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Volumn 86, Issue 3, 2014, Pages 514-523

The development of orally administrable gemcitabine prodrugs with d-enantiomer amino acids: Enhanced membrane permeability and enzymatic stability

Author keywords

Amino acid; Monoester gemcitabine prodrugs; Mouse in situ perfusion; Permeability; Stability; Unnatural form

Indexed keywords

DEXTRO AMINO ACID; GEMCITABINE; GEMCITABINE PRODRUG; PRODRUG; THYMIDINE PHOSPHORYLASE; UNCLASSIFIED DRUG; AMINO ACID; ANTINEOPLASTIC ANTIMETABOLITE; DEOXYCYTIDINE;

EID: 84898429563     PISSN: 09396411     EISSN: 18733441     Source Type: Journal    
DOI: 10.1016/j.ejpb.2013.12.009     Document Type: Article
Times cited : (37)

References (54)
  • 1
    • 0030915362 scopus 로고    scopus 로고
    • Gemcitabine: Future prospects of single-agent and combination studies
    • C.J. van Moorsel, G.J. Peters, and H.M. Pinedo Gemcitabine: future prospects of single-agent and combination studies Oncologist 2 1997 127 134
    • (1997) Oncologist , vol.2 , pp. 127-134
    • Van Moorsel, C.J.1    Peters, G.J.2    Pinedo, H.M.3
  • 2
    • 84874256639 scopus 로고    scopus 로고
    • Systemic delivery of gemcitabine triphosphate via LCP nanoparticles for NSCLC and pancreatic cancer therapy
    • Y. Zhang, W.Y. Kim, and L. Huang Systemic delivery of gemcitabine triphosphate via LCP nanoparticles for NSCLC and pancreatic cancer therapy Biomaterials 34 2013 3447 3458
    • (2013) Biomaterials , vol.34 , pp. 3447-3458
    • Zhang, Y.1    Kim, W.Y.2    Huang, L.3
  • 3
    • 0031662109 scopus 로고    scopus 로고
    • 5′-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter
    • H. Han, R.L. de Vrueh, J.K. Rhie, K.M. Covitz, P.L. Smith, C.P. Lee, D.M. Oh, W. Sadee, and G.L. Amidon 5′-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter Pharm. Res. 15 1998 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    Sadee, W.8    Amidon, G.L.9
  • 4
    • 0031784111 scopus 로고    scopus 로고
    • Cellular uptake mechanism of amino acid ester prodrugs in Caco-2/hPEPT1 cells overexpressing a human peptide transporter
    • H.K. Han, D.M. Oh, and G.L. Amidon Cellular uptake mechanism of amino acid ester prodrugs in Caco-2/hPEPT1 cells overexpressing a human peptide transporter Pharm. Res. 15 1998 1382 1386
    • (1998) Pharm. Res. , vol.15 , pp. 1382-1386
    • Han, H.K.1    Oh, D.M.2    Amidon, G.L.3
  • 5
    • 23844467048 scopus 로고    scopus 로고
    • Amino acid ester prodrugs of the anticancer agent gemcitabine: Synthesis, bioconversion, metabolic bioevasion, and hPEPT1-mediated transport
    • X. Song, P.L. Lorenzi, C.P. Landowski, B.S. Vig, J.M. Hilfinger, and G.L. Amidon Amino acid ester prodrugs of the anticancer agent gemcitabine: synthesis, bioconversion, metabolic bioevasion, and hPEPT1-mediated transport Mol. Pharm. 2 2005 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
  • 6
    • 13944252830 scopus 로고    scopus 로고
    • Amino acid ester prodrugs of the antiviral agent 2-bromo-5,6-dichloro-1- (beta-d-ribofuranosyl)benzimidazole as potential substrates of hPEPT1 transporter
    • X. Song, B.S. Vig, P.L. Lorenzi, J.C. Drach, L.B. Townsend, and G.L. Amidon Amino acid ester prodrugs of the antiviral agent 2-bromo-5,6-dichloro-1- (beta-d-ribofuranosyl)benzimidazole as potential substrates of hPEPT1 transporter J. Med. Chem. 48 2005 1274 1277
    • (2005) J. Med. Chem. , vol.48 , pp. 1274-1277
    • Song, X.1    Vig, B.S.2    Lorenzi, P.L.3    Drach, J.C.4    Townsend, L.B.5    Amidon, G.L.6
  • 7
    • 47949131000 scopus 로고    scopus 로고
