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Volumn 16, Issue 18, 2010, Pages 2033-2052

Prodrug design of phenolic drugs

Author keywords

Biochemical pathways; Drug delivery; Phenolic functional group; Prodrug strategies

Indexed keywords

CARBAMIC ACID DERIVATIVE; CARBIDOPA PLUS LEVODOPA; CARBONIC ACID DERIVATIVE; COMBRETASTATIN A4; COMBRETASTATIN A4 PHOSPHATE; ENKEPHALIN DERIVATIVE; ENTACAPONE; EPOSIN; ESTER DERIVATIVE; ETHER DERIVATIVE; ETOPOFOS; ETOPOSIDE; FOSPROPOFOL; HYDROXYL GROUP; LUSEDRA; MEPTAZINOL; MIPROXIFENE PHOSPHATE; MORPHINE; NALBUPHINE; PA 2789; PA 2808; PARACETAMOL; PHENOL DERIVATIVE; PHOSPHATE; PRODRUG; PROPOFOL; QUINOLINE DERIVED ANTIINFECTIVE AGENT; STILBENE DERIVATIVE; STILSTATIN 1; STILSTATIN 2; SULFATE; TAMOXIFEN DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG; ANTINEOPLASTIC AGENT; DRUG;

EID: 77953529026     PISSN: 13816128     EISSN: None     Source Type: Journal    
DOI: 10.2174/138161210791293042     Document Type: Article
Times cited : (54)

References (124)
  • 2
    • 0019842582 scopus 로고
    • Drug metabolism by the gastrointestinal mucosa
    • Georgie GF. Drug metabolism by the gastrointestinal mucosa. Clin Pharmacokinet 1981; 6: 259-74.
    • (1981) Clin Pharmacokinet , vol.6 , pp. 259-274
    • Georgie, G.F.1
  • 3
    • 7444253306 scopus 로고    scopus 로고
    • Prodrug research: Futile or fertile
    • Testa B. Prodrug research: futile or fertile. Biochem Pharmacol 2004; 68: 2097-106.
    • (2004) Biochem Pharmacol , vol.68 , pp. 2097-2106
    • Testa, B.1
  • 5
    • 0342832999 scopus 로고    scopus 로고
    • Improved oral drug delivery: Solubility limitations overcome by the use of prodrugs
    • Fleisher D, Bong R, Stewart BH. Improved oral drug delivery: solubility limitations overcome by the use of prodrugs. Adv Drug Deliv Rev 1996; 19: 115-30.
    • (1996) Adv Drug Deliv Rev , vol.19 , pp. 115-130
    • Fleisher, D.1    Bong, R.2    Stewart, B.H.3
  • 6
    • 34548024418 scopus 로고    scopus 로고
    • Prodrug strategies to overcome poor water solubility
    • Stella VJ, Nti-Addae KW. Prodrug strategies to overcome poor water solubility. Adv Drug Deliver Rev 2007; 59: 677-94.
    • (2007) Adv Drug Deliver Rev , vol.59 , pp. 677-694
    • Stella, V.J.1    Nti-Addae, K.W.2
  • 7
    • 0343408485 scopus 로고    scopus 로고
    • Lipophilic prodrugs design for intestinal lymphatic transport
    • Charman WN, Porter CJH. Lipophilic prodrugs design for intestinal lymphatic transport. Adv Drug Deliver Rev 1996; 19: 149-69.
    • (1996) Adv Drug Deliver Rev , vol.19 , pp. 149-169
    • Charman, W.N.1    Porter, C.J.H.2
  • 8
    • 0343724706 scopus 로고    scopus 로고
    • Prodrugs for improved CNS delivery
    • Anderson BD. Prodrugs for improved CNS delivery. Adv Drug Deliv Rev 1996; 19: 171-202.
    • (1996) Adv Drug Deliv Rev , vol.19 , pp. 171-202
    • Anderson, B.D.1
  • 10
    • 0028833556 scopus 로고
    • Macromolecular drug carrier system in cancer chemotherapy: Macromolecular prodrugs
    • Takakura Y, Hashida M. Macromolecular drug carrier system in cancer chemotherapy: macromolecular prodrugs. Crit Rev Oncol Hematol 1995; 18: 207-31.
    • (1995) Crit Rev Oncol Hematol , vol.18 , pp. 207-231
    • Takakura, Y.1    Hashida, M.2
  • 12
    • 0031558240 scopus 로고    scopus 로고
    • Antibody-directed enzyme prodrug therapy (ADEPT): A review
    • Niculescu-Duvaz I, Springer CJ. Antibody-directed enzyme prodrug therapy (ADEPT): a review. Adv Drug Deliv Rev 1997; 26: 151-72.
    • (1997) Adv Drug Deliv Rev , vol.26 , pp. 151-172
    • Niculescu-Duvaz, I.1    Springer, C.J.2
  • 13
    • 0035415493 scopus 로고    scopus 로고
    • Prodrug strategies in cancer therapy
    • Denny WA. Prodrug strategies in cancer therapy. Eur J Med Chem 2001; 36: 577-95.
    • (2001) Eur J Med Chem , vol.36 , pp. 577-595
    • Denny, W.A.1
  • 14
    • 0035816168 scopus 로고    scopus 로고
    • PEG drugs: An overview
    • Greenwald RB. PEG drugs: an overview. J Control Release 2001; 74: 159-71.
    • (2001) J Control Release , vol.74 , pp. 159-171
    • Greenwald, R.B.1
  • 15
    • 6844251363 scopus 로고
    • Prodrugs as drug delivery systems. XVI. Novel water-soluble prodrug types of chlozoxazone by esterification of the N-hydroxymethyl derivatives
    • Johansen M, Bundgaard H. Prodrugs as drug delivery systems. XVI. Novel water-soluble prodrug types of chlozoxazone by esterification of the N-hydroxymethyl derivatives. Arch Pharm Chem Sci Edn 1981; 8: 43-54.
    • (1981) Arch Pharm Chem Sci Edn , vol.8 , pp. 43-54
    • Johansen, M.1    Bundgaard, H.2
  • 16
    • 0346958512 scopus 로고    scopus 로고
    • Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: Challenges to the discovery scientist
    • Beaumont K, Webster R, Gardner I, Dack K. Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: Challenges to the discovery scientist. Curr Drug Metab 2003; 4: 461-85.
    • (2003) Curr Drug Metab , vol.4 , pp. 461-485
    • Beaumont, K.1    Webster, R.2    Gardner, I.3    Dack, K.4
  • 17
    • 33745031316 scopus 로고    scopus 로고
    • Enzymes involved in the bioconversion of ester-based prodrugs
    • Liederer BM, Borchardt RT. Enzymes involved in the bioconversion of ester-based prodrugs. J Pharm Sci 2006; 95: 1177-95.
