메뉴 건너뛰기




Volumn 41, Issue 7, 2006, Pages 595-602

Ester prodrug of scutellarin: Synthesis, physicochemical property and degradation

Author keywords

Cyclodextrin complex; Emulsion; Glycolamide ester; Intestinal degradation; Physicochemical property; Prodrug; Scutellarin; Synthesis

Indexed keywords

APIGENIN; BENZYL SCUTELLARIN; ESTER; ETHYL SCUTELLARIN; FLAVONE DERIVATIVE; GLUCURONIC ACID; GLUCURONIDE; N,N DIETHYLGLYCOLAMIDE 4',5,6 TRIHYDROXYFLAVONE 7 GLUCURONIDE ESTER; N,N-DIETHYLGLYCOLAMIDE-4',5,6-TRIHYDROXYFLAVONE-7-GLUCURONIDE ESTER; PRODRUG; SCUTELLARIN;

EID: 33748944180     PISSN: 05134870     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (12)

References (30)
  • 1
    • 0242390471 scopus 로고    scopus 로고
    • Protective effects of scutellarin on superoxide-induced oxidative stress in rat cortical synaptosomes
    • Liu H, Yang XL, Wang Y, et al. Protective effects of scutellarin on superoxide-induced oxidative stress in rat cortical synaptosomes [J]. Acta Pharmacol Sin, 2003, 24:1113-1117.
    • (2003) Acta Pharmacol Sin , vol.24 , pp. 1113-1117
    • Liu, H.1    Yang, X.L.2    Wang, Y.3
  • 2
    • 25144443800 scopus 로고    scopus 로고
    • Effects of breviscapine on the changes in antioxidant enzyme activity induced by cerebral ischemia reperfusion in rats
    • Chen XX, He B. Effects of breviscapine on the changes in antioxidant enzyme activity induced by cerebral ischemia reperfusion in rats [J]. J Chin Pharm Sci, 1998, 7:91-93.
    • (1998) J Chin Pharm Sci , vol.7 , pp. 91-93
    • Chen, X.X.1    He, B.2
  • 3
    • 25144486399 scopus 로고
    • Influence of DZXX injection on blood viscosity in patients with high blood viscosity
    • Xu QY, Li XX. Influence of DZXX injection on blood viscosity in patients with high blood viscosity [J]. New Drugs Clin Rem, 1995, 14:233.
    • (1995) New Drugs Clin Rem , vol.14 , pp. 233
    • Xu, Q.Y.1    Li, X.X.2
  • 4
    • 23044465013 scopus 로고    scopus 로고
    • Pharmacokinetics and absolute bioavailability of breviscapine in beagle dogs
    • Ge QH, Zhou Z, Zhi XJ, et al. Pharmacokinetics and absolute bioavailability of breviscapine in beagle dogs [J]. Chi J Pharm, 2003, 34:618-620.
    • (2003) Chi J Pharm , vol.34 , pp. 618-620
    • Ge, Q.H.1    Zhou, Z.2    Zhi, X.J.3
  • 5
    • 23044482912 scopus 로고    scopus 로고
    • Study on the pharmacokinetics of breviscapine and its β-cyclodextrin complex in rats
    • Zhang HY, Ping QN, Guo JX, et al. Study on the pharmacokinetics of breviscapine and its β-cyclodextrin complex in rats [J]. Acta Pharm Sin, 2005, 40:563-567.
    • (2005) Acta Pharm Sin , vol.40 , pp. 563-567
    • Zhang, H.Y.1    Ping, Q.N.2    Guo, J.X.3
  • 6
    • 0022645133 scopus 로고
    • Enalapril. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in hypertension and congestive heart failure
    • Todd PA, Heel RC, Enalapril. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in hypertension and congestive heart failure [J]. Drugs, 1986, 31:198-248.
    • (1986) Drugs , vol.31 , pp. 198-248
    • Todd, P.A.1    Heel, R.C.2
  • 7
    • 0029554542 scopus 로고
    • Pharmacology and clinical use of the new ACE-inhibitor moexipril
    • Stimpel M, Bonn R, Koch B, et al. Pharmacology and clinical use of the new ACE-inhibitor moexipril [J]. Cardiovasc Drug Rev, 1995, 13:211-229.
    • (1995) Cardiovasc Drug Rev , vol.13 , pp. 211-229
    • Stimpel, M.1    Bonn, R.2    Koch, B.3
  • 8
    • 0033385681 scopus 로고    scopus 로고
    • Clinical pharmacokinetics of the prodrug oseltamivir and its active metabolite Ro 64-0802
    • He G, Massarella J, Ward P. Clinical pharmacokinetics of the prodrug oseltamivir and its active metabolite Ro 64-0802 [J]. Clin Pharmacokinet, 1999, 37:471-484.
    • (1999) Clin Pharmacokinet , vol.37 , pp. 471-484
    • He, G.1    Massarella, J.2    Ward, P.3
  • 10
    • 0028178572 scopus 로고
    • 14C-camostat mesylate in man, rat and dog after intravenous administration
    • 14C-camostat mesylate in man, rat and dog after intravenous administration [J]. Xenobiotica, 1994, 24:79-92.
    • (1994) Xenobiotica , vol.24 , pp. 79-92
    • Midgley, I.1    Hood, A.J.2    Proctor, P.3
