol.23 , pp. 730-735
    • Lin, J.H.1    Chen, I.W.2    Vastag, K.J.3    Ostovic, D.4
  • 24
    • 0029974065 scopus 로고    scopus 로고
    • Species differences in the pharmacokinetics and metabolism of indinavir, a potent human immunodeficiency virus protease inhibitor
    • Lin J.H., Chiba M., Balani S.K., Chen I.W., Kwei G.Y., Vastag K.J., and Nishime J.A. Species differences in the pharmacokinetics and metabolism of indinavir, a potent human immunodeficiency virus protease inhibitor. Drug Metab. Dispos. 24 (1996) 1111-1120
    • (1996) Drug Metab. Dispos. , vol.24 , pp. 1111-1120
    • Lin, J.H.1    Chiba, M.2    Balani, S.K.3    Chen, I.W.4    Kwei, G.Y.5    Vastag, K.J.6    Nishime, J.A.7
  • 25
    • 0033653893 scopus 로고    scopus 로고
    • Role of multidrug-resistance protein 2 in glutathione S-transferase P1-1-mediated resistance to 4-nitroquinoline 1-oxide toxicities in HepG2 cells
    • Morrow C.S., Smitherman P.K., and Townsend A.J. Role of multidrug-resistance protein 2 in glutathione S-transferase P1-1-mediated resistance to 4-nitroquinoline 1-oxide toxicities in HepG2 cells. Mol. Carcinog. 29 (2000) 170-178
    • (2000) Mol. Carcinog. , vol.29 , pp. 170-178
    • Morrow, C.S.1    Smitherman, P.K.2    Townsend, A.J.3
  • 26
    • 0034119967 scopus 로고    scopus 로고
    • Expression and localization of multidrug resistant protein mrp2 in rat small intestine
    • Mottino A.D., Hoffman T., Jennes L., and Vore M. Expression and localization of multidrug resistant protein mrp2 in rat small intestine. J. Pharmacol. Exp. Ther. 293 (2000) 717-723
    • (2000) J. Pharmacol. Exp. Ther. , vol.293 , pp. 717-723
    • Mottino, A.D.1    Hoffman, T.2    Jennes, L.3    Vore, M.4
  • 27
    • 14344264538 scopus 로고    scopus 로고
    • P-glycoprotein and mutlidrug resistance-associated proteins limit the brain uptake of saquinavir in mice
    • Park S., and Sinko P.J. P-glycoprotein and mutlidrug resistance-associated proteins limit the brain uptake of saquinavir in mice. J. Pharmacol. Exp. Ther. 312 (2005) 1249-1256
    • (2005) J. Pharmacol. Exp. Ther. , vol.312 , pp. 1249-1256
    • Park, S.1    Sinko, P.J.2
  • 28
    • 0036021113 scopus 로고    scopus 로고
    • The drug efflux pump MRP2: regulation of expression in physiopathological situations and by endogenous and exogenous compounds
    • Payen L., Sparfel L., Courtois A., Vernhet L., Guillouzo A., and Fardel O. The drug efflux pump MRP2: regulation of expression in physiopathological situations and by endogenous and exogenous compounds. Cell Biol. Toxicol. 18 (2002) 221-233
    • (2002) Cell Biol. Toxicol. , vol.18 , pp. 221-233
    • Payen, L.1    Sparfel, L.2    Courtois, A.3    Vernhet, L.4    Guillouzo, A.5    Fardel, O.6
  • 30
    • 0034625465 scopus 로고    scopus 로고
    • Simultaneous high-performance liquid chromatographic determination of the antiretroviral agents amprenavir, nelfinavir, ritonavir, saquinavir, delavirdine and efavirenz in human plasma
    • Proust V., Toth K., Hulin A., Taburet A.M., Gimenez F., and Singlas E. Simultaneous high-performance liquid chromatographic determination of the antiretroviral agents amprenavir, nelfinavir, ritonavir, saquinavir, delavirdine and efavirenz in human plasma. J. Chromatogr. B Biomed. Sci. Appl. 742 (2000) 453-458
    • (2000) J. Chromatogr. B Biomed. Sci. Appl. , vol.742 , pp. 453-458
    • Proust, V.1    Toth, K.2    Hulin, A.3    Taburet, A.M.4    Gimenez, F.5    Singlas, E.6
  • 32
    • 33644692007 scopus 로고    scopus 로고
    • P-glycoprotein recognition of substrates and circumvention through rational drug design
    • Raub T.J. P-glycoprotein recognition of substrates and circumvention through rational drug design. Mol. Pharm. 3 (2006) 3-25
    • (2006) Mol. Pharm. , vol.3 , pp. 3-25
