메뉴 건너뛰기




Volumn 43, Issue 4, 2008, Pages 343-349

Research of oral prodrugs: Opportunities and challenges

Author keywords

Oral absorption; Peptide transporter; Targeted prodrug

Indexed keywords

PRODRUG;

EID: 44649115150     PISSN: 05134870     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review
Times cited : (5)

References (42)
  • 1
    • 28044461993 scopus 로고    scopus 로고
    • Gomez-Orellana I. Strategies to improve oral drug bioavailability [J]. Expert Opin Drug Deliv, 2005, 2:419-433.
    • Gomez-Orellana I. Strategies to improve oral drug bioavailability [J]. Expert Opin Drug Deliv, 2005, 2:419-433.
  • 2
    • 34547864243 scopus 로고    scopus 로고
    • Fahr A, Liu X. Drug delivery strategies for poorly water-soluble drugs [J]. Expert Opin Drug Deliv, 2007, 4:403-416.
    • Fahr A, Liu X. Drug delivery strategies for poorly water-soluble drugs [J]. Expert Opin Drug Deliv, 2007, 4:403-416.
  • 3
    • 2342481809 scopus 로고    scopus 로고
    • Lessoms learned from marketed and investigational prodrugs [J]
    • Ettmayer P, Amidon GL, Clement B, et al. Lessoms learned from marketed and investigational prodrugs [J]. J Med Chem, 2004, 47:2393-2404.
    • (2004) J Med Chem , vol.47 , pp. 2393-2404
    • Ettmayer, P.1    Amidon, G.L.2    Clement, B.3
  • 4
    • 0346958512 scopus 로고    scopus 로고
    • Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: Challenges to the discovery scientist [J]
    • Beaumont K, Webster R, Gardner I, et al. Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: challenges to the discovery scientist [J]. Curr Drug Metab, 2003, 4:461-485.
    • (2003) Curr Drug Metab , vol.4 , pp. 461-485
    • Beaumont, K.1    Webster, R.2    Gardner, I.3
  • 5
    • 0036523778 scopus 로고    scopus 로고
    • Oral solution of levodopa ethylester for treatment of response fluctuations in patients with advanced Parkinson's disease [J]
    • Djaldetti R, Inzelberg R, Giladi N, et al. Oral solution of levodopa ethylester for treatment of response fluctuations in patients with advanced Parkinson's disease [J]. Mov Disord, 2002, 17:297-302.
    • (2002) Mov Disord , vol.17 , pp. 297-302
    • Djaldetti, R.1    Inzelberg, R.2    Giladi, N.3
  • 6
    • 34247612824 scopus 로고    scopus 로고
    • In vitro behavior of a phosphate ester prodrug of amprenavir in human intestinal fluids and in the Caco-2 system: Illustration of intraluminal supersaturation [J]
    • Brouwers J, Tack J, Augustijns P. In vitro behavior of a phosphate ester prodrug of amprenavir in human intestinal fluids and in the Caco-2 system: illustration of intraluminal supersaturation [J]. Int J Pharm, 2007, 336:302-309.
    • (2007) Int J Pharm , vol.336 , pp. 302-309
    • Brouwers, J.1    Tack, J.2    Augustijns, P.3
  • 7
    • 16444381263 scopus 로고    scopus 로고
    • Water soluble cyclosporine mono-methoxy poly (ethyleneglycol) conjugates as potential prodrugs [J]
    • Cho H, Chung Y. Water soluble cyclosporine mono-methoxy poly (ethyleneglycol) conjugates as potential prodrugs [J]. Arch Pharm Res, 2004, 27:662-669.
    • (2004) Arch Pharm Res , vol.27 , pp. 662-669
    • Cho, H.1    Chung, Y.2
  • 8
    • 34548024418 scopus 로고    scopus 로고
    • Prodrug strategies to overcome poor water solubility [J]
    • Stella VJ, Nti-Addae KW. Prodrug strategies to overcome poor water solubility [J]. Adv Drug Deliv Rev, 2007, 59:677-694.