    • Synthesis, metabolism and cellular permeability of enzymatically stable dipeptide prodrugs of acyclovir
    • R.S. Talluri, S.K. Samanta, R. Gaudana, and A.K. Mitra Synthesis, metabolism and cellular permeability of enzymatically stable dipeptide prodrugs of acyclovir Int. J. Pharm. 361 2008 118 124
    • (2008) Int. J. Pharm. , vol.361 , pp. 118-124
    • Talluri, R.S.1    Samanta, S.K.2    Gaudana, R.3    Mitra, A.K.4
  • 9
    • 56049109562 scopus 로고    scopus 로고
    • Enhanced cancer cell growth inhibition by dipeptide prodrugs of floxuridine: Increased transporter affinity and metabolic stability
    • Y. Tsume, J.M. Hilfinger, and G.L. Amidon Enhanced cancer cell growth inhibition by dipeptide prodrugs of floxuridine: increased transporter affinity and metabolic stability Mol. Pharm. 5 2008 717 727
    • (2008) Mol. Pharm. , vol.5 , pp. 717-727
    • Tsume, Y.1    Hilfinger, J.M.2    Amidon, G.L.3
  • 10
    • 48849097095 scopus 로고    scopus 로고
    • Enhanced absorption and growth inhibition with amino acid monoester prodrugs of floxuridine by targeting hPEPT1 transporters
    • Y. Tsume, B.S. Vig, J. Sun, C.P. Landowski, J.M. Hilfinger, C. Ramachandran, and G.L. Amidon Enhanced absorption and growth inhibition with amino acid monoester prodrugs of floxuridine by targeting hPEPT1 transporters Molecules 13 2008 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
  • 11
    • 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
    • B.S. Vig, P.J. Lorenzi, S. Mittal, C.P. Landowski, H.C. Shin, H.I. Mosberg, J.M. Hilfinger, and G.L. Amidon Amino acid ester prodrugs of floxuridine: synthesis and effects of structure, stereochemistry, and site of esterification on the rate of hydrolysis Pharm. Res. 20 2003 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
  • 12
    • 0021808343 scopus 로고
    • Specificity of esterases and structure of prodrug esters. II. Hydrolytic regeneration behavior of 5-fluoro-2′-deoxyuridine (FUdR) from 3′,5′-diesters of FUdR with rat tissue homogenates and plasma in relation to their antitumor activity
    • T. Kawaguchi, M. Saito, Y. Suzuki, N. Nambu, and T. Nagai Specificity of esterases and structure of prodrug esters. II. Hydrolytic regeneration behavior of 5-fluoro-2′-deoxyuridine (FUdR) from 3′,5′-diesters of FUdR with rat tissue homogenates and plasma in relation to their antitumor activity Chem. Pharm. Bull. (Tokyo) 33 1985 1652 1659
    • (1985) Chem. Pharm. Bull. (Tokyo) , vol.33 , pp. 1652-1659
    • Kawaguchi, T.1    Saito, M.2    Suzuki, Y.3    Nambu, N.4    Nagai, T.5
  • 13
    • 24044545862 scopus 로고    scopus 로고
    • Floxuridine amino acid ester prodrugs: Enhancing Caco-2 permeability and resistance to glycosidic bond metabolism
    • C.P. Landowski, X. Song, P.L. Lorenzi, J.M. Hilfinger, and G.L. Amidon Floxuridine amino acid ester prodrugs: enhancing Caco-2 permeability and resistance to glycosidic bond metabolism Pharm. Res. 22 2005 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
  • 14
    • 18044374166 scopus 로고    scopus 로고
    • Targeted delivery to PEPT1-overexpressing cells: Acidic, basic, and secondary floxuridine amino acid ester prodrugs
    • C.P. Landowski, B.S. Vig, X. Song, and G.L. Amidon Targeted delivery to PEPT1-overexpressing cells: acidic, basic, and secondary floxuridine amino acid ester prodrugs Mol. Cancer Ther. 4 2005 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
  • 15
    • 0013816485 scopus 로고
    • 3′,5′-Diesters of 5-fluoro-2′-deoxyuridine: Synthesis and biological activity