  • 11
    • 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, et al, Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: challenges to the discovery scientist [J]. Current Drug Metabolism, 2003, 4:461-485
    • (2003) Current Drug Metabolism , vol.4 , pp. 461-485
    • Beaumont, K.1    Webster, R.2    Gardner, I.3
  • 12
    • 0029998275 scopus 로고    scopus 로고
    • Comparative studies of drug-metabolizing enzymes in dog, monkey, and human small intestines, and in Caco-2 cells
    • Prueksaritanont T, Gorham LM, Hochman JH, et al. Comparative studies of drug-metabolizing enzymes in dog, monkey, and human small intestines, and in Caco-2 cells [J]. Drug Metab Dispos, 1996, 24:634-642.
    • (1996) Drug Metab Dispos , vol.24 , pp. 634-642
    • Prueksaritanont, T.1    Gorham, L.M.2    Hochman, J.H.3
  • 13
    • 0032550313 scopus 로고    scopus 로고
    • Cefpodoxime-proxetil protection from intestinal lumen hydrolysis by oil-in water submicron emulsions
    • Crauste-Manciet S, Brossard D, Decroix MO, et al. Cefpodoxime-proxetil protection from intestinal lumen hydrolysis by oil-in water submicron emulsions [J]. Int J Pharm, 1998, 165:97-106
    • (1998) Int J Pharm , vol.165 , pp. 97-106
    • Crauste-Manciet, S.1    Brossard, D.2    Decroix, M.O.3
  • 14
    • 0033743306 scopus 로고    scopus 로고
    • Release characteristics of a short-chain fatty acid, n-butyric acid, from its β-cyclodextrin ester conjugate in rat biological media
    • Hirayama F, Ogata T, Yano H. Release characteristics of a short-chain fatty acid, n-butyric acid, from its β-cyclodextrin ester conjugate in rat biological media [J]. J Pharm Sci, 2000, 89:1487-1494.
    • (2000) J Pharm Sci , vol.89 , pp. 1487-1494
    • Hirayama, F.1    Ogata, T.2    Yano, H.3
  • 15
    • 0031822973 scopus 로고    scopus 로고
    • Evaluation of a targeted prodrug strategy to enhance oral absorption of prooly water-soluble compounds
    • Chan HO, Schmid HL, Stilgenbauer LA, et al. Evaluation of a targeted prodrug strategy to enhance oral absorption of prooly water-soluble compounds [J]. Pharm Res, 1998, 15:1012-1018.
    • (1998) Pharm Res , vol.15 , pp. 1012-1018
    • Chan, H.O.1    Schmid, H.L.2    Stilgenbauer, L.A.3
  • 16
    • 0036278163 scopus 로고    scopus 로고
    • Effect of mono- and di-acylation on the ocular disposition of ganciclovir: Physicochemical properties, ocular bioreversion, and antiviral activity of short chain ester prodrugs
    • Dias CS, Anand BS, Mitra Ak. Effect of mono- and di-acylation on the ocular disposition of ganciclovir: physicochemical properties, ocular bioreversion, and antiviral activity of short chain ester prodrugs [J]. J Pharm Sci, 2001, 91:660-668.
    • (2001) J Pharm Sci , vol.91 , pp. 660-668
    • Dias, C.S.1    Anand, B.S.2    Mitra, Ak.3
  • 17
    • 0023910667 scopus 로고
    • Glycolamide ester as a novel biolabile prodrug type for non-steroidal anti-inflammatory carboxylic acid drugs
    • Bundgaard H, Nielsen NM. Glycolamide ester as a novel biolabile prodrug type for non-steroidal anti-inflammatory carboxylic acid drugs [J]. Int J Pharm, 1988, 43:101-110.
    • (1988) Int J Pharm , vol.43 , pp. 101-110
    • Bundgaard, H.1    Nielsen, N.M.2
  • 18
    • 16444382312 scopus 로고    scopus 로고
    • Complexation of celecoxib with β-cyclodextrin: Characterization of the interaction in solution and in solid state
    • Sinha VR, Anitha R, Ghosh S, et al. Complexation of celecoxib with β-cyclodextrin: characterization of the interaction in solution and in solid state [J]. J Pharm Sci, 2005, 94:676-687.
    • (2005) J Pharm Sci , vol.94 , pp. 676-687
    • Sinha, V.R.1    Anitha, R.2    Ghosh, S.3
  • 19
    • 0042383291 scopus 로고    scopus 로고
    • Improvement of cefpodoxime proxetil oral absorption in rats by oil-in water submicron emulsion
    • Nicolaos G, Crauste-Manciet S, Farinotti R, et al. Improvement of cefpodoxime proxetil oral absorption in rats by oil-in water submicron emulsion [J]. Int J Pharm, 2003, 263:165-171.
    • (2003) Int J Pharm , vol.263 , pp. 165-171
    • Nicolaos, G.1    Crauste-Manciet, S.2    Farinotti, R.3
  • 20
