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Volumn 436, Issue 1-2, 2012, Pages 240-247

Preparation, characterization and in vitro release study of a glutathione-dependent polymeric prodrug Cis-3-(9H-purin-6-ylthio)-acrylic acid-graft-carboxymethyl chitosan

Author keywