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1
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40149088986
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Prodrugs: Design and clinical applications
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Recent reviews: (a) Rautio, J.; Kumpulainen, H.; Heimbach, T.; Oliyai, R.; Oh, D.; Jarvinen, T.; Savolainen, J. Prodrugs: design and clinical applications. Nat. Rev. Drug Discovery 2008, 7, 255-270.
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(2008)
Nat. Rev. Drug Discovery
, vol.7
, pp. 255-270
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Rautio, J.1
Kumpulainen, H.2
Heimbach, T.3
Oliyai, R.4
Oh, D.5
Jarvinen, T.6
Savolainen, J.7
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2
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2342481809
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Lessons Learned from Marketed and Investigational Prodrugs
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DOI 10.1021/jm0303812
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(b) Ettmayer, P.; Amidon, G. L.; Clement, B.; Testa, B. Lessons learned from marketed and investigational prodrugs. J. Med. Chem. 2004, 47, 2393-2404. (Pubitemid 38580074)
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(2004)
Journal of Medicinal Chemistry
, vol.47
, Issue.10
, pp. 2393-2404
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Ettmayer, P.1
Amidon, G.L.2
Clement, B.3
Testa, B.4
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3
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0027220895
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Peptidomimetic HIV protease inhibitor prodrugs with improved biological activities
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Chong, K.-T.; Ruwart, M. J.; Hinshaw, R. R.; Wilkinson, K. F.; Rush, B. D.; Yancey, M. F.; Strohbach, J. W.; Thaisrivongs, S. Peptidomimetic HIV protease inhibitor prodrugs with improved biological activities. J. Med. Chem. 1998, 36, 2575-2577.
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(1998)
J. Med. Chem.
, vol.36
, pp. 2575-2577
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Chong, K.-T.1
Ruwart, M.J.2
Hinshaw, R.R.3
Wilkinson, K.F.4
Rush, B.D.5
Yancey, M.F.6
Strohbach, J.W.7
Thaisrivongs, S.8
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4
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10744226866
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Preclinical Pharmacology and Pharmacokinetics of GW433908, a Water-Soluble Prodrug of the Human Immunodeficiency Virus Protease Inhibitor Amprenavir
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DOI 10.1128/AAC.48.3.791-798.2004
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Furfine, E. S.; Baker, C. T.; Hale, M. R.; Reynolds, D. J.; Salisbury, J. A.; Searle, A. D.; Studenberg, S. D.; Todd, D.; Tung, R. D.; Spaltenstein, A. Preclinical pharmacology and pharmacokinetics of GW433908, a water-soluble prodrug of the human immunodeficiency virus protease inhibitor amprenavir. Antimicrob. Agents Chemother. 2004, 48, 791-798. (Pubitemid 38280326)
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(2004)
Antimicrobial Agents and Chemotherapy
, vol.48
, Issue.3
, pp. 791-798
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Furfine, E.S.1
Baker, C.T.2
Hale, M.R.3
Reynolds, D.J.4
Salisbury, J.A.5
Searle, A.D.6
Studenberg, S.D.7
Todd, D.8
Tung, R.D.9
Spaltenstein, A.10
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5
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0141455866
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Development of water-soluble prodrugs of the HIV-1 protease inhibitor KNI-727: Importance of the conversion time for higher gastrointestinal absorption of prodrugs based on spontaneous chemical cleavage
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DOI 10.1021/jm030009m
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Sohma, Y.; Hayashi, Y.; Ito, T.; Matsumoto, H.; Kimura, T.; Kiso, Y. Development of water-soluble prodrugs of the HIV-1 protease inhibitor KNI-727: importance of the conversion time for higher gastrointestinal absorption of prodrugs based on spontaneous chemical cleavage. J. Med. Chem. 2003, 46, 4124-4135. (Pubitemid 37122455)
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(2003)
Journal of Medicinal Chemistry
, vol.46
, Issue.19
, pp. 4124-4135
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Sohma, Y.1
Hayashi, Y.2
Ito, T.3
Matsumoto, H.4
Kimura, T.5
Kiso, Y.6
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6
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0346671290
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Water-soluble prodrugs of dipeptide HIV protease inhibitors based on O to N intramolecular acyl migration: Design, synthesis and kinetic study
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DOI 10.1016/j.bmc.2003.10.026