    • Y. Nishizawa, and J.E. Casida 3′,5′-Diesters of 5-fluoro-2′-deoxyuridine: synthesis and biological activity Biochem. Pharmacol. 14 1965 1605 1619
    • (1965) Biochem. Pharmacol. , vol.14 , pp. 1605-1619
    • Nishizawa, Y.1    Casida, J.E.2
  • 16
    • 0037308045 scopus 로고    scopus 로고
    • Interactions of the dipeptide ester prodrugs of acyclovir with the intestinal oligopeptide transporter: Competitive inhibition of glycylsarcosine transport in human intestinal cell line-Caco-2
    • B.S. Anand, J. Patel, and A.K. Mitra Interactions of the dipeptide ester prodrugs of acyclovir with the intestinal oligopeptide transporter: competitive inhibition of glycylsarcosine transport in human intestinal cell line-Caco-2 J. Pharmacol. Exp. Therap. 304 2003 781 791
    • (2003) J. Pharmacol. Exp. Therap. , vol.304 , pp. 781-791
    • Anand, B.S.1    Patel, J.2    Mitra, A.K.3
  • 17
    • 0036020060 scopus 로고    scopus 로고
    • Synthesis of analogs of l-valacyclovir and determination of their substrate activity for the oligopeptide transporter in Caco-2 cells
    • G.M. Friedrichsen, W. Chen, M. Begtrup, C.P. Lee, P.L. Smith, and R.T. Borchardt Synthesis of analogs of l-valacyclovir and determination of their substrate activity for the oligopeptide transporter in Caco-2 cells Eur. J. Pharm. Sci. 16 2002 1 13
    • (2002) Eur. J. Pharm. Sci. , vol.16 , pp. 1-13
    • Friedrichsen, G.M.1    Chen, W.2    Begtrup, M.3    Lee, C.P.4    Smith, P.L.5    Borchardt, R.T.6
  • 18
    • 0032916827 scopus 로고    scopus 로고
    • Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line
    • A. Guo, P. Hu, P.V. Balimane, F.H. Leibach, and P.J. Sinko Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line J. Pharmacol. Exp. Therap. 289 1999 448 454
    • (1999) J. Pharmacol. Exp. Therap. , vol.289 , pp. 448-454
    • Guo, A.1    Hu, P.2    Balimane, P.V.3    Leibach, F.H.4    Sinko, P.J.5
  • 19
    • 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
    • T. Hatanaka, M. Haramura, Y.J. Fei, S. Miyauchi, C.C. Bridges, P.S. Ganapathy, S.B. Smith, V. Ganapathy, and M.E. Ganapathy 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. Therap. 308 2004 1138 1147
    • (2004) J. Pharmacol. Exp. Therap. , 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
    • 0037636412 scopus 로고    scopus 로고
    • Intra- and interindividual variabilities of valacyclovir oral bioavailability and effect of coadministration of an hPEPT1 inhibitor
    • D.D. Phan, P. Chin-Hong, E.T. Lin, P. Anderle, W. Sadee, and B.J. Guglielmo Intra- and interindividual variabilities of valacyclovir oral bioavailability and effect of coadministration of an hPEPT1 inhibitor Antimicrob. Agents Chemother. 47 2003 2351 2353
    • (2003) Antimicrob. Agents Chemother. , vol.47 , pp. 2351-2353
    • Phan, D.D.1    Chin-Hong, P.2    Lin, E.T.3    Anderle, P.4    Sadee, W.5    Guglielmo, B.J.6
  • 21
    • 3242683504 scopus 로고    scopus 로고
    • Transport of amino acid esters and the amino-acid-based prodrug valganciclovir by the amino acid transporter ATB(0,+)
    • N.S. Umapathy, V. Ganapathy, and M.E. Ganapathy Transport of amino acid esters and the amino-acid-based prodrug valganciclovir by the amino acid transporter ATB(0,+) Pharm. Res. 21 2004 1303 1310
    • (2004) Pharm. Res. , vol.21 , pp. 1303-1310
    • Umapathy, N.S.1    Ganapathy, V.2    Ganapathy, M.E.3
  • 22
    • 6344288793 scopus 로고    scopus 로고
    • Pharmacokinetics of novel dipeptide ester prodrugs of acyclovir after oral administration: Intestinal absorption and liver metabolism