    • Raub, T.J.1
  • 33
    • 0036080426 scopus 로고    scopus 로고
    • Expression and localization of the multidrug resistance-associated protein 3 in rat small and large intestine
    • Rost D., Mahner S., Sugiyama Y., and Stremmel W. Expression and localization of the multidrug resistance-associated protein 3 in rat small and large intestine. Am. J. Physiol. Gastrointest. Liver Physiol. 282 (2002) G720-726
    • (2002) Am. J. Physiol. Gastrointest. Liver Physiol. , vol.282
    • Rost, D.1    Mahner, S.2    Sugiyama, Y.3    Stremmel, W.4
  • 35
    • 2442638219 scopus 로고    scopus 로고
    • Human organic anion-transporting polypeptide OATP-A (SLC21A3) acts in concert with P-glycoprotein and multidrug resistance protein 2 in the vectorial transport of Saquinavir in Hep G2 cells
    • Su Y., Zhang X., and Sinko P.J. Human organic anion-transporting polypeptide OATP-A (SLC21A3) acts in concert with P-glycoprotein and multidrug resistance protein 2 in the vectorial transport of Saquinavir in Hep G2 cells. Mol. Pharm. 1 (2004) 49-56
    • (2004) Mol. Pharm. , vol.1 , pp. 49-56
    • Su, Y.1    Zhang, X.2    Sinko, P.J.3
  • 37
    • 18044399674 scopus 로고    scopus 로고
    • Comparison of the gravimetric, phenol red, and 14C-PEG-3350 methods to determine water absorption in the rat single-pass intestinal perfusion model
    • Sutton S.C., Rinaldi M.T., and Vukovinsky K.E. Comparison of the gravimetric, phenol red, and 14C-PEG-3350 methods to determine water absorption in the rat single-pass intestinal perfusion model. AAPS PharmSci 3 (2001) E25
    • (2001) AAPS PharmSci , vol.3
    • Sutton, S.C.1    Rinaldi, M.T.2    Vukovinsky, K.E.3
  • 38
    • 0037281280 scopus 로고    scopus 로고
    • Quantitative determination of saquinavir from Caco-2 cell monolayers by HPLC-UV. High performance liquid chromatography
    • Ucpinar S.D., and Stavchansky S. Quantitative determination of saquinavir from Caco-2 cell monolayers by HPLC-UV. High performance liquid chromatography. Biomed. Chromatogr. 17 (2003) 21-25
    • (2003) Biomed. Chromatogr. , vol.17 , pp. 21-25
    • Ucpinar, S.D.1    Stavchansky, S.2
  • 39
    • 0036839699 scopus 로고    scopus 로고
    • Direct evidence that saquinavir is transported by multidrug resistance-associated protein (MRP1) and canalicular multispecific organic anion transporter (MRP2)
    • Williams G.C., Liu A., Knipp G., and Sinko P.J. Direct evidence that saquinavir is transported by multidrug resistance-associated protein (MRP1) and canalicular multispecific organic anion transporter (MRP2). Antimicrob. Agents Chemother. 46 (2002) 3456-3462
    • (2002) Antimicrob. Agents Chemother. , vol.46 , pp. 3456-3462
    • Williams, G.C.1    Liu, A.2    Knipp, G.3    Sinko, P.J.4
  • 40
    • 0032847425 scopus 로고    scopus 로고
    • Oral absorption of the HIV protease inhibitors: a current update
    • Williams G.C., and Sinko P.J. Oral absorption of the HIV protease inhibitors: a current update. Adv. Drug Deliv. Rev. 39 (1999) 211-238
    • (1999) Adv. Drug Deliv. Rev. , vol.39 , pp. 211-238
    • Williams, G.C.1    Sinko, P.J.2
  • 42
    • 33847791634 scopus 로고    scopus 로고
    • Superior virological response to boosted protease inhibitor-based highly active antiretroviral therapy in an observational treatment programme
    • Wood E., Hogg R.S., Yip B., Moore D., Harrigan P.R., and Montaner J.S. Superior virological response to boosted protease inhibitor-based highly active antiretroviral therapy in an observational treatment programme. HIV Med. 8 (2007) 80-85
    • (2007) HIV Med. , vol.8 , pp. 80-85
    • Wood, E.1    Hogg, R.S.2    Yip, B.3    Moore, D.4    Harrigan, P.R.5    Montaner, J.S.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.