    • 0037133114 scopus 로고    scopus 로고
    • Colon-specific delivery of prednisolone-appended α-cyclodextrin conjugate: Alleviation of systemic side effect after oral administration
    • Yano H, Hirayama F, Kamada M, et al. Colon-specific delivery of prednisolone-appended α-cyclodextrin conjugate: alleviation of systemic side effect after oral administration [J]. J Control Release, 2002, 79:103-112.
    • (2002) J Control Release , vol.79 , pp. 103-112
    • Yano, H.1    Hirayama, F.2    Kamada, M.3
  • 21
    • 0242584997 scopus 로고    scopus 로고
    • Lipophilicities of baclofen ester prodrugs correlate with affinities to the ATP-dependent efflux pump P-glycoprotein: Relevance for their permeation across the blood-brain barrier?
    • Leisen C, Langguth P, Herbert B, et al. Lipophilicities of baclofen ester prodrugs correlate with affinities to the ATP-dependent efflux pump P-glycoprotein: relevance for their permeation across the blood-brain barrier? [J]. Pharm Res, 2003, 20:772-778.
    • (2003) Pharm Res , vol.20 , pp. 772-778
    • Leisen, C.1    Langguth, P.2    Herbert, B.3
  • 22
    • 0023988548 scopus 로고
    • Glycolamide ester as biolabile prodrugs of carboxylic acid agents: Synthesis, stability, bioconversion and physicochemical properties
    • Nielsen NM, Bundgaard H. Glycolamide ester as biolabile prodrugs of carboxylic acid agents: synthesis, stability, bioconversion and physicochemical properties [J]. J Pharm Sci, 1988, 77:285-298.
    • (1988) J Pharm Sci , vol.77 , pp. 285-298
    • Nielsen, N.M.1    Bundgaard, H.2
  • 23
    • 0036236051 scopus 로고    scopus 로고
    • Current progress on esterases: From molecular structure to function
    • Satuo T, Taylor P, Boston WF, et al. Current progress on esterases: from molecular structure to function [J]. Drug Metab Dispos, 2002, 30:488-493.
    • (2002) Drug Metab Dispos , vol.30 , pp. 488-493
    • Satuo, T.1    Taylor, P.2    Boston, W.F.3
  • 24
    • 0027376703 scopus 로고
    • Human xenobiotic metabolizing esterases in liver and blood
    • Mccracken NW, Blain PG, Williams FM. Human xenobiotic metabolizing esterases in liver and blood [J]. Biochem Pharmacol, 1993, 46:1125-1129.
    • (1993) Biochem Pharmacol , vol.46 , pp. 1125-1129
    • Mccracken, N.W.1    Blain, P.G.2    Williams, F.M.3
  • 25
    • 0025778632 scopus 로고
    • Novel chemical approaches in prodrug design
    • Bundgaard H. Novel chemical approaches in prodrug design [J]. Drugs Fut, 1991, 16:443-458.
    • (1991) Drugs Fut , vol.16 , pp. 443-458
    • Bundgaard, H.1
  • 26
    • 0037371414 scopus 로고    scopus 로고
    • Metabolism of flavonoids via enteric recycling: Role of intestinal disposition
    • Chen J, Lin HM, Hu M. Metabolism of flavonoids via enteric recycling: role of intestinal disposition [J]. J Pharmcol Exp Ther, 2003, 304:1228-1235.
    • (2003) J Pharmcol Exp Ther , vol.304 , pp. 1228-1235
    • Chen, J.1    Lin, H.M.2    Hu, M.3
  • 28
    • 0034665485 scopus 로고    scopus 로고
    • Species-dependent and site-specific intestinal metabolism of ester prodrugs
    • Gelder JV, Shafiee M, Clercq ED, 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
    • Gelder, J.V.1    Shafiee, M.2    Clercq, E.D.3
  • 29
    • 0029101703 scopus 로고
    • Species dependent esterase activities for hydrolysis of anti-HIV prodrug glycovir and bioavailability of active sc-48334
    • Cook CS, Karabatsos PJ, Schoenhard GL, et al. Species dependent esterase activities for hydrolysis of anti-HIV prodrug glycovir and bioavailability of active sc-48334 [J]. Pharm Res, 1995, 12:1158-1164.
    • (1995) Pharm Res , vol.12 , pp. 1158-1164
    • Cook, C.S.1    Karabatsos, P.J.2    Schoenhard, G.L.3
  • 30
    • 0031946994 scopus 로고    scopus 로고
    • Membrane transport of drugs in different regions of the intestinal tract of the rat
    • Ungell AL, Bergstrand SB, Sjoberg A, et al. Membrane transport of drugs in different regions of the intestinal tract of the rat [J]. J Pharm Sci, 1998, 87:360-366.
    • (1998) J Pharm Sci , vol.87 , pp. 360-366
    • Ungell, A.L.1    Bergstrand, S.B.2    Sjoberg, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.