    • B.S. Anand, S. Katragadda, and A.K. Mitra Pharmacokinetics of novel dipeptide ester prodrugs of acyclovir after oral administration: intestinal absorption and liver metabolism J. Pharmacol. Exp. Therap. 311 2004 659 667
    • (2004) J. Pharmacol. Exp. Therap. , vol.311 , pp. 659-667
    • Anand, B.S.1    Katragadda, S.2    Mitra, A.K.3
  • 24
    • 0035845726 scopus 로고    scopus 로고
    • Dipeptide model prodrugs for the intestinal oligopeptide transporter. Affinity for and transport via hPepT1 in the human intestinal Caco-2 cell line
    • C.U. Nielsen, R. Andersen, B. Brodin, S. Frokjaer, M.E. Taub, and B. Steffansen Dipeptide model prodrugs for the intestinal oligopeptide transporter. Affinity for and transport via hPepT1 in the human intestinal Caco-2 cell line J. Control. Release 76 2001 129 138
    • (2001) J. Control. Release , vol.76 , pp. 129-138
    • Nielsen, C.U.1    Andersen, R.2    Brodin, B.3    Frokjaer, S.4    Taub, M.E.5    Steffansen, B.6
  • 25
  • 26
    • 0032961331 scopus 로고    scopus 로고
    • Evidence for overlapping substrate specificity between large neutral amino acid (LNAA) and dipeptide (hPEPT1) transporters for PD 158473, an NMDA antagonist
    • N. Surendran, K.M. Covitz, H. Han, W. Sadee, D.M. Oh, G.L. Amidon, R.M. Williamson, C.F. Bigge, and B.H. Stewart Evidence for overlapping substrate specificity between large neutral amino acid (LNAA) and dipeptide (hPEPT1) transporters for PD 158473, an NMDA antagonist Pharm. Res. 16 1999 391 395
    • (1999) Pharm. Res. , vol.16 , pp. 391-395
    • Surendran, N.1    Covitz, K.M.2    Han, H.3    Sadee, W.4    Oh, D.M.5    Amidon, G.L.6    Williamson, R.M.7    Bigge, C.F.8    Stewart, B.H.9
  • 27
    • 0030424508 scopus 로고    scopus 로고
    • Transport characteristics of differently charged cephalosporin antibiotics in oocytes expressing the cloned intestinal peptide transporter PepT1 and in human intestinal Caco-2 cells
    • U. Wenzel, I. Gebert, H. Weintraut, W.M. Weber, W. Clauss, and H. Daniel Transport characteristics of differently charged cephalosporin antibiotics in oocytes expressing the cloned intestinal peptide transporter PepT1 and in human intestinal Caco-2 cells J. Pharmacol. Exp. Therap. 277 1996 831 839
    • (1996) J. Pharmacol. Exp. Therap. , vol.277 , pp. 831-839
    • Wenzel, U.1    Gebert, I.2    Weintraut, H.3    Weber, W.M.4    Clauss, W.5    Daniel, H.6
  • 28
    • 0028840804 scopus 로고
    • Stereoselective uptake of beta-lactam antibiotics by the intestinal peptide transporter
    • U. Wenzel, D.T. Thwaites, and H. Daniel Stereoselective uptake of beta-lactam antibiotics by the intestinal peptide transporter Br. J. Pharmacol. 116 1995 3021 3027
    • (1995) Br. J. Pharmacol. , vol.116 , pp. 3021-3027
    • Wenzel, U.1    Thwaites, D.T.2    Daniel, H.3
  • 29
    • 0036710840 scopus 로고    scopus 로고
    • Mammalian peptide transporters as targets for drug delivery
    • I. Rubio-Aliaga, and H. Daniel Mammalian peptide transporters as targets for drug delivery Trends Pharmacol. Sci. 23 2002 434 440
    • (2002) Trends Pharmacol. Sci. , vol.23 , pp. 434-440
    • Rubio-Aliaga, I.1    Daniel, H.2
  • 30
    • 80054752014 scopus 로고    scopus 로고
    • Potential of amino acid/dipeptide monoester prodrugs of floxuridine in facilitating enhanced delivery of active drug to interior sites of tumors: A two-tier monolayer in vitro study
    • Y. Tsume, J.M. Hilfinger, and G.L. Amidon Potential of amino acid/dipeptide monoester prodrugs of floxuridine in facilitating enhanced delivery of active drug to interior sites of tumors: a two-tier monolayer in vitro study Pharm. Res. 28 2011 2575 2588