    • (2007) Adv Drug Deliv Rev , vol.59 , pp. 677-694
    • Stella, V.J.1    Nti-Addae, K.W.2
  • 10
    • 0024339734 scopus 로고
    • The pharmacokinetics and bioavailability of cilazapril in normal man [J]
    • Williams PE, Brown AN, Rajaguru S, et al. The pharmacokinetics and bioavailability of cilazapril in normal man [J]. Br J Clin Pharmacol, 1989, 27 (Suppl. 2):181S-188S.
    • (1989) Br J Clin Pharmacol , vol.27 , Issue.SUPPL. 2
    • Williams, P.E.1    Brown, A.N.2    Rajaguru, S.3
  • 11
    • 33344473087 scopus 로고    scopus 로고
    • Nakamura M, Kawakita Y, Yasuhara A, et al. In vitro and in vivo evaluation of the metabolism and bioavailability of ester prodrugs of mgs0039 (3-(3,4-dichlorobenzyloxy)-2-amino-6-fluorobicyclo [3. 1. 0 ] hexane-2, 6-dicarboxylic acid), a potent metabotropic glutamate receptor antagonist [J]. Drug Metab Dispos, 2006, 34:369-374.
    • Nakamura M, Kawakita Y, Yasuhara A, et al. In vitro and in vivo evaluation of the metabolism and bioavailability of ester prodrugs of mgs0039 (3-(3,4-dichlorobenzyloxy)-2-amino-6-fluorobicyclo [3. 1. 0 ] hexane-2, 6-dicarboxylic acid), a potent metabotropic glutamate receptor antagonist [J]. Drug Metab Dispos, 2006, 34:369-374.
  • 12
    • 0032827971 scopus 로고    scopus 로고
    • Optimizing oral absorption of peptides using prodrug strategies [J]
    • Borchardt RT. Optimizing oral absorption of peptides using prodrug strategies [J]. J Control Release, 1999, 62: 231-238.
    • (1999) J Control Release , vol.62 , pp. 231-238
    • Borchardt, R.T.1
  • 13
    • 0342437513 scopus 로고    scopus 로고
    • Improvement of oral peptide bioavailability: Peptidomimetics and prodrug strategies [J]
    • Pauletti GM, Gangwar S, Siahaan TJ. Improvement of oral peptide bioavailability: peptidomimetics and prodrug strategies [J]. Adv Drug Deliv Rev, 1997, 27:235-256.
    • (1997) Adv Drug Deliv Rev , vol.27 , pp. 235-256
    • Pauletti, G.M.1    Gangwar, S.2    Siahaan, T.J.3
  • 14
    • 33748944180 scopus 로고    scopus 로고
    • Ester prodrug of scutellar in: Synthesis, physicochemical property and degradation [J]
    • Cao F, Guo JX, Ping QN, et al. Ester prodrug of scutellar in: synthesis, physicochemical property and degradation [J]. Acta Pharm Sin 2006, 41:595-602.
    • (2006) Acta Pharm Sin , vol.41 , pp. 595-602
    • Cao, F.1    Guo, J.X.2    Ping, Q.N.3
  • 15
    • 0023820851 scopus 로고
    • Hydrolysis of 3H bambuterol, a carbamate prodrug of terbutaline, in blood from humans and laboratory animals in vitro [J]
    • Tunek A, Levin E, Svensson LA. Hydrolysis of 3H bambuterol, a carbamate prodrug of terbutaline, in blood from humans and laboratory animals in vitro [J]. Biochem Pharmacol, 1988, 37:3867-3876.
    • (1988) Biochem Pharmacol , vol.37 , pp. 3867-3876
    • Tunek, A.1    Levin, E.2    Svensson, L.A.3
  • 16
    • 0033526158 scopus 로고    scopus 로고
    • Recent advances in the brain targeting of neuropharmaceuticals by chemical delivery systems [J]
    • Bodor N, Buchwald P. Recent advances in the brain targeting of neuropharmaceuticals by chemical delivery systems [J]. Adv Drug Deliv Rev, 1999, 36:229-254.
