메뉴 건너뛰기




Volumn 42, Issue 7, 2012, Pages 603-613

Enhanced intracellular accumulation of a non-nucleoside anti-cancer agent via increased uptake of its valine ester prodrug through amino acid transporters

Author keywords

Amino acid transporters; Enhanced accumulation; Ester prodrug; SN 38

Indexed keywords

AMINO ACID TRANSPORTER; ANTINEOPLASTIC AGENT; FIRTECAN; IRINOTECAN; PRODRUG; VALINE;

EID: 84861843891     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498254.2011.646339     Document Type: Article
Times cited : (29)

References (47)
  • 2
    • 9344267216 scopus 로고    scopus 로고
    • Amino acid prodrugs of acyclovir as possible antiviral agents against ocular HSV-1 infections: Interactions with the neutral and cationic amino acid transporter on the corneal epithelium
    • Anand BS, Katragadda S, Nashed YE, Mitra AK. (2004). Amino acid prodrugs of acyclovir as possible antiviral agents against ocular HSV-1 infections: interactions with the neutral and cationic amino acid transporter on the corneal epithelium. Curr Eye Res 29:153-166.
    • (2004) Curr Eye Res , vol.29 , pp. 153-166
    • Anand, B.S.1    Katragadda, S.2    Nashed, Y.E.3    Mitra, A.K.4
  • 5
    • 0036635291 scopus 로고    scopus 로고
    • Glivec (STI571, imatinib), a rationally developed, targeted anticancer drug
    • Capdeville R, Buchdunger E, Zimmermann J, Matter A. (2002). Glivec (STI571, imatinib), a rationally developed, targeted anticancer drug. Nat Rev Drug Discov 1:493-502.
    • (2002) Nat Rev Drug Discov , vol.1 , pp. 493-502
    • Capdeville, R.1    Buchdunger, E.2    Zimmermann, J.3    Matter, A.4
  • 6
    • 0025231784 scopus 로고
    • Immunohistochemical detection of P-glycoprotein: Prognostic correlation in soft tissue sarcoma of childhood
    • Chan HS, Thorner PS, Haddad G, Ling V. (1990). Immunohistochemical detection of P-glycoprotein: prognostic correlation in soft tissue sarcoma of childhood. J Clin Oncol 8:689-704.
    • (1990) J Clin Oncol , vol.8 , pp. 689-704
    • Chan, H.S.1    Thorner, P.S.2    Haddad, G.3    Ling, V.4
  • 8
    • 0021089633 scopus 로고
    • Pharmacokinetics of acyclovir after intravenous and oral administration
    • de Miranda P, Blum MR. (1983). Pharmacokinetics of acyclovir after intravenous and oral administration. J Antimicrob Chemother 12 Suppl B:29-37.
    • (1983) J Antimicrob Chemother , vol.12 , Issue.SUPPL. B , pp. 29-37
    • De Miranda, P.1    Blum, M.R.2
  • 9
    • 15944404601 scopus 로고    scopus 로고
    • The development of imatinib as a therapeutic agent for chronic myeloid leukemia
    • Deininger M, Buchdunger E, Druker BJ. (2005). The development of imatinib as a therapeutic agent for chronic myeloid leukemia. Blood 105:2640-2653.
    • (2005) Blood , vol.105 , pp. 2640-2653
    • Deininger, M.1    Buchdunger, E.2    Druker, B.J.3
  • 10
    • 23044474905 scopus 로고    scopus 로고
    • Amino acid transporters ASCT2 and LAT1 in cancer: Partners in crime?
    • Fuchs BC, Bode BP. (2005). Amino acid transporters ASCT2 and LAT1 in cancer: partners in crime? Semin Cancer Biol 15:254-266.
    • (2005) Semin Cancer Biol , vol.15 , pp. 254-266
    • Fuchs, B.C.1    Bode, B.P.2
  • 11
  • 12
    • 0037022183 scopus 로고    scopus 로고
    • Human topoisomerase i inhibition: Docking camptothecin and derivatives into a structure-based active site model
    • Laco GS, Collins JR, Luke BT, Kroth H, Sayer JM, Jerina DM, Pommier Y. (2002). Human topoisomerase I inhibition: docking camptothecin and derivatives into a structure-based active site model. Biochemistry 41:1428-1435.