    • (2006) J Pharm Sci , vol.95 , pp. 1177-1195
    • Liederer, B.M.1    Borchardt, R.T.2
  • 18
    • 13544253600 scopus 로고    scopus 로고
    • Intramolekulární cyklizace vyu ívané k uvol ovaní ú inn ch látek z prolé iv
    • Vin ová J, Imramovsk A. Intramolekulární cyklizace vyu ívané k uvol ovaní ú inn ch látek z prolé iv. Chem Listy 2005; 99: 21-9.
    • (2005) Chem Listy , vol.99 , pp. 21-29
    • Vinšová, J.1    Imramovsk, A.2
  • 19
    • 36849072605 scopus 로고    scopus 로고
    • Cyclization-activated prodrugs
    • Gomes P, Vale N, Moreira R. Cyclization-activated prodrugs. Molecules 2007; 12: 2484-506.
    • (2007) Molecules , vol.12 , pp. 2484-2506
    • Gomes, P.1    Vale, N.2    Moreira, R.3
  • 20
    • 0029147594 scopus 로고
    • Hemiesters of aliphatic dicarboxylic acids as cyclization-activated prodrug forms for protecting phenols against first-pass metabolism
    • Fredholt K, Mork N, Begtrup M. Hemiesters of aliphatic dicarboxylic acids as cyclization-activated prodrug forms for protecting phenols against first-pass metabolism. Int J Pharm 1995; 123: 209-16.
    • (1995) Int J Pharm , vol.123 , pp. 209-216
    • Fredholt, K.1    Mork, N.2    Begtrup, M.3
  • 21
    • 14644436965 scopus 로고    scopus 로고
    • Cyclization-activated prodrugs. Synthesis, reactivity and toxicity of dipeptide esters of paracetamol
    • Santos C, Mateus ML, dos Santos AP, Moreira R, Oliveira E, Gomes P. Cyclization-activated prodrugs. Synthesis, reactivity and toxicity of dipeptide esters of paracetamol. Bioorg Med Chem Lett 2005; 15: 1595-8.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 1595-1598
    • Santos, C.1    Mateus, M.L.2    dos Santos, A.P.3    Moreira, R.4    Oliveira, E.5    Gomes, P.6
  • 22
    • 0025190756 scopus 로고
    • Morphine and metabolite behaviour after different routes of morphine administration: Demonstration of the importance of the active metabolite morphine-6-glucuronide
    • Osborne R, Joel S, Trew D, Slevin M. Morphine and metabolite behaviour after different routes of morphine administration: Demonstration of the importance of the active metabolite morphine-6-glucuronide. Clin Pharmacol Ther 1990; 47: 12-9.
    • (1990) Clin Pharmacol Ther , vol.47 , pp. 12-19
    • Osborne, R.1    Joel, S.2    Trew, D.3    Slevin, M.4
  • 23
    • 0030741868 scopus 로고    scopus 로고
    • Improvement of buccal delivery of morphine using the prodrug approach
    • Christrup LL, Christensen CB, Trios GJ, Jorgensen A. Improvement of buccal delivery of morphine using the prodrug approach. Int J Pharm 1997; 154: 157-65.
    • (1997) Int J Pharm , vol.154 , pp. 157-165
    • Christrup, L.L.1    Christensen, C.B.2    Trios, G.J.3    Jorgensen, A.4
  • 24
    • 0025804950 scopus 로고
    • Utilization of prodrugs to enhance the transdermal absorption of morphine
    • Drustrup J, Fullerton A, Christup L, Bundgaard H. Utilization of prodrugs to enhance the transdermal absorption of morphine. Int J Pharm 1991; 71: 105-16.
    • (1991) Int J Pharm , vol.71 , pp. 105-116
    • Drustrup, J.1    Fullerton, A.2    Christup, L.3    Bundgaard, H.4
  • 25
    • 0024245783 scopus 로고
    • Nonenzymatic and Enzymatic hydrolysis of 5-Fluoro-2́-deoxyuridine (FudR) esters
    • Kawaguchi T, Fukushima S, Hayashi Y, Nakano M. Nonenzymatic and Enzymatic hydrolysis of 5-Fluoro-2́-deoxyuridine (FudR) esters. Pharm Res 1988; 5: 741-4.
    • (1988) Pharm Res , vol.5 , pp. 741-744
    • Kawaguchi, T.1    Fukushima, S.2    Hayashi, Y.3    Nakano, M.4
  • 26
    • 0023619657 scopus 로고
    • Prodrugs for improved oral nalbuphine bioavailability: Inter-species differences in the disposition of nalbuphine and its acetylsalicylate and anthranilate esters
    • Aungst BJ, Myers MJ, Shefter E, Shami EG. Prodrugs for improved oral nalbuphine bioavailability: inter-species differences in the disposition of nalbuphine and its acetylsalicylate and anthranilate esters. Int J Pharm 1987; 38: 199-209.
    • (1987) Int J Pharm , vol.38 , pp. 199-209
    • Aungst, B.J.1    Myers, M.J.2    Shefter, E.3    Shami, E.G.4
  • 27
    • 0020505226 scopus 로고
    • Pharmacokinetics of the new analgesic, meptazinol, after oral and intravenous administration to volunteers
    • Norbury HM, Franklin RA, Graham DF. Pharmacokinetics of the new analgesic, meptazinol, after oral and intravenous administration to volunteers. Eur J Clin Pharmacol 1983; 25: 77-80.
    • (1983) Eur J Clin Pharmacol , vol.25 , pp. 77-80
    • Norbury, H.M.1    Franklin, R.A.2    Graham, D.F.3
  • 28
    • 18144388687 scopus 로고    scopus 로고
    • Synthesis and relative bioavailability of meptazinol benzoyl esters as prodrugs
    • Lu M, Zhang C, Hao J, Qiu Z. Synthesis and relative bioavailability of meptazinol benzoyl esters as prodrugs. Bioorg Med Chem Lett 2005; 15: 2607-9.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 2607-2609
    • Lu, M.1    Zhang, C.2    Hao, J.3    Qiu, Z.4
  • 29
    • 25844442354 scopus 로고    scopus 로고
    • Design, synthesis and bioavailability evaluation of coumarin-based prodrug of meptazinol
    • Xie Q, Wang X, Wang X, Jiang Z, Qiu Z. Design, synthesis and bioavailability evaluation of coumarin-based prodrug of meptazinol. Bioorg Med Chem Lett 2005; 15: 4953-6.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 4953-4956
    • Xie, Q.1    Wang, X.2    Wang, X.3    Jiang, Z.4    Qiu, Z.5
  • 30
    • 0031666038 scopus 로고    scopus 로고
    • A comparison of the bioconversion rates and the Caco-2 cell permeation characteristics of coumarin-based cyclic prodrugs and methylester-based linear prodrugs of RGD peptidomimetics
    • Camenisch GP, Wang W, Wang B, Borchardt RT. A comparison of the bioconversion rates and the Caco-2 cell permeation characteristics of coumarin-based cyclic prodrugs and methylester-based linear prodrugs of RGD peptidomimetics. Pharm Res 1998; 15: 1174-81.