    • (1999) Adv Drug Deliv Rev , vol.36 , pp. 229-254
    • Bodor, N.1    Buchwald, P.2
  • 17
    • 2342481809 scopus 로고    scopus 로고
    • Lessons learned from marketed and investigational prodrugs [J]
    • Ettmayer P, Amidon GL, Clement B, et al. Lessons learned from marketed and investigational prodrugs [J]. J Med Chem, 2004, 47:2393-2404.
    • (2004) J Med Chem , vol.47 , pp. 2393-2404
    • Ettmayer, P.1    Amidon, G.L.2    Clement, B.3
  • 18
    • 0033796167 scopus 로고    scopus 로고
    • Rationale and applications of lipids as prodrug carriers [J]
    • Lambert DM. Rationale and applications of lipids as prodrug carriers [J]. Eur J Pharm Sci, 2000, 11 (Suppl 2):S15-27.
    • (2000) Eur J Pharm Sci , vol.11 , Issue.SUPPL. 2
    • Lambert, D.M.1
  • 19
    • 30344478532 scopus 로고    scopus 로고
    • Van den Mooter G. Colon drug delivery [J]. Expert Opin Drug Deliv, 2006, 3:111-125.
    • Van den Mooter G. Colon drug delivery [J]. Expert Opin Drug Deliv, 2006, 3:111-125.
  • 20
    • 0036079395 scopus 로고    scopus 로고
    • Capecitabine: Fulfilling the promise of oral chemotherapy [J]
    • Hwang JJ, Marshall JL. Capecitabine: fulfilling the promise of oral chemotherapy [J]. Expert Opin Pharmacother, 2002, 3:733-743.
    • (2002) Expert Opin Pharmacother , vol.3 , pp. 733-743
    • Hwang, J.J.1    Marshall, J.L.2
  • 21
    • 0042143281 scopus 로고    scopus 로고
    • Targeted prodrug design to optimize drug delivery [J]
    • Han HK, Amidon GL. Targeted prodrug design to optimize drug delivery [J]. AAPS Pharm Sci, 2000, 2:E6.
    • (2000) AAPS Pharm Sci , vol.2
    • Han, H.K.1    Amidon, G.L.2
  • 22
    • 0242695736 scopus 로고    scopus 로고
    • Gemtuzumab ozogamicin in the treatment of acute myeloid leukemia [J]
    • Giles F, Estey E, O' Brien S. Gemtuzumab ozogamicin in the treatment of acute myeloid leukemia [J]. Cancer, 2003, 98:2095-2104.
    • (2003) Cancer , vol.98 , pp. 2095-2104
    • Giles, F.1    Estey, E.2    O' Brien, S.3
  • 23
    • 33644698486 scopus 로고    scopus 로고
    • Membrane transporters in drug discovery and development: A new mechanistic ADME era [J]
    • Ware JA. Membrane transporters in drug discovery and development: a new mechanistic ADME era [J]. Mol Pharm, 2006, 3:1-2.
    • (2006) Mol Pharm , vol.3 , pp. 1-2
    • Ware, J.A.1
  • 24
    • 0344665555 scopus 로고    scopus 로고
    • ABC of oral bioavailability: Transporters as gatekeepers in the gut [J]
    • Dietrich CG, Geier A, Oude Elferink RP. ABC of oral bioavailability: transporters as gatekeepers in the gut [J]. Gut, 2003, 52:1788-1795.
    • (2003) Gut , vol.52 , pp. 1788-1795
    • Dietrich, C.G.1    Geier, A.2    Oude Elferink, R.P.3
  • 25
    • 0036678569 scopus 로고    scopus 로고
    • Current prodrug strategies via membrane transporters/receptors [J]
    • Anand BS, Dey S, Mitra AK. Current prodrug strategies via membrane transporters/receptors [J]. Expert Opin Biol Ther, 2002, 2:607-620.