    • (2002) Biochemistry , vol.41 , pp. 1428-1435
    • Laco, G.S.1    Collins, J.R.2    Luke, B.T.3    Kroth, H.4    Sayer, J.M.5    Jerina, D.M.6    Pommier, Y.7
  • 13
    • 0027314191 scopus 로고
    • Expression of the multidrug resistance-associated P-glycoprotein (P-170) in 59 cases of de novo acute lymphoblastic leukemia: Prognostic implications
    • Goasguen JE, Dossot JM, Fardel O, Le Mee F, Le Gall E, Leblay R, LePrise PY, Chaperon J, Fauchet R. (1993). Expression of the multidrug resistance-associated P-glycoprotein (P-170) in 59 cases of de novo acute lymphoblastic leukemia: prognostic implications. Blood 81:2394-2398.
    • (1993) Blood , vol.81 , pp. 2394-2398
    • Goasguen, J.E.1    Dossot, J.M.2    Fardel, O.3    Le Mee, F.4    Le Gall, E.5    Leblay, R.6    Leprise, P.Y.7    Chaperon, J.8    Fauchet, R.9
  • 14
    • 0032916827 scopus 로고    scopus 로고
    • Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line
    • Guo A, Hu P, Balimane PV, Leibach FH, Sinko PJ. (1999). Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line. J Pharmacol Exp Ther 289:448-454.
    • (1999) J Pharmacol Exp Ther , vol.289 , pp. 448-454
    • Guo, A.1    Hu, P.2    Balimane, P.V.3    Leibach, F.H.4    Sinko, P.J.5
  • 16
    • 0031662109 scopus 로고    scopus 로고
    • 5?-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter
    • Han H, de Vrueh RL, Rhie JK, Covitz KM, Smith PL, Lee CP, Oh DM, Sadée W, Amidon GL. (1998). 5?-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter. Pharm Res 15:1154-1159.
    • (1998) Pharm Res , vol.15 , pp. 1154-1159
    • Han, H.1    De Vrueh, R.L.2    Rhie, J.K.3    Covitz, K.M.4    Smith, P.L.5    Lee, C.P.6    Oh, D.M.7    Sadée, W.8    Amidon, G.L.9
  • 17
    • 0031784111 scopus 로고    scopus 로고
    • Cellular uptake mechanism of amino acid ester prodrugs in Caco-2/hPEPT1 cells overexpressing a human peptide transporter
    • Han HK, Oh DM, Amidon GL. (1998). Cellular uptake mechanism of amino acid ester prodrugs in Caco-2/hPEPT1 cells overexpressing a human peptide transporter. Pharm Res 15:1382-1386.
    • (1998) Pharm Res , vol.15 , pp. 1382-1386
    • Han, H.K.1    Oh, D.M.2    Amidon, G.L.3
  • 18
    • 1342329731 scopus 로고    scopus 로고
    • Transport of amino acid-based prodrugs by the Na+- and Cl(-) -coupled amino acid transporter ATB0,+ and expression of the transporter in tissues amenable for drug delivery
    • Hatanaka T, Haramura M, Fei YJ, Miyauchi S, Bridges CC, Ganapathy PS, Smith SB, Ganapathy V, Ganapathy ME. (2004). Transport of amino acid-based prodrugs by the Na+- and Cl(-) -coupled amino acid transporter ATB0,+ and expression of the transporter in tissues amenable for drug delivery. J Pharmacol Exp Ther 308:1138-1147.
    • (2004) J Pharmacol Exp Ther , vol.308 , pp. 1138-1147
    • Hatanaka, T.1    Haramura, M.2    Fei, Y.J.3    Miyauchi, S.4    Bridges, C.C.5    Ganapathy, P.S.6    Smith, S.B.7    Ganapathy, V.8    Ganapathy, M.E.9
  • 20
    • 0038682500 scopus 로고    scopus 로고
    • Amino acid transporters: Roles in amino acid sensing and signalling in animal cells
    • Hyde R, Taylor PM, Hundal HS. (2003). Amino acid transporters: roles in amino acid sensing and signalling in animal cells. Biochem J 373:1-18.