    • (2011) Pharm. Res. , vol.28 , pp. 2575-2588
    • Tsume, Y.1    Hilfinger, J.M.2    Amidon, G.L.3
  • 31
    • 0032005174 scopus 로고    scopus 로고
    • An oligopeptide transporter is expressed at high levels in the pancreatic carcinoma cell lines AsPc-1 and Capan-2
    • D.E. Gonzalez, K.M. Covitz, W. Sadee, and R.J. Mrsny An oligopeptide transporter is expressed at high levels in the pancreatic carcinoma cell lines AsPc-1 and Capan-2 Cancer Res. 58 1998 519 525
    • (1998) Cancer Res. , vol.58 , pp. 519-525
    • Gonzalez, D.E.1    Covitz, K.M.2    Sadee, W.3    Mrsny, R.J.4
  • 33
    • 0033770342 scopus 로고    scopus 로고
    • 5-Fluorouracil: Forty-plus and still ticking. A review of its preclinical and clinical development
    • J.L. Grem 5-Fluorouracil: forty-plus and still ticking. A review of its preclinical and clinical development Invest. New Drugs 18 2000 299 313
    • (2000) Invest. New Drugs , vol.18 , pp. 299-313
    • Grem, J.L.1
  • 34
    • 84871108906 scopus 로고    scopus 로고
    • Algorithmic modeling quantifies the complementary contribution of metabolic inhibitions to gemcitabine efficacy
    • O. Kahramanogullari, G. Fantaccini, P. Lecca, D. Morpurgo, and C. Priami Algorithmic modeling quantifies the complementary contribution of metabolic inhibitions to gemcitabine efficacy PLoS ONE 7 2012 e50176
    • (2012) PLoS ONE , vol.7 , pp. 50176
    • Kahramanogullari, O.1    Fantaccini, G.2    Lecca, P.3    Morpurgo, D.4    Priami, C.5
  • 36
    • 0037152667 scopus 로고    scopus 로고
    • Oral cancer treatment: Developments in chemotherapy and beyond
    • V.J. O'Neill, and C.J. Twelves Oral cancer treatment: developments in chemotherapy and beyond Br. J. Cancer 87 2002 933 937
    • (2002) Br. J. Cancer , vol.87 , pp. 933-937
    • O'Neill, V.J.1    Twelves, C.J.2
  • 37
    • 84878676892 scopus 로고    scopus 로고
    • Oral anticancer drugs: Mechanisms of low bioavailability and strategies for improvement
    • F.E. Stuurman, B. Nuijen, J.H. Beijnen, and J.H. Schellens Oral anticancer drugs: mechanisms of low bioavailability and strategies for improvement Clin. Pharmacokinet. 52 2013 399 414
    • (2013) Clin. Pharmacokinet. , vol.52 , pp. 399-414
    • Stuurman, F.E.1    Nuijen, B.2    Beijnen, J.H.3    Schellens, J.H.4
  • 38
    • 2042544213 scopus 로고
    • Studies of fluorinated pyrimidines. Xviii. The degradation of 5-fluoro-2′-deoxyuridine and related compounds by nucleoside phosphorylase
    • G.D. Birnie, H. Kroeger, and C. Heidelberger Studies of fluorinated pyrimidines. Xviii. The degradation of 5-fluoro-2′-deoxyuridine and related compounds by nucleoside phosphorylase Biochemistry 2 1963 566 572
    • (1963) Biochemistry , vol.2 , pp. 566-572
    • Birnie, G.D.1    Kroeger, H.2    Heidelberger, C.3
  • 39
    • 84862521248 scopus 로고    scopus 로고
    • Metastatic breast cancer: We do need primary cost data
    • J. Bonastre, P. Jan, Y. Barthe, and S. Koscielny Metastatic breast cancer: we do need primary cost data Breast 21 2012 384 388
    • (2012) Breast , vol.21 , pp. 384-388
    • Bonastre, J.1    Jan, P.2    Barthe, Y.3    Koscielny, S.4
  • 40
    • 84874608792 scopus 로고    scopus 로고
    • Comparison of the permeability of metoprolol and labetalol in rat, mouse, and Caco-2 cells: Use as a reference standard for BCS classification
    • T. Incecayir, Y. Tsume, and G.L. Amidon Comparison of the permeability of metoprolol and labetalol in rat, mouse, and Caco-2 cells: use as a reference standard for BCS classification Mol. Pharm. 2013
    • (2013) Mol. Pharm.