    • (2002) Expert Opin Biol Ther , vol.2 , pp. 607-620
    • Anand, B.S.1    Dey, S.2    Mitra, A.K.3
  • 26
    • 0347359134 scopus 로고    scopus 로고
    • Intestinal solute carriers: An overview of trends and strategies for improving oral drug absorption [J]
    • Steffansen B, Nielsen CU, Brodin B, et al. Intestinal solute carriers: an overview of trends and strategies for improving oral drug absorption [J]. Eur J Pharm Sci, 2004, 21:3-16.
    • (2004) Eur J Pharm Sci , vol.21 , pp. 3-16
    • Steffansen, B.1    Nielsen, C.U.2    Brodin, B.3
  • 27
    • 34247567472 scopus 로고    scopus 로고
    • Intestinal absorption of novel-dipeptide prodrugs of saquinavir in rats [J]
    • Jain R, Duvvuri S, Kansara V, et al. Intestinal absorption of novel-dipeptide prodrugs of saquinavir in rats [J]. Int J Pharm, 2007, 336: 233-240.
    • (2007) Int J Pharm , vol.336 , pp. 233-240
    • Jain, R.1    Duvvuri, S.2    Kansara, V.3
  • 28
    • 0036710840 scopus 로고    scopus 로고
    • Mammalian peptide transporters as targets for drug delivery [J]
    • Rubio-Aliaga I, Daniel H. Mammalian peptide transporters as targets for drug delivery [J]. Trends Pharmacol Sci, 2002, 23:434-440.
    • (2002) Trends Pharmacol Sci , vol.23 , pp. 434-440
    • Rubio-Aliaga, I.1    Daniel, H.2
  • 29
    • 0028826927 scopus 로고
    • Differential recognition of beta-lactam antibiotics by intestinal and renal peptide transporters, PEPT 1 and PEPT 2 [J]
    • Ganapathy ME, Brandsch M, Prasad PD, et al. Differential recognition of beta-lactam antibiotics by intestinal and renal peptide transporters, PEPT 1 and PEPT 2 [J]. J Biol Chem, 1995, 270:25672-25677.
    • (1995) J Biol Chem , vol.270 , pp. 25672-25677
    • Ganapathy, M.E.1    Brandsch, M.2    Prasad, P.D.3
  • 30
    • 0033812060 scopus 로고    scopus 로고
    • Structural requirements for determining the substrate affinity of peptide transporters PEPT1 and PEPT2 [J]
    • Terada T, Sawada K, Irie M, et al. Structural requirements for determining the substrate affinity of peptide transporters PEPT1 and PEPT2 [J]. Pflugers Arch, 2000, 440:679-684.
    • (2000) Pflugers Arch , vol.440 , pp. 679-684
    • Terada, T.1    Sawada, K.2    Irie, M.3
  • 32
    • 0031662109 scopus 로고    scopus 로고
    • 5′-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter [J]
    • Han H, de Vrueh RL, Rhie JK, et al. 5′-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter [J]. Pharm Res, 1998, 15:1154-1159.
    • (1998) Pharm Res , vol.15 , pp. 1154-1159
    • Han, H.1    de Vrueh, R.L.2    Rhie, J.K.3
  • 33
    • 0032695909 scopus 로고    scopus 로고
    • Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2 [J]
    • Sawada K, Terada T, Saito H, et al. Recognition of L-amino acid ester compounds by rat peptide transporters PEPT1 and PEPT2 [J]. J Pharmacol Exp Ther, 1999, 291:705-709.
    • (1999) J Pharmacol Exp Ther , vol.291 , pp. 705-709
    • Sawada, K.1    Terada, T.2    Saito, H.3
  • 34
    • 33750181267 scopus 로고    scopus 로고
    • Regional levels of drug transporters along the human intestinal tract; co-expression of ABC and SLC transporters and comparison with Caco-2 cells [J]
    • Englund G, Rorsman F, Ronnblom A, et al. Regional levels of drug transporters along the human intestinal tract; co-expression of ABC and SLC transporters and comparison with Caco-2 cells [J]. Eur J Pharm Sci, 2006, 29:269-277.