    • (1998) Pharm Res , vol.15 , pp. 1174-1181
    • Camenisch, G.P.1    Wang, W.2    Wang, B.3    Borchardt, R.T.4
  • 31
    • 0032937786 scopus 로고    scopus 로고
    • Coumarinic acid-based cyclic prodrugs of opioid peptides that exhibit metabolic stability to peptidases and excellent cellular permeability
    • Gudmundsson O, Pauletti GM, Wang W, Shan D, Zhan H, Wang B, et al. Coumarinic acid-based cyclic prodrugs of opioid peptides that exhibit metabolic stability to peptidases and excellent cellular permeability. Pharm Res 1999; 16: 7-15.
    • (1999) Pharm Res , vol.16 , pp. 7-15
    • Gudmundsson, O.1    Pauletti, G.M.2    Wang, W.3    Shan, D.4    Zhan, H.5    Wang, B.6
  • 32
    • 0034004014 scopus 로고    scopus 로고
    • A coumarin-based prodrug strategy to improve the oral absorption of RGD peptidomimetics
    • Wang W, Camenisch G, Sane DC, Zhang H, Hugger E, Wheeler GL, et al. A coumarin-based prodrug strategy to improve the oral absorption of RGD peptidomimetics. J Control Release 2000; 65: 245-51.
    • (2000) J Control Release , vol.65 , pp. 245-251
    • Wang, W.1    Camenisch, G.2    Sane, D.C.3    Zhang, H.4    Hugger, E.5    Wheeler, G.L.6
  • 33
    • 0036288748 scopus 로고    scopus 로고
    • Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of the coumarinic acid-based cyclic prodrug of the opioid peptide DADLE
    • Tang FX, Borchardt RT. Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of the coumarinic acid-based cyclic prodrug of the opioid peptide DADLE. Pharm Res 2002; 19: 787-93.
    • (2002) Pharm Res , vol.19 , pp. 787-793
    • Tang, F.X.1    Borchardt, R.T.2
  • 34
    • 1342321746 scopus 로고    scopus 로고
    • The effect of substitution patterns on the release rates of opioid peptides DADLE and [Leu(5)]-enkephalin from coumarin prodrug moieties
    • Zych LA, Yang WQ, Liao Y, Griffin KR, Wang B. The effect of substitution patterns on the release rates of opioid peptides DADLE and [Leu(5)]-enkephalin from coumarin prodrug moieties. Bioorg Chem 2004; 32: 109-23.
    • (2004) Bioorg Chem , vol.32 , pp. 109-123
    • Zych, L.A.1    Yang, W.Q.2    Liao, Y.3    Griffin, K.R.4    Wang, B.5
  • 35
    • 0025344957 scopus 로고
    • Use of oil-in-water emulsions as a vehicle for parenteral drug administration
    • Prankerd RD, Stella VJ. Use of oil-in-water emulsions as a vehicle for parenteral drug administration. J Parent Sci Technol 1990; 44: 139-49.
    • (1990) J Parent Sci Technol , vol.44 , pp. 139-149
    • Prankerd, R.D.1    Stella, V.J.2
  • 37
    • 0041331768 scopus 로고    scopus 로고
    • Highly water-soluble derivatives of the anesthetic agent propofol: In vitro and in vivo evaluation of cyclic amino acid esters
    • Altomare C, Trapani G, Latrofa A, Serra M, Sanna E, Biggio G, et al. Highly water-soluble derivatives of the anesthetic agent propofol: in vitro and in vivo evaluation of cyclic amino acid esters. Eur J Pharm Sci 2003; 20: 17-26.
    • (2003) Eur J Pharm Sci , vol.20 , pp. 17-26
    • Altomare, C.1    Trapani, G.2    Latrofa, A.3    Serra, M.4    Sanna, E.5    Biggio, G.6
  • 38
    • 0022917595 scopus 로고
    • Peptides and related drugs: A review of their absorption, metabolism and excretion
    • Humphrey MJ, Ringrose PS. Peptides and related drugs: a review of their absorption, metabolism and excretion. Drug Met Rev 1986; 17: 283-310.
    • (1986) Drug Met Rev , vol.17 , pp. 283-310
    • Humphrey, M.J.1    Ringrose, P.S.2
  • 39
    • 0026500650 scopus 로고
    • Means to enhance penetration. Prodrugs as a means to improve the delivery of peptide drugs
    • Bundgaard H. Means to enhance penetration. Prodrugs as a means to improve the delivery of peptide drugs. Adv Drug Deliv Rev 1992; 8: 1-38.
    • (1992) Adv Drug Deliv Rev , vol.8 , pp. 1-38
    • Bundgaard, H.1
  • 41
    • 0343026460 scopus 로고    scopus 로고
    • Prodrugs of peptides and peptidomimetics for improved formulation and delivery
    • Oliyai R. Prodrugs of peptides and peptidomimetics for improved formulation and delivery. Adv Drug Deliv Rev 1996; 19: 275-86.
    • (1996) Adv Drug Deliv Rev , vol.19 , pp. 275-286
    • Oliyai, R.1
  • 42
    • 0033990561 scopus 로고    scopus 로고
    • Chemical and enzymatic stability as well as transport properties of a Leu-enkephalin analogue and ester prodrugs thereof
    • Fredholt K, Adrian C, Just L, Larsen DH, Weng S, Moss B, et al. Chemical and enzymatic stability as well as transport properties of a Leu-enkephalin analogue and ester prodrugs thereof. J Control Release 2000; 63: 261-73.
    • (2000) J Control Release , vol.63 , pp. 261-273
    • Fredholt, K.1    Adrian, C.2    Just, L.3    Larsen, D.H.4    Weng, S.5    Moss, B.6
  • 43
    • 0025966310 scopus 로고
    • Oral absorption of peptides: Influence of pH and inhibitors on the intestinal hydrolysis of Leu-enkephalin analogues
    • Friedman DI, Amidon GL. Oral absorption of peptides: Influence of pH and inhibitors on the intestinal hydrolysis of Leu-enkephalin analogues. Pharm Res 1991; 8: 93-6.