    • Incecayir, T.1    Tsume, Y.2    Amidon, G.L.3
  • 41
    • 79953303672 scopus 로고    scopus 로고
    • The achievement of mass balance by simultaneous quantification of floxuridine prodrug, floxuridine, 5-fluorouracil, 5-dihydrouracil, alpha-fluoro-beta-ureidopropionate, alpha-fluoro-beta-alanine using LC-MS
    • Y. Tsume, C.J. Provoda, and G.L. Amidon The achievement of mass balance by simultaneous quantification of floxuridine prodrug, floxuridine, 5-fluorouracil, 5-dihydrouracil, alpha-fluoro-beta-ureidopropionate, alpha-fluoro-beta-alanine using LC-MS J. Chromatogr. B: Anal. Technol. Biomed. Life Sci. 879 2011 915 920
    • (2011) J. Chromatogr. B: Anal. Technol. Biomed. Life Sci. , vol.879 , pp. 915-920
    • Tsume, Y.1    Provoda, C.J.2    Amidon, G.L.3
  • 42
    • 0036678569 scopus 로고    scopus 로고
    • Current prodrug strategies via membrane transporters/receptors
    • B.S. Anand, S. Dey, and A.K. Mitra Current prodrug strategies via membrane transporters/receptors Expert Opin. Biol. Ther. 2 2002 607 620
    • (2002) Expert Opin. Biol. Ther. , vol.2 , pp. 607-620
    • Anand, B.S.1    Dey, S.2    Mitra, A.K.3
  • 44
    • 0033621571 scopus 로고    scopus 로고
    • Bioavailability of aciclovir after oral administration of aciclovir and its prodrug valaciclovir to patients with leukopenia after chemotherapy
    • H. Steingrimsdottir, A. Gruber, C. Palm, G. Grimfors, M. Kalin, and S. Eksborg Bioavailability of aciclovir after oral administration of aciclovir and its prodrug valaciclovir to patients with leukopenia after chemotherapy Antimicrob. Agents Chemother. 44 2000 207 209
    • (2000) Antimicrob. Agents Chemother. , vol.44 , pp. 207-209
    • Steingrimsdottir, H.1    Gruber, A.2    Palm, C.3    Grimfors, G.4    Kalin, M.5    Eksborg, S.6
  • 45
    • 0027768955 scopus 로고
    • Pharmacokinetics of the acyclovir pro-drug valaciclovir after escalating single- and multiple-dose administration to normal volunteers
    • S. Weller, M.R. Blum, M. Doucette, T. Burnette, D.M. Cederberg, P. de Miranda, and M.L. Smiley Pharmacokinetics of the acyclovir pro-drug valaciclovir after escalating single- and multiple-dose administration to normal volunteers Clin. Pharmacol. Ther. 54 1993 595 605
    • (1993) Clin. Pharmacol. Ther. , vol.54 , pp. 595-605
    • Weller, S.1    Blum, M.R.2    Doucette, M.3    Burnette, T.4    Cederberg, D.M.5    De Miranda, P.6    Smiley, M.L.7
  • 46
    • 21444452619 scopus 로고    scopus 로고
    • HPEPT1 affinity and translocation of selected Gln-Sar and Glu-Sar dipeptide derivatives
    • A.H. Eriksson, P.L. Elm, M. Begtrup, R. Nielsen, B. Steffansen, and B. Brodin HPEPT1 affinity and translocation of selected Gln-Sar and Glu-Sar dipeptide derivatives Mol. Pharm. 2 2005 242 249
    • (2005) Mol. Pharm. , vol.2 , pp. 242-249
    • Eriksson, A.H.1    Elm, P.L.2    Begtrup, M.3    Nielsen, R.4    Steffansen, B.5    Brodin, B.6
  • 47
    • 0031689519 scopus 로고    scopus 로고