    • (2003) Biochem J , vol.373 , pp. 1-18
    • Hyde, R.1    Taylor, P.M.2    Hundal, H.S.3
  • 21
    • 0033325221 scopus 로고    scopus 로고
    • Single-dose pharmacokinetics of valganciclovir in HIV- and CMV-seropositive subjects
    • Jung D, Dorr A. (1999). Single-dose pharmacokinetics of valganciclovir in HIV- and CMV-seropositive subjects. J Clin Pharmacol 39:800-804.
    • (1999) J Clin Pharmacol , vol.39 , pp. 800-804
    • Jung, D.1    Dorr, A.2
  • 22
    • 50249124852 scopus 로고    scopus 로고
    • Pharmacokinetics of amino acid ester prodrugs of acyclovir after oral administration: Interaction with the transporters on Caco-2 cells
    • Katragadda S, Jain R, Kwatra D, Hariharan S, Mitra AK. (2008). Pharmacokinetics of amino acid ester prodrugs of acyclovir after oral administration: interaction with the transporters on Caco-2 cells. Int J Pharm 362:93-101.
    • (2008) Int J Pharm , vol.362 , pp. 93-101
    • Katragadda, S.1    Jain, R.2    Kwatra, D.3    Hariharan, S.4    Mitra, A.K.5
  • 23
    • 0030841332 scopus 로고    scopus 로고
    • Analysis of expression of cMOAT (MRP2), MRP3, MRP4, and MRP5, homologues of the multidrug resistanceassociated protein gene (MRP1), in human cancer cell lines
    • Kool M, de Haas M, Scheffer GL, Scheper RJ, van Eijk MJ, Juijn JA, Baas F, Borst P. (1997). Analysis of expression of cMOAT (MRP2), MRP3, MRP4, and MRP5, homologues of the multidrug resistanceassociated protein gene (MRP1), in human cancer cell lines. Cancer Res 57:3537-3547.
    • (1997) Cancer Res , vol.57 , pp. 3537-3547
    • Kool, M.1    De Haas, M.2    Scheffer, G.L.3    Scheper, R.J.4    Van Eijk, M.J.5    Juijn, J.A.6    Baas, F.7    Borst, P.8
  • 24
    • 24044545862 scopus 로고    scopus 로고
    • Floxuridine amino acid ester prodrugs: Enhancing Caco-2 permeability and resistance to glycosidic bond metabolism
    • Landowski CP, Song X, Lorenzi PL, Hilfinger JM, Amidon GL. (2005). Floxuridine amino acid ester prodrugs: enhancing Caco-2 permeability and resistance to glycosidic bond metabolism. Pharm Res 22:1510-1518.
    • (2005) Pharm Res , vol.22 , pp. 1510-1518
    • Landowski, C.P.1    Song, X.2    Lorenzi, P.L.3    Hilfinger, J.M.4    Amidon, G.L.5
  • 25
    • 18044374166 scopus 로고    scopus 로고
    • Targeted delivery to PEPT1-overexpressing cells: Acidic, basic, and secondary floxuridine amino acid ester prodrugs
    • Landowski CP, Vig BS, Song X, Amidon GL. (2005). Targeted delivery to PEPT1-overexpressing cells: acidic, basic, and secondary floxuridine amino acid ester prodrugs. Mol Cancer Ther 4:659-667.
    • (2005) Mol Cancer Ther , vol.4 , pp. 659-667
    • Landowski, C.P.1    Vig, B.S.2    Song, X.3    Amidon, G.L.4
  • 26
    • 0032863833 scopus 로고    scopus 로고
    • Camptothecin antitumor agents
    • Lerchen HG. (1999). Camptothecin antitumor agents. IDrugs 2:896-906.
    • (1999) IDrugs , vol.2 , pp. 896-906
    • Lerchen, H.G.1
  • 28
    • 42949174825 scopus 로고    scopus 로고
    • Prodrugs of nucleoside analogues for improved oral absorption and tissue targeting
    • Li F, Maag H, Alfredson T. (2008). Prodrugs of nucleoside analogues for improved oral absorption and tissue targeting. J Pharm Sci 97:1109-1134.
    • (2008) J Pharm Sci , vol.97 , pp. 1109-1134
    • Li, F.1    Maag, H.2    Alfredson, T.3
  • 29
    • 0034081847 scopus 로고    scopus 로고
    • The multidrug-resistant phenotype associated with overexpression of the new ABC half-transporter, MXR (ABCG2)
    • Litman T, Brangi M, Hudson E, Fetsch P, Abati A, Ross DD, Miyake K, Resau JH, Bates SE. (2000). The multidrug-resistant phenotype associated with overexpression of the new ABC half-transporter, MXR (ABCG2). J Cell Sci 113 (Pt 11):2011-2021.
    • (2000) J Cell Sci , vol.113 , Issue.PART 11 , pp. 2011-2021
    • Litman, T.1    Brangi, M.2    Hudson, E.3    Fetsch, P.4    Abati, A.5    Ross, D.D.6    Miyake, K.7    Resau, J.H.8    Bates, S.E.9
  • 30
    • 63949087764 scopus 로고    scopus 로고
    • Transcorneal permeation of L- and D-aspartate ester prodrugs of acyclovir: Delineation of passive diffusion versus transporter involvement
    • Majumdar S, Hingorani T, Srirangam R, Gadepalli RS, Rimoldi JM, Repka M.A. (2009). Transcorneal permeation of L- and D-aspartate ester prodrugs of acyclovir: delineation of passive diffusion versus transporter involvement. Pharm Res 26:1261-1269.
    • (2009) Pharm Res , vol.26 , pp. 1261-1269
    • Majumdar, S.1    Hingorani, T.2    Srirangam, R.3    Gadepalli, R.S.4    Rimoldi, J.M.5    Repka, M.A.6
  • 37
    • 0033990048 scopus 로고    scopus 로고
    • Primer3 on the WWW for general users and for biologist programmers
    • Rozen S, Skaletsky H. (2000). Primer3 on the WWW for general users and for biologist programmers. Methods Mol Biol 132:365-386.
    • (2000) Methods Mol Biol , vol.132 , pp. 365-386
    • Rozen, S.1    Skaletsky, H.2
  • 38
    • 0032695909 scopus 로고    scopus 로고
    • Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2
    • Sawada K, Terada T, Saito H, Hashimoto Y, Inui KI. (1999). Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2. J Pharmacol Exp Ther 291:705-709.
    • (1999) J Pharmacol Exp Ther , vol.291 , pp. 705-709
    • Sawada, K.1    Terada, T.2    Saito, H.3    Hashimoto, Y.4    Inui, K.I.5
  • 39
    • 23844467048 scopus 로고    scopus 로고
    • Amino acid ester prodrugs of the anticancer agent gemcitabine: Synthesis, bioconversion, metabolic bioevasion, and hPEPT1-mediated transport
    • Song X, Lorenzi PL, Landowski CP, Vig BS, Hilfinger JM, Amidon GL. (2005). Amino acid ester prodrugs of the anticancer agent gemcitabine: synthesis, bioconversion, metabolic bioevasion, and hPEPT1-mediated transport. Mol Pharm 2:157-167.
    • (2005) Mol Pharm , vol.2 , pp. 157-167
    • Song, X.1    Lorenzi, P.L.2    Landowski, C.P.3    Vig, B.S.4    Hilfinger, J.M.5    Amidon, G.L.6
  • 40
    • 0028883462 scopus 로고
    • Absolute bioavailability and metabolic disposition of valaciclovir, the l-valyl ester of acyclovir, following oral administration to humans
    • Soul-Lawton J, Seaber E, On N, Wootton R, Rolan P, Posner J. (1995). Absolute bioavailability and metabolic disposition of valaciclovir, the l-valyl ester of acyclovir, following oral administration to humans. Antimicrob Agents Chemother 39:2759-2764.