    • (1991) Pharm Res , vol.8 , pp. 93-96
    • Friedman, D.I.1    Amidon, G.L.2
  • 44
    • 4244088183 scopus 로고
    • Carboxypeptidase A, Boyer PD, Ed., New York: Academic Press
    • Hartsuck J A, Lipscomb W N. In: Carboxypeptidase A, Boyer PD, Ed. The Enzymes. New York: Academic Press 1971; vol. 3: pp.1-56.
    • (1971) The Enzymes , vol.3 , pp. 1-56
    • Hartsuck, J.A.1    Lipscomb, W.N.2
  • 45
    • 0015231479 scopus 로고
    • Acethaminophen-induced hepatic necrosis adrenal failure
    • Boyer TD, Rouff SL. Acethaminophen-induced hepatic necrosis adrenal failure. J Am Med Assoc 1971; 218: 440-1.
    • (1971) J Am Med Assoc , vol.218 , pp. 440-441
    • Boyer, T.D.1    Rouff, S.L.2
  • 46
    • 0031877764 scopus 로고    scopus 로고
    • Paracetamol (Acetaminophen) esters of some non-esteroidal anti-inflammatory carboxylic acids as mutual prodrugs with improved therapeutic index
    • Fadl TA, Omar FA. Paracetamol (Acetaminophen) esters of some non-esteroidal anti-inflammatory carboxylic acids as mutual prodrugs with improved therapeutic index. Inflammopharm 1998; 6: 143-57.
    • (1998) Inflammopharm , vol.6 , pp. 143-157
    • Fadl, T.A.1    Omar, F.A.2
  • 47
    • 0031897939 scopus 로고    scopus 로고
    • Kinetics of diketopiperazine formation using model peptides
    • Goolcharran C, Borchardt RT. Kinetics of diketopiperazine formation using model peptides. J Pharm Sci 1998; 87: 283-8.
    • (1998) J Pharm Sci , vol.87 , pp. 283-288
    • Goolcharran, C.1    Borchardt, R.T.2
  • 48
    • 14644436965 scopus 로고    scopus 로고
    • Cyclization-activated prodrugs. Synthesis, reactivity and toxicity of dipeptide esters of paracetamol
    • Santos C, Mateus ML, Santos AP, Moreira R, Oliviera E, Gomes P. Cyclization-activated prodrugs. Synthesis, reactivity and toxicity of dipeptide esters of paracetamol. Bioorg Med Chem Lett 2005; 15: 1595-8.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 1595-1598
    • Santos, C.1    Mateus, M.L.2    Santos, A.P.3    Moreira, R.4    Oliviera, E.5    Gomes, P.6
  • 49
    • 0027282618 scopus 로고
    • Phosphoryloxymethyl carbamates and carbonates-novel water-soluble prodrugs for amines and hindered alcohols
    • Safari M, Oliyai R, Stella VJ. Phosphoryloxymethyl carbamates and carbonates-novel water-soluble prodrugs for amines and hindered alcohols. Pharm Res 1993; 10: 1350-5.
    • (1993) Pharm Res , vol.10 , pp. 1350-1355
    • Safari, M.1    Oliyai, R.2    Stella, V.J.3
  • 50
    • 0007396478 scopus 로고
    • Stereochemical, mechanistic and structural features of enzyme-catalyzed phosphate monoester hydrolyses
    • Gani D, Wilkie J. Stereochemical, mechanistic and structural features of enzyme-catalyzed phosphate monoester hydrolyses. Chem Soc Rev 1995; 24: 55-63.
    • (1995) Chem Soc Rev , vol.24 , pp. 55-63
    • Gani, D.1    Wilkie, J.2
  • 56
    • 77950440396 scopus 로고    scopus 로고
    • An efficient synthetic strategy for obtaining 4-methoxy carbon isotope labeled combretastatin A-4 phosphate and other Z-combretastatins
    • in press, DOI: 10.1021/np9004486
    • Pettit GR, Minardi MD, Hogan F, Price PM. An efficient synthetic strategy for obtaining 4-methoxy carbon isotope labeled combretastatin A-4 phosphate and other Z-combretastatins. J Nat Prod 2010, in press, DOI: 10.1021/np9004486
    • (2010) J Nat Prod
    • Pettit, G.R.1    Minardi, M.D.2    Hogan, F.3    Price, P.M.4
  • 57
    • 0033119771 scopus 로고    scopus 로고
    • Cobretastatin A-4 phosphate as a tumor vascular-targeting agent: Early effects in tumors and normal tissues
    • Tozer MT, Prise VE, Wilson J, Locke RJ, Vojnovic B, Stratford MRL, et al. Cobretastatin A-4 phosphate as a tumor vascular-targeting agent: Early effects in tumors and normal tissues. Cancer Res 1999; 59: 1626-34.
    • (1999) Cancer Res , vol.59 , pp. 1626-1634
    • Tozer, M.T.1    Prise, V.E.2    Wilson, J.3    Locke, R.J.4    Vojnovic, B.5    Stratford, M.R.L.6
  • 58
    • 72049087235 scopus 로고    scopus 로고
    • NJ. Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: Synthesis and biological evaluation of antivascular activity
    • Ducki S, Rennison D, Woo M, Kendall A, Chabert JFD, McGown AT, et al. NJ. Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: synthesis and biological evaluation of antivascular activity. Bioorg Med Chem 2009; 22: 7698-710.
    • (2009) Bioorg Med Chem , vol.22 , pp. 7698-7710
    • Ducki, S.1    Rennison, D.2    Woo, M.3    Kendall, A.4    Chabert, J.F.D.5    McGown, A.T.6
  • 59
    • 65249138189 scopus 로고    scopus 로고
    • Antineoplastic Agents. 578. Synthesis of stilstatins 1 and 2 and their water-soluble prodrugs
    • Pettit GR, Thornhill A, Melody N, Knight JC. Antineoplastic Agents. 578. Synthesis of stilstatins 1 and 2 and their water-soluble prodrugs. J Nat Prod 2009; 72: 380-8.
    • (2009) J Nat Prod , vol.72 , pp. 380-388
    • Pettit, G.R.1    Thornhill, A.2    Melody, N.3    Knight, J.C.4
  • 60
    • 65249085587 scopus 로고    scopus 로고
    • Development of synthetic methodology suitable for the radiosynthesis of combretastatin A-1 (CA1) and its corresponding prodrug CA1P
    • Shirali A, Sriram M, Hall JJ, Nguyen BL, Guddneppanavar R, Hadimani MB, et al. Development of synthetic methodology suitable for the radiosynthesis of combretastatin A-1 (CA1) and its corresponding prodrug CA1P. J Nat Prod 2009; 72: 414-21.
    • (2009) J Nat Prod , vol.72 , pp. 414-421
    • Shirali, A.1    Sriram, M.2    Hall, J.J.3    Nguyen, B.L.4    Guddneppanavar, R.5    Hadimani, M.B.6
  • 61
    • 0030477322 scopus 로고    scopus 로고
    • Etoposide phosphate: What, why, where and how?
    • Schacter L. Etoposide phosphate: what, why, where and how? Semin Oncol 1996; 23: 1-7.
    • (1996) Semin Oncol , vol.23 , pp. 1-7
    • Schacter, L.1
  • 64
    • 4444282620 scopus 로고    scopus 로고
    • A prodrug approach toward the development of water soluble fluoroquinolones and structure-activity relationships of quinoline-3-carboxylic acids
    • Baker WR, Cai S, Dimitroff M, Fang L, Huh KK, Ryckman DR, et al. A prodrug approach toward the development of water soluble fluoroquinolones and structure-activity relationships of quinoline-3-carboxylic acids. J Med Chem 2004; 47: 4693-709.
    • (2004) J Med Chem , vol.47 , pp. 4693-4709
    • Baker, W.R.1    Cai, S.2    Dimitroff, M.3    Fang, L.4    Huh, K.K.5    Ryckman, D.R.6
  • 67
    • 0032085894 scopus 로고    scopus 로고
    • Late phase II Study of TAT-59 (miproxifene phosphate) in advanced or recurrent breast cancer patients (a double-blind comparative study with tamoxifen citrate)
    • Nomura Y, Nakajima M, Tominaga T, Abe O. Late phase II Study of TAT-59 (miproxifene phosphate) in advanced or recurrent breast cancer patients (a double-blind comparative study with tamoxifen citrate). Gan To Kagaku Ryoho 1998; 25: 1045-63.
    • (1998) Gan to Kagaku Ryoho , vol.25 , pp. 1045-1063
    • Nomura, Y.1    Nakajima, M.2    Tominaga, T.3    Abe, O.4
  • 70
    • 0035987750 scopus 로고    scopus 로고
    • Entacapone in the management of Parkinson's disease
    • Henchcliffe C, Waters C. Entacapone in the management of Parkinson's disease. Expert Opin Pharmacother 2002; 3: 957-63.
    • (2002) Expert Opin Pharmacother , vol.3 , pp. 957-963
    • Henchcliffe, C.1    Waters, C.2
  • 71
    • 0033918165 scopus 로고    scopus 로고
    • Effects of aqueous solubility and dissolution characteristics on oral bioavailability of entacapone
    • Savolain J, Forsberg M, Taipale H, Mannisto PT, Jarvinen K, Gynther J, et al. Effects of aqueous solubility and dissolution characteristics on oral bioavailability of entacapone. Drug Dev Res 2000; 49: 238-44.
    • (2000) Drug Dev Res , vol.49 , pp. 238-244
    • Savolain, J.1    Forsberg, M.2    Taipale, H.3    Mannisto, P.T.4    Jarvinen, K.5    Gynther, J.6
  • 73
    • 42649103317 scopus 로고    scopus 로고
    • Retapamulin: A new topical antibiotic for the treatment of uncomplicated skin infections
    • Parish LC, Parish JL. Retapamulin: a new topical antibiotic for the treatment of uncomplicated skin infections. Drugs Today (Barc) 2008; 44: 91-102.
    • (2008) Drugs Today (Barc) , vol.44 , pp. 91-102
    • Parish, L.C.1    Parish, J.L.2
  • 74
    • 68949116095 scopus 로고    scopus 로고
    • Water-soluble phosphate prodrugs of pleuromutilin analogues with potent in vivo antibacterial activity against Gram-positive pathogens
    • Fu L; Jiang Z, Cai Z, Liu X, He H, Yang Y. Water-soluble phosphate prodrugs of pleuromutilin analogues with potent in vivo antibacterial activity against Gram-positive pathogens. Bioorg Med Chem Lett 2009; 19: 5407-10.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 5407-5410
    • Fu, L.1    Jiang, Z.2    Cai, Z.3    Liu, X.4    He, H.5    Yang, Y.6
  • 75
    • 43049112098 scopus 로고    scopus 로고
    • Prodrugs of phosphates and phosphonates
    • Hecker SJ, Erion MD. Prodrugs of phosphates and phosphonates. J Med Chem 2008; 51: 2328-45.
    • (2008) J Med Chem , vol.51 , pp. 2328-2345
    • Hecker, S.J.1    Erion, M.D.2
  • 76
    • 0026569225 scopus 로고
    • Phenyl carbamates of amino acids as prodrug forms for protecting phenols against first-pass metabolism
    • Hansen J, Mork N, Bundgaard H. Phenyl carbamates of amino acids as prodrug forms for protecting phenols against first-pass metabolism. Int J Pharm 1992; 81: 253-61.
    • (1992) Int J Pharm , vol.81 , pp. 253-261
    • Hansen, J.1    Mork, N.2    Bundgaard, H.3
  • 78
    • 0027467645 scopus 로고
    • Cyclization-activated phenyl carbamate prodrug forms for protecting phenols against first-pass metabolism
    • Thomsen KF, Bundgaard H. Cyclization-activated phenyl carbamate prodrug forms for protecting phenols against first-pass metabolism. Int J Pharm 1993; 91: 39-49.
    • (1993) Int J Pharm , vol.91 , pp. 39-49
    • Thomsen, K.F.1    Bundgaard, H.2
  • 79
    • 0026604686 scopus 로고
    • Enhanced bioavailability of a new class of dopamine-D-1 antagonists following oral administration of their carbamic acid ester prodrugs to dogs
    • Hansen KT, Jansen JA, Mengel H, Christensen JV, Bundgaard H. Enhanced bioavailability of a new class of dopamine-D-1 antagonists following oral administration of their carbamic acid ester prodrugs to dogs. Int J Pharm 1992; 79: 205-12.
    • (1992) Int J Pharm , vol.79 , pp. 205-212
    • Hansen, K.T.1    Jansen, J.A.2    Mengel, H.3    Christensen, J.V.4    Bundgaard, H.5
  • 80
    • 0034595852 scopus 로고    scopus 로고
    • Synthesis and in vitro/in vivo evaluation of novel oral N-alkyl and N,N-dialkyl-carbamate esters of entacapone
    • Savolainen J, Leppänen J, Forsberg M, Taipale H, Nevalainen T, Huuskonen J, et al. Synthesis and in vitro/in vivo evaluation of novel oral N-alkyl and N,N-dialkyl-carbamate esters of entacapone. Life Sci 2000; 67: 205-16.
    • (2000) Life Sci , vol.67 , pp. 205-216
    • Savolainen, J.1    Leppänen, J.2    Forsberg, M.3    Taipale, H.4    Nevalainen, T.5    Huuskonen, J.6
  • 81
    • 0000195539 scopus 로고
    • Dopamine-receptor agonist with apparent selectivity for autoreceptors: A new principle for antipsychotic action?
    • Nilsson JLG, Carlsson A. Dopamine-receptor agonist with apparent selectivity for autoreceptors: a new principle for antipsychotic action? Trends Pharmacol Sci 1981; 3: 322-5.
    • (1981) Trends Pharmacol Sci , vol.3 , pp. 322-325
    • Nilsson, J.L.G.1    Carlsson, A.2
  • 82
    • 0023546994 scopus 로고
    • Carbamates ester derivatives as potencial prodrugs of the presynaptic dopamine autoreceptor agonist (-)-3-(hydroxyphenyl)-N-propylpiperidine
    • Thorberg SO, Berg S, Lundström J, Petterson B, Wijkström A, Sanchez D, et al. Carbamates ester derivatives as potencial prodrugs of the presynaptic dopamine autoreceptor agonist (-)-3-(hydroxyphenyl)-N-propylpiperidine. J Med Chem 1987; 30: 2008-12.
    • (1987) J Med Chem , vol.30 , pp. 2008-2012
    • Thorberg, S.O.1    Berg, S.2    Lundström, J.3    Petterson, B.4    Wijkström, A.5    Sanchez, D.6
  • 83
    • 0021327011 scopus 로고
    • Pharmacokinetic parameters of terbutaline in healthy man. An overview
    • Nyberg L. Pharmacokinetic parameters of terbutaline in healthy man. An overview. Eur J Respir Dis 1984; 134: 149-60.
    • (1984) Eur J Respir Dis , vol.134 , pp. 149-160
    • Nyberg, L.1
  • 84
    • 0002128972 scopus 로고
    • New lipophilic terbutaline ester prodrugs with long effect duration
    • Olsson T, Svensson LÅ. New lipophilic terbutaline ester prodrugs with long effect duration. Pharm Res 1984; 1: 19-23.
    • (1984) Pharm Res , vol.1 , pp. 19-23
    • Olsson, T.1    Svensson, L.A.2
  • 85
    • 0024166436 scopus 로고
    • The design and bioactivation of the presystemically stable prodrugs
    • Svensson LÅ, Tunek A. The design and bioactivation of the presystemically stable prodrugs. Pharm Res 1988; 19: 165-94.
    • (1988) Pharm Res , vol.19 , pp. 165-194
    • Svensson, L.A.1    Tunek, A.2
  • 87
    • 0018947881 scopus 로고
    • Effects of dimethyl sulfoxide on renal function in man
    • Muther RS, Bennet WM. Effects of dimethyl sulfoxide on renal function in man. JAMA 1980; 244: 2081-3.
    • (1980) JAMA , vol.244 , pp. 2081-2083
    • Muther, R.S.1    Bennet, W.M.2
  • 88
    • 0037379110 scopus 로고    scopus 로고
    • Multidisciplinary utilization of dimethyl sulfoxide: Pharmacolo-gical, cellular and molecular aspects
    • Santos NC, Figueira-Coelho J, Martins-Silva J, Saldanha C. Multidisciplinary utilization of dimethyl sulfoxide: pharmacolo-gical, cellular and molecular aspects. Biochem Pharmacol 2003; 65: 1035-41.
    • (2003) Biochem Pharmacol , vol.65 , pp. 1035-1041
    • Santos, N.C.1    Figueira-Coelho, J.2    Martins-Silva, J.3    Saldanha, C.4
  • 90
    • 58949103807 scopus 로고    scopus 로고
    • In vitro solubility, stability and permeability of novel quercetin-amino acid conjugates
    • Kim MK, Park KS, Yeo WS, Choo H, Chong Y. In vitro solubility, stability and permeability of novel quercetin-amino acid conjugates. Bioorg Med Chem 2009; 17: 1164-71.
    • (2009) Bioorg Med Chem , vol.17 , pp. 1164-1171
    • Kim, M.K.1    Park, K.S.2    Yeo, W.S.3    Choo, H.4    Chong, Y.5
  • 91
    • 0022358528 scopus 로고
    • III Curative cancer chemotherapy
    • Frei E. III Curative cancer chemotherapy. Cancer Res 1985; 45: 6532-8.
    • (1985) Cancer Res , vol.45 , pp. 6532-6538
    • Frei, E.1
  • 92
    • 58949093580 scopus 로고    scopus 로고
    • Novel DNA-directed alkylating agents: Design, synthesis and potent antitumor effect of phenyl N-mustard-9-anilinoacridinine conjugates via a carbamate or carbonate linker
    • Kapuriya N, Kapuriya K, Dong H, Zhang X, Chou TC, Chen YT, et al. Novel DNA-directed alkylating agents: design, synthesis and potent antitumor effect of phenyl N-mustard-9-anilinoacridinine conjugates via a carbamate or carbonate linker. Bioorg Med Chem 2009; 17: 1264-75.
    • (2009) Bioorg Med Chem , vol.17 , pp. 1264-1275
    • Kapuriya, N.1    Kapuriya, K.2    Dong, H.3    Zhang, X.4    Chou, T.C.5    Chen, Y.T.6
  • 93
    • 0029621825 scopus 로고
    • Optimization of alkylating agent prodrugs derived from phenol and aniline mustards: A new clinical candidate prodrug (ZD2767) for antibody-directed enzyme prodrug therapy (ADEPT)
    • Springer CJ, Dowell R, Burke PJ, Hadley E, Davies DH, Blakey DC, et al. Optimization of alkylating agent prodrugs derived from phenol and aniline mustards: a new clinical candidate prodrug (ZD2767) for antibody-directed enzyme prodrug therapy (ADEPT). J Med Chem 1995; 38: 5051-65.
    • (1995) J Med Chem , vol.38 , pp. 5051-5065
    • Springer, C.J.1    Dowell, R.2    Burke, P.J.3    Hadley, E.4    Davies, D.H.5    Blakey, D.C.6
  • 95
    • 59649105538 scopus 로고    scopus 로고
    • Camptothecins: A SAR/QSAR study
    • Verma RP, Hansch C. Camptothecins: a SAR/QSAR study. Chem Rev 2009; 109: 213-35.
    • (2009) Chem Rev , vol.109 , pp. 213-235
    • Verma, R.P.1    Hansch, C.2
  • 96
    • 23944465953 scopus 로고    scopus 로고
    • Synthesis and evaluation of a DHA and 10-hydroxycamptothecin conjugate
    • Wang Y, Li L, Jiang W, Larrick JW. Synthesis and evaluation of a DHA and 10-hydroxycamptothecin conjugate. Bioorg Med Chem 2005; 13: 5592-9.