    • Structure-affinity relationships of Val-Val and Val-Val-Val stereoisomers with the apical oligopeptide transporter in human intestinal Caco-2 cells
    • J. Li, K. Tamura, C.P. Lee, P.L. Smith, R.T. Borchardt, and I.J. Hidalgo Structure-affinity relationships of Val-Val and Val-Val-Val stereoisomers with the apical oligopeptide transporter in human intestinal Caco-2 cells J. Drug Target. 5 1998 317 327
    • (1998) J. Drug Target. , vol.5 , pp. 317-327
    • Li, J.1    Tamura, K.2    Lee, C.P.3    Smith, P.L.4    Borchardt, R.T.5    Hidalgo, I.J.6
  • 48
    • 0029776737 scopus 로고    scopus 로고
    • Metabolism, uptake, and transepithelial transport of the diastereomers of Val-Val in the human intestinal cell line, Caco-2
    • K. Tamura, P.K. Bhatnagar, J.S. Takata, C.P. Lee, P.L. Smith, and R.T. Borchardt Metabolism, uptake, and transepithelial transport of the diastereomers of Val-Val in the human intestinal cell line, Caco-2 Pharm. Res. 13 1996 1213 1218
    • (1996) Pharm. Res. , vol.13 , pp. 1213-1218
    • Tamura, K.1    Bhatnagar, P.K.2    Takata, J.S.3    Lee, C.P.4    Smith, P.L.5    Borchardt, R.T.6
  • 49
    • 0842304421 scopus 로고    scopus 로고
    • Phe-Gly dipeptidomimetics designed for the di-/tripeptide transporters PEPT1 and PEPT2: Synthesis and biological investigations
    • J. Vabeno, T. Lejon, C.U. Nielsen, B. Steffansen, W. Chen, H. Ouyang, R.T. Borchardt, and K. Luthman Phe-Gly dipeptidomimetics designed for the di-/tripeptide transporters PEPT1 and PEPT2: synthesis and biological investigations J. Med. Chem. 47 2004 1060 1069
    • (2004) J. Med. Chem. , vol.47 , pp. 1060-1069
    • Vabeno, J.1    Lejon, T.2    Nielsen, C.U.3    Steffansen, B.4    Chen, W.5    Ouyang, H.6    Borchardt, R.T.7    Luthman, K.8
  • 51
    • 84871408725 scopus 로고    scopus 로고
    • Advances in research of PepT1-targeted prodrug
    • F. Cao, Y. Gao, and Q. Ping Advances in research of PepT1-targeted prodrug Asian J. Pharm. Sci. 7 2012 110 122
    • (2012) Asian J. Pharm. Sci. , vol.7 , pp. 110-122
    • Cao, F.1    Gao, Y.2    Ping, Q.3
  • 52
    • 84860247215 scopus 로고    scopus 로고
    • The feasibility of enzyme targeted activation for amino acid/dipeptide monoester prodrugs of floxuridine; Cathepsin D as a potential targeted enzyme
    • Y. Tsume, and G.L. Amidon The feasibility of enzyme targeted activation for amino acid/dipeptide monoester prodrugs of floxuridine; cathepsin D as a potential targeted enzyme Molecules 17 2012 3672 3689
    • (2012) Molecules , vol.17 , pp. 3672-3689
    • Tsume, Y.1    Amidon, G.L.2
  • 53
    • 0018842146 scopus 로고
    • Specificity of pyrimidine nucleoside phosphorylases and the phosphorolysis of 5-fluoro-2′-deoxyuridine
    • P.W. Woodman, A.M. Sarrif, and C. Heidelberger Specificity of pyrimidine nucleoside phosphorylases and the phosphorolysis of 5-fluoro-2′- deoxyuridine Cancer Res. 40 1980 507 511
    • (1980) Cancer Res. , vol.40 , pp. 507-511
    • Woodman, P.W.1    Sarrif, A.M.2    Heidelberger, C.3


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