    • (2006) Eur J Pharm Sci , vol.29 , pp. 269-277
    • Englund, G.1    Rorsman, F.2    Ronnblom, A.3
  • 35
    • 34247567472 scopus 로고    scopus 로고
    • Intestinal absorption of novel-dipeptide prodrugs of saquinavir in rats [J]
    • Jain R, Duvvuri S, Kansara V, et al. Intestinal absorption of novel-dipeptide prodrugs of saquinavir in rats [J]. Int J Pharm, 2007, 336:233-240.
    • (2007) Int J Pharm , vol.336 , pp. 233-240
    • Jain, R.1    Duvvuri, S.2    Kansara, V.3
  • 36
    • 7444253306 scopus 로고    scopus 로고
    • Prodrug research: Futile or fertile? [J]
    • Testa B. Prodrug research: futile or fertile? [J]. Biochem Pharmacol, 2004, 68:2097-2106.
    • (2004) Biochem Pharmacol , vol.68 , pp. 2097-2106
    • Testa, B.1
  • 37
    • 0034665485 scopus 로고    scopus 로고
    • Species-dependent and site-specific intestinal metabolism of ester prodrugs [J]
    • Van Gelder J, Shafiee M, De Clercq E, et al. Species-dependent and site-specific intestinal metabolism of ester prodrugs [J]. Int J Pharm, 2000, 205:93-100.
    • (2000) Int J Pharm , vol.205 , pp. 93-100
    • Van Gelder, J.1    Shafiee, M.2    De Clercq, E.3
  • 38
    • 0032570881 scopus 로고    scopus 로고
    • Species differences in the disposition of propranolol prodrugs derived from hydrolase activity in intestinal mucosa [J]
    • Yoshigae Y, Imai T, Aso T, et al. Species differences in the disposition of propranolol prodrugs derived from hydrolase activity in intestinal mucosa [J]. Life Sci, 1998, 62:1231-1241.
    • (1998) Life Sci , vol.62 , pp. 1231-1241
    • Yoshigae, Y.1    Imai, T.2    Aso, T.3
  • 39
    • 0029024175 scopus 로고
    • Species differences in hydrolysis of isocarbacyclin methyl ester (TEI-9090) by blood esterases [J]
    • Minagawa T, Kohno Y, Suwa T, et al. Species differences in hydrolysis of isocarbacyclin methyl ester (TEI-9090) by blood esterases [J]. Biochem Pharmacol, 1995, 49:1361-1365.
    • (1995) Biochem Pharmacol , vol.49 , pp. 1361-1365
    • Minagawa, T.1    Kohno, Y.2    Suwa, T.3
  • 40
    • 27944503828 scopus 로고    scopus 로고
    • Stability of oxymethyl-modified coumarinic acid cyclic prodrugs of diastereomeric opioid peptides in biological media from various animal species including human [J]
    • Liederer BM, Borchardt RT. Stability of oxymethyl-modified coumarinic acid cyclic prodrugs of diastereomeric opioid peptides in biological media from various animal species including human [J]. J Pharm Sci, 2005, 94:2198-2206.
    • (2005) J Pharm Sci , vol.94 , pp. 2198-2206
    • Liederer, B.M.1    Borchardt, R.T.2
  • 41
    • 33846261622 scopus 로고    scopus 로고
    • Kinetic analyses for species differences in P-glycoprotein-mediated drug transport [J]
    • Katoh M, Suzuyama N, Takeuchi T, et al. Kinetic analyses for species differences in P-glycoprotein-mediated drug transport [J]. J Pharm Sci, 2006, 95:2673-2683.
    • (2006) J Pharm Sci , vol.95 , pp. 2673-2683
    • Katoh, M.1    Suzuyama, N.2    Takeuchi, T.3
  • 42
    • 34250763702 scopus 로고    scopus 로고
    • Species differences of inhibitory effects on P-glycoprotein-mediated drug transport [J]
    • Suzuyama N, Katoh M, Takeuchi T, et al. Species differences of inhibitory effects on P-glycoprotein-mediated drug transport [J]. J Pharm Sci, 2007, 96:1609-1618.
    • (2007) J Pharm Sci , vol.96 , pp. 1609-1618
    • Suzuyama, N.1    Katoh, M.2    Takeuchi, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.