    • (2005) Bioorg Med Chem , vol.13 , pp. 5592-5599
    • Wang, Y.1    Li, L.2    Jiang, W.3    Larrick, J.W.4
  • 97
    • 0023552964 scopus 로고
    • Antitumor activity of 7-ethyl-10-[4-(1-piperidino)-1-piperidino] carbonyloxy-camptothecin, a novel water-soluble derivative of camptothecin, against murine tumors
    • Kunimoto T, Nitta K, Tanaka T, Uehara N, Baba H, Takeuchi M, et al. Antitumor activity of 7-ethyl-10-[4-(1-piperidino)-1-piperidino] carbonyloxy-camptothecin, a novel water-soluble derivative of camptothecin, against murine tumors. Cancer Res 1987; 47: 5944-7.
    • (1987) Cancer Res , vol.47 , pp. 5944-5947
    • Kunimoto, T.1    Nitta, K.2    Tanaka, T.3    Uehara, N.4    Baba, H.5    Takeuchi, M.6
  • 98
    • 0037447943 scopus 로고    scopus 로고
    • Prodrug mono therapy: Synthesis and biological evaluation of an etoposide glucuronide-prodrug
    • Schmidt F, Monneret C. Prodrug mono therapy: synthesis and biological evaluation of an etoposide glucuronide-prodrug. Bioorg Med Chem 2003; 11: 2277-83.
    • (2003) Bioorg Med Chem , vol.11 , pp. 2277-2283
    • Schmidt, F.1    Monneret, C.2
  • 99
    • 0032521438 scopus 로고    scopus 로고
    • Elucidation of the mechanism enabling tumor selective prodrug monotherapy
    • Bosslet K, Strub R, Blumrich M, Czech J, Gerken M, Sperker B, et al. Elucidation of the mechanism enabling tumor selective prodrug monotherapy. Cancer Res 1998; 57: 1195-201.
    • (1998) Cancer Res , vol.57 , pp. 1195-1201
    • Bosslet, K.1    Strub, R.2    Blumrich, M.3    Czech, J.4    Gerken, M.5    Sperker, B.6
  • 100
    • 0034941481 scopus 로고    scopus 로고
    • Anticancer prodrugs for application in monotherapy: Targeting hypoxia, tumor-associated enzymes, and receptors
    • de Groot FMH, Damen EWP, Scheeren HW. Anticancer prodrugs for application in monotherapy: targeting hypoxia, tumor-associated enzymes, and receptors. Curr Med Chem 2001; 8: 1093-122.
    • (2001) Curr Med Chem , vol.8 , pp. 1093-1122
    • de Groot, F.M.H.1    Damen, E.W.P.2    Scheeren, H.W.3
  • 102
    • 63749126402 scopus 로고    scopus 로고
    • A novel antitumor prodrug platform designed to be cleaved by the endoprotease legumain
    • Stern L, Perry R, Ofek P, Many A, Shabat D, Satchi-Fainaro R. A novel antitumor prodrug platform designed to be cleaved by the endoprotease legumain. Bioconjugate Chem 2009; 20: 500-10.
    • (2009) Bioconjugate Chem , vol.20 , pp. 500-510
    • Stern, L.1    Perry, R.2    Ofek, P.3    Many, A.4    Shabat, D.5    Satchi-Fainaro, R.6
  • 103
    • 33750083620 scopus 로고    scopus 로고
    • Synthesis and antitumor activity of CBI-bearing ester and carbamate prodrugs of CC-1065 analogue
    • Wang Y, Li L, Tian Z, Jiang W, Larrick JW. Synthesis and antitumor activity of CBI-bearing ester and carbamate prodrugs of CC-1065 analogue. Bioorg Med Chem 2006; 14: 7854-61
    • (2006) Bioorg Med Chem , vol.14 , pp. 7854-7861
    • Wang, Y.1    Li, L.2    Tian, Z.3    Jiang, W.4    Larrick, J.W.5
  • 104
    • 68249115720 scopus 로고    scopus 로고
    • Human skin permeation of 3-O-alkyl carbamate prodrugs of Naltrexone
    • Vaddi HK, Banks SL, Chen J, Hammell DC, Crooks PA. Human skin permeation of 3-O-alkyl carbamate prodrugs of Naltrexone. J Pharm Sci 2009; 98: 2611-25.
    • (2009) J Pharm Sci , vol.98 , pp. 2611-2625
    • Vaddi, H.K.1    Banks, S.L.2    Chen, J.3    Hammell, D.C.4    Crooks, P.A.5
  • 105
    • 2642569934 scopus 로고    scopus 로고
    • Application of organic carbamates in drug design. Part 1: Anticancer agents -recent reports
    • Ray S, Chaturvedi D. Application of organic carbamates in drug design. Part 1: anticancer agents -recent reports. Drug Fut 2004; 29: 343-57.
    • (2004) Drug Fut , vol.29 , pp. 343-357
    • Ray, S.1    Chaturvedi, D.2
  • 106
    • 0026502513 scopus 로고
    • Pharmacokinetics of oral 17b-estradiol
    • Lobo RA, Cassident DL. Pharmacokinetics of oral 17b-estradiol. J Reprod Med 1992; 37: 77-84.
    • (1992) J Reprod Med , vol.37 , pp. 77-84
    • Lobo, R.A.1    Cassident, D.L.2
  • 107
    • 0029620774 scopus 로고
    • Sulfamates of various estrogens are prodrugs with increased systemic and reduced hepatic estrogenicity at oral application
    • Elger W, Schwarz S, Hedden A, Reddersen G, Schneider B. Sulfamates of various estrogens are prodrugs with increased systemic and reduced hepatic estrogenicity at oral application. J Steroid Biochem Biol 1995; 55: 395-403.
    • (1995) J Steroid Biochem Biol , vol.55 , pp. 395-403
    • Elger, W.1    Schwarz, S.2    Hedden, A.3    Reddersen, G.4    Schneider, B.5
  • 108
    • 0346216833 scopus 로고    scopus 로고
    • Effect of estradiol sulphamate (ES-J995) on affinity of haemoglobin for oxygen, cardiovascular function and acid-base balance in ovariectomized rats
    • Bauer K, Elger W, Schneider B, Krahl E, Buer R. Effect of estradiol sulphamate (ES-J995) on affinity of haemoglobin for oxygen, cardiovascular function and acid-base balance in ovariectomized rats. Exp Toxic Pathol 2003; 55: 301-7.
    • (2003) Exp Toxic Pathol , vol.55 , pp. 301-307
    • Bauer, K.1    Elger, W.2    Schneider, B.3    Krahl, E.4    Buer, R.5
  • 110
    • 33751386736 scopus 로고
    • Mechanism of hydrolysis of O-imidomethyl derivatives of phenols
    • Getz JJ, Prankerd RJ, Sloan KB. Mechanism of hydrolysis of O-imidomethyl derivatives of phenols. J Org Chem 1993; 58: 4913-8.