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Hamada, Y.; Matsumoto, H.; Yamaguchi, S.; Kimura, T.; Hayashi, Y.; Kiso, Y. Water-soluble prodrugs of dipetide HIV protease inhibitors based on O to N intramolecular acyl migration: design, synthesis and kinetic study. Bioorg. Med. Chem. 2004, 12, 159-170. (Pubitemid 38096228)
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(2004)
Bioorganic and Medicinal Chemistry
, vol.12
, Issue.1
, pp. 159-170
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Hamada, Y.1
Matsumoto, H.2
Yamaguchi, S.3
Kimura, T.4
Hayashi, Y.5
Kiso, Y.6
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7
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0008583584
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Discovery of ritonavir, a potent inhibitor of HIV protease with high oral bioavailability and clinical efficacy
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DOI 10.1021/jm970636+
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(a) Kempf, D. J.; Sham, H. L.; Marsh, K. C.; Flentge, C. A.; Betebenner, D.; Green, B. E.; McDonald, E.; Vasavanonda, S.; Saldivar, A.; Wideburg, N. E.; Kati, W. M.; Ruiz, L.; Zhao, C.; Fino, L.; Patterson, J.; Molla, A.; Plattner, J. J.; Norbeck, D. W. Discovery of ritonavir, a potent inhibitor of HIV protease with high oral bioavailability and clinical efficacy. J. Med. Chem. 1998, 41, 602-617. (Pubitemid 28093094)
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(1998)
Journal of Medicinal Chemistry
, vol.41
, Issue.4
, pp. 602-617
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Kempf, D.J.1
Sham, H.L.2
Marsh, K.C.3
Flentge, C.A.4
Betebenner, D.5
Green, B.E.6
McDonald, E.7
Vasavanonda, S.8
Saldivar, A.9
Wideburg, N.E.10
Kati, W.M.11
Ruiz, L.12
Zhao, C.13
Fino, L.14
Patterson, J.15
Molla, A.16
Plattner, J.J.17
Norbeck, D.W.18
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8
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0031788930
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ABT-378, a highly potent inhibitor of the human immunodeficiency virus protease
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(b) Sham, H. L.; Kempf, D. J.; Molla, A.; Marsh, K. C.; Kumar, G. N.; Chen, C.-M.; Kati, W.; Stewart, K.; Lal, R.; Hsu, A.; Betebenner, D.; Korneyeva, M.; Vasavanonda, S.; McDonald, E.; Saldivar, A.; Wideburg, N.; Chen, X.; Niu, P.; Park, C.; Jayanti, V.; Grabowski, B.; Granneman, G. R.; Sun, E.; Japour, A. J.; Leonard, J. M.; Plattner, J. J.; Norbeck, D. W. ABT-378, a highly potent inhibitor of the human immunodeficiency virus protease. Antimicrob. Agents Chemother. 1998, 42, 3218-3224. (Pubitemid 28553744)
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(1998)
Antimicrobial Agents and Chemotherapy
, vol.42
, Issue.12
, pp. 3218-3224
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Sham, H.L.1
Kempf, D.J.2
Molla, A.3
Marsh, K.C.4
Kumar, G.N.5
Chen, C.-M.6
Kati, W.7
Stewart, K.8
Lal, R.9
Hsu, A.10
Betebenner, D.11
Korneyeva, M.12
Vasavanonda, S.13
McDonald, E.14
Saldivar, A.15
Wideburg, N.16
Chen, X.17
Niu, P.18
Park, C.19
Jayanti, V.20
Grabowski, B.21
Granneman, G.R.22
Sun, E.23
Japour, A.J.24
Leonard, J.M.25
Plattner, J.J.26
Norbeck, D.W.27
more..
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9
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65649144130
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A Functional Group Approach to Prodrugs: Prodrugs of Alcohols and Phenols
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Stella, V. J., Borchardt, R. T., Hageman, M. J., Oliyai, R., Maag, H., Tilley, J. W., Eds.; Springer Press/AAPS Press: New York
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For recent applications to other drugs classes, see the following: (a) Dhareshwar, S. S.; Stella, V. J. A Functional Group Approach to Prodrugs: Prodrugs of Alcohols and Phenols. In Prodrugs: Challenges and Rewards; Stella, V. J., Borchardt, R. T., Hageman, M. J., Oliyai, R., Maag, H., Tilley, J. W., Eds.; Springer Press/AAPS Press: New York, 2007; Part 2, pp 31-99.
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(2007)
Prodrugs: Challenges and Rewards
, Issue.PART 2
, pp. 31-99
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Dhareshwar, S.S.1
Stella, V.J.2
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10
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39049119873
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Pharmacokinetics and Pharmacodynamics of GPI 15715 or Fospropofol (Aquavan Injection), a Water-Soluble Propofol Prodrug
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Modern Anesthetics; Schüttler, J., Schwilden, H., Eds.; Springer-Verlag: Berlin
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(b) Fechner, J.; Schwilden, H.; Schüttler, J. Pharmacokinetics and Pharmacodynamics of GPI 15715 or Fospropofol (Aquavan Injection), a Water-Soluble Propofol Prodrug. In Modern Anesthetics; Schüttler, J., Schwilden, H., Eds.; Handbook of Experimental Pharmacology, Vol.182; Springer-Verlag: Berlin, 2008; pp 253-266.
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(2008)
Handbook of Experimental Pharmacology
, vol.182
, pp. 253-266
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Fechner, J.1
Schwilden, H.2
Schüttler, J.3
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11
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34548783789
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In vivo studies on the antileishmanial activity of buparvaquone and its prodrugs
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DOI 10.1093/jac/dkm303
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(c) Garnier, T.; Mäntylä, A.; Järvinen, T.; Lawrence, J.; Brown, M.; Croft, S. In vitro studies on the antileishmanial activity of buparvaquone and its prodrugs. J. Antimicrob. Chemother. 2007, 60, 802-810. (Pubitemid 47434259)
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(2007)
Journal of Antimicrobial Chemotherapy
, vol.60
, Issue.4
, pp. 802-810
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Garnier, T.1
Mantyla, A.2
Jarvinen, T.3
Lawrence, J.4
Brown, M.5
Croft, S.6
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12
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0030572491
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Synthesis and antitumor evaluation of paclitaxel phosphonooxymethyl ethers: A novel class of water soluble paclitaxel pro-drugs
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DOI 10.1016/0960-894X(96)00321-6
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Golik, J.; Wong, H. S. L.; Chen, S. H.; Doyle, T. W.; Wright, J. J. K.; Knipe, J.; Rose, W. C.; Casazza, A. M.; Vyas, D. M. Synthesis and antitumor evaluation of paclitaxel phosphonooxymethyl ethers: a novel class of water soluble paclitaxel prodrugs. Bioorg. Med. Chem. Lett. 1996, 6, 1837-1842. (Pubitemid 26253887)
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(1996)
Bioorganic and Medicinal Chemistry Letters
, vol.6
, Issue.15
, pp. 1837-1842
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Golik, J.1
Wong, H.S.L.2
Chen, S.H.3
Doyle, T.W.4
Wright, J.J.K.5
Knipe, J.6
Rose, W.C.7
Casazza, A.M.8
Vyas, D.M.9
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13
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65649101150
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Available from Aldrich Chemical Company (Milwaukee, WI).
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Available from Aldrich Chemical Company (Milwaukee, WI).
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14
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44349181958
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Synthesis, in vitro and in vivo characterization of novel ethyl dioxy phosphate prodrug of propofol
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A report has recently appeared describing an OEP prodrug: Kumpulainen, H.; Järvinen, T.; Mannila, A.; Leppänen, J.; Nevalainen, T.; Mäntylä, A.; Vepsäläinen, J.; Rautio, J. Synthesis, in vitro and in vivo characterization of novel ethyl dioxy phosphate prodrug of propofol. Eur. J. Pharm. Sci. 2008, 34, 110-117.
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(2008)
Eur. J. Pharm. Sci.
, vol.34
, pp. 110-117
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Kumpulainen, H.1
Järvinen, T.2
Mannila, A.3
Leppänen, J.4
Nevalainen, T.5
Mäntylä, A.6
Vepsäläinen, J.7
Rautio, J.8
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15
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0342545857
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Induction and repair of formaldehyde-induced DNA-protein crosslinks in repair-deficient human cell lines
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Speit, G.; Schutz, P.; Merk, O. Induction and repair of formaldehyde-induced DNA-protein crosslinks in repair-deficient human cell lines. Mutagenesis 2000, 15, 85-90. (Pubitemid 30071765)
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(2000)
Mutagenesis
, vol.15
, Issue.1
, pp. 85-90
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Speit, G.1
Schutz, P.2
Merk, O.3
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16
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0031035968
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Pharmacokinetic enhancement of inhibitors of the human immunodeficiency virus protease by coadministration with ritonavir
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Kempf, D. J.; Marsh, K. C.; Kumar, G.; Rodrigues, A. D.; Denissen, J. F.; McDonald, E.; Kukulka, M. J.; Hsu, A.; Granneman, G. R.; Baroldi, P. A.; Sun, E.; Pizzuti, D.; Plattner, J. J.; Norbeck, D. W.; Leonard, J. M. Pharmacokinetic enhancement of inhibitors of human immunodeficiency virus protease by coadministration of ritonavir. Antimicrob. Agents Chemother. 1997, 41, 654-660. (Pubitemid 27098420)
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(1997)
Antimicrobial Agents and Chemotherapy
, vol.41
, Issue.3
, pp. 654-660
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Kempf, D.J.1
Marsh, K.C.2
Kumar, G.3
Rodrigues, A.D.4
Denissen, J.F.5
McDonald, E.6
Kukulka, M.J.7
Hsu, A.8
Granneman, G.R.9
Baroldi, P.A.10
Sun, E.11
Pizzuti, D.12
Plattner, J.J.13
Norbeck, D.W.14
Leonard, J.M.15
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17
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1542410398
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Ritonavir-PEG 8000 Amorphous Solid Dispersions: In Vitro and in Vivo Evaluations
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DOI 10.1002/jps.10566
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Law, D.; Schmitt, E. A.; Marsh, K. C.; Everitt, E. A.; Wang, W.; Fort, J. J.; Krill, S. L.; Qiu, Y. Ritonavir-PEG 8000 amorphous solid dispersions: in vitro and in vivo evaluations. J. Pharm. Sci. 2004, 93, 563-570. (Pubitemid 38332289)
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(2004)
Journal of Pharmaceutical Sciences
, vol.93
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, pp. 563-570
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Law, D.1
Schmitt, E.A.2
Marsh, K.C.3
Everitt, E.A.4
Wang, W.5
Fort, J.J.6
Krill, S.L.7
Qiu, Y.8
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