    • (1995) Antimicrob Agents Chemother , vol.39 , pp. 2759-2764
    • Soul-Lawton, J.1    Seaber, E.2    On, N.3    Wootton, R.4    Rolan, P.5    Posner, J.6
  • 41
    • 0033812228 scopus 로고    scopus 로고
    • Transport of valganciclovir, a ganciclovir prodrug, via peptide transporters PEPT1 and PEPT2
    • Sugawara M, Huang W, Fei YJ, Leibach FH, Ganapathy V, Ganapathy ME. (2000). Transport of valganciclovir, a ganciclovir prodrug, via peptide transporters PEPT1 and PEPT2. J Pharm Sci 89:781-789.
    • (2000) J Pharm Sci , vol.89 , pp. 781-789
    • Sugawara, M.1    Huang, W.2    Fei, Y.J.3    Leibach, F.H.4    Ganapathy, V.5    Ganapathy, M.E.6
  • 42
    • 62649140994 scopus 로고    scopus 로고
    • Synthesis, transport and pharmacokinetics of 5?-amino acid ester prodrugs of 1-beta-D-arabinofuranosylcytosine
    • Sun Y, Sun J, Shi S, Jing Y, Yin S, Chen Y, Li G, Xu Y, He Z. (2009). Synthesis, transport and pharmacokinetics of 5?-amino acid ester prodrugs of 1-beta-D-arabinofuranosylcytosine. Mol Pharm 6:315-325.
    • (2009) Mol Pharm , vol.6 , pp. 315-325
    • Sun, Y.1    Sun, J.2    Shi, S.3    Jing, Y.4    Yin, S.5    Chen, Y.6    Li, G.7    Xu, Y.8    He, Z.9
  • 43
    • 56049109562 scopus 로고    scopus 로고
    • Enhanced cancer cell growth inhibition by dipeptide prodrugs of floxuridine: Increased transporter affinity and metabolic stability
    • Tsume Y, Hilfinger JM, Amidon GL. (2008a). Enhanced cancer cell growth inhibition by dipeptide prodrugs of floxuridine: increased transporter affinity and metabolic stability. Mol Pharm 5:717-727.
    • (2008) Mol Pharm , vol.5 , pp. 717-727
    • Tsume, Y.1    Hilfinger, J.M.2    Amidon, G.L.3
  • 44
    • 48849097095 scopus 로고    scopus 로고
    • Enhanced absorption and growth inhibition with amino acid monoester prodrugs of floxuridine by targeting hPEPT1 transporters
    • Tsume Y, Vig BS, Sun J, Landowski CP, Hilfinger JM, Ramachandran C, Amidon GL. (2008b). Enhanced absorption and growth inhibition with amino acid monoester prodrugs of floxuridine by targeting hPEPT1 transporters. Molecules 13:1441-1454.
    • (2008) Molecules , vol.13 , pp. 1441-1454
    • Tsume, Y.1    Vig, B.S.2    Sun, J.3    Landowski, C.P.4    Hilfinger, J.M.5    Ramachandran, C.6    Amidon, G.L.7
  • 45
    • 3242683504 scopus 로고    scopus 로고
    • Transport of amino acid esters and the amino-acid-based prodrug valganciclovir by the amino acid transporter ATB(0,+)
    • Umapathy NS, Ganapathy V, Ganapathy ME. (2004). Transport of amino acid esters and the amino-acid-based prodrug valganciclovir by the amino acid transporter ATB(0,+). Pharm Res 21:1303-1310.
    • (2004) Pharm Res , vol.21 , pp. 1303-1310
    • Umapathy, N.S.1    Ganapathy, V.2    Ganapathy, M.E.3
  • 46
    • 0141567450 scopus 로고    scopus 로고
    • Amino acid ester prodrugs of floxuridine: Synthesis and effects of structure, stereochemistry, and site of esterification on the rate of hydrolysis
    • Vig BS, Lorenzi PJ, Mittal S, Landowski CP, Shin HC, Mosberg HI, Hilfinger JM, Amidon GL. (2003). Amino acid ester prodrugs of floxuridine: synthesis and effects of structure, stereochemistry, and site of esterification on the rate of hydrolysis. Pharm Res 20:1381-1388.
    • (2003) Pharm Res , vol.20 , pp. 1381-1388
    • Vig, B.S.1    Lorenzi, P.J.2    Mittal, S.3    Landowski, C.P.4    Shin, H.C.5    Mosberg, H.I.6    Hilfinger, J.M.7    Amidon, G.L.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.