    • (1993) J Org Chem , vol.58 , pp. 4913-4918
    • Getz, J.J.1    Prankerd, R.J.2    Sloan, K.B.3
  • 111
    • 0028149793 scopus 로고
    • A prodrug approach to increasing the oral potency of a phenolic drug. Part 1. Synthesis, caracterization and stability of an O-(imidomethyl) derivative of 17 -estradiol
    • Patel JU, Prankerd RJ, Sloan KB. A prodrug approach to increasing the oral potency of a phenolic drug. Part 1. Synthesis, caracterization and stability of an O-(imidomethyl) derivative of 17 -estradiol. J Pharm Sci 1994; 83: 1477-81.
    • (1994) J Pharm Sci , vol.83 , pp. 1477-1481
    • Patel, J.U.1    Prankerd, R.J.2    Sloan, K.B.3
  • 113
    • 0028893285 scopus 로고
    • A prodrug approach to increasing the oral potency of a phenolic drug. Part 2. Pharmacodynamics and preliminary bioavailability of an orally administered O-(iodomethyl) derivative of 17 -estradiol
    • Patel J, Katovich MJ, Sloan KB, Curry SH, Pranker RJ. A prodrug approach to increasing the oral potency of a phenolic drug. Part 2. Pharmacodynamics and preliminary bioavailability of an orally administered O-(iodomethyl) derivative of 17 -estradiol. J Pharm Sci 1994; 84: 174-8.
    • (1994) J Pharm Sci , vol.84 , pp. 174-178
    • Patel, J.1    Katovich, M.J.2    Sloan, K.B.3    Curry, S.H.4    Pranker, R.J.5
  • 115
    • 0028152377 scopus 로고
    • Facilitative glucose transporters
    • Mueckler M. Facilitative glucose transporters. Eur J Biochem 1994; 219: 713-25.
    • (1994) Eur J Biochem , vol.219 , pp. 713-725
    • Mueckler, M.1
  • 117
    • 41149117548 scopus 로고    scopus 로고
    • Benzyl ether-linked glucuronide derivative of 10-hydroxycamptothecin designed for selective camptothecin-based anticancer therapy
    • Leu LY, Chen CS, Yih-Jang Wu YJ, Chern JW. Benzyl ether-linked glucuronide derivative of 10-hydroxycamptothecin designed for selective camptothecin-based anticancer therapy. J Med Chem 2008; 51: 1740-6.
    • (2008) J Med Chem , vol.51 , pp. 1740-1746
    • Leu, L.Y.1    Chen, C.S.2    Yih-Jang Wu, Y.J.3    Chern, J.W.4
  • 118
    • 34248597833 scopus 로고    scopus 로고
    • Synthesis and topical delivery of N-alkyloxycarbonylaminomethyl prodrugs of a model phenolic drug: Acetaminophen
    • Majumdar S, Sloan KB. Synthesis and topical delivery of N-alkyloxycarbonylaminomethyl prodrugs of a model phenolic drug: acetaminophen. Int J Pharm 2007; 337: 48-55.
    • (2007) Int J Pharm , vol.337 , pp. 48-55
    • Majumdar, S.1    Sloan, K.B.2
  • 119
    • 3042808372 scopus 로고    scopus 로고
    • Topical delivery of a model phenolic drug: Alkyoxycarbonyl prodrugs of acetaminophen
    • Wasdo S, Sloan KB. Topical delivery of a model phenolic drug: alkyoxycarbonyl prodrugs of acetaminophen. Pharm Res 2004; 21: 940-6.
    • (2004) Pharm Res , vol.21 , pp. 940-946
    • Wasdo, S.1    Sloan, K.B.2
  • 120
    • 36049052353 scopus 로고    scopus 로고
    • In vitro evaluation of alkylcarbonyloxy-methyl (ACOM) ethers as novel prodrugs of phenols for topical delivery: ACOM prodrugs of acetaminophen
    • Thomas JD, Sloan KB. In vitro evaluation of alkylcarbonyloxy-methyl (ACOM) ethers as novel prodrugs of phenols for topical delivery: ACOM prodrugs of acetaminophen. Int J Pharm 2008; 346: 80-8.
    • (2008) Int J Pharm , vol.346 , pp. 80-88
    • Thomas, J.D.1    Sloan, K.B.2
  • 121
    • 35548984440 scopus 로고    scopus 로고
    • Fenretinide-polyvinylalcohol conjugates: New systems alowing fenretinide itravenous aministration
    • Orienti I, Zuccari G, Bergamante V, Carosio R, Gotti R, Cilli M, et al. Fenretinide-polyvinylalcohol conjugates: New systems alowing fenretinide itravenous aministration. Biomacromolecules 2007; 8: 3258-62.
    • (2007) Biomacromolecules , vol.8 , pp. 3258-3262
    • Orienti, I.1    Zuccari, G.2    Bergamante, V.3    Carosio, R.4    Gotti, R.5    Cilli, M.6
  • 122
    • 35948958631 scopus 로고    scopus 로고
    • Bioreversible derivatives of phenol.2. Reactivity of carbonate esters with fatty acid-like structures towards hydrolysis in aqueous solutions
    • Ostergaard J, Larsen C. Bioreversible derivatives of phenol.2. Reactivity of carbonate esters with fatty acid-like structures towards hydrolysis in aqueous solutions. Molecules 2007; 12: 2396-412.
    • (2007) Molecules , vol.12 , pp. 2396-2412
    • Ostergaard, J.1    Larsen, C.2
  • 123
    • 35948981624 scopus 로고    scopus 로고
    • Bioreversible derivatives of phenol. 1. The role of human serum albumin as related to the stability and binding properties of carbonate esters with fatty acids-like structures in aqueous solution and biological media
    • Ostergaard J, Larsen C. Bioreversible derivatives of phenol. 1. The role of human serum albumin as related to the stability and binding properties of carbonate esters with fatty acids-like structures in aqueous solution and biological media. Molecules 2007; 12: 2380-95.
    • (2007) Molecules , vol.12 , pp. 2380-2395
    • Ostergaard, J.1    Larsen, C.2
  • 124
    • 62749127197 scopus 로고    scopus 로고
    • Evaluation of alkyloxycarbonyloxymethyl (AOCOM) ethers as novel prodrugs of phenols for topical delivery: AOCOM prodrugs of acetaminophen
    • Thomas JD, Sloan KB. Evaluation of alkyloxycarbonyloxymethyl (AOCOM) ethers as novel prodrugs of phenols for topical delivery: AOCOM prodrugs of acetaminophen. Int J Pharm 2009; 371: 25-32.
    • (2009) Int J Pharm , vol.371 , pp. 25-32
    • Thomas, J.D.1    Sloan, K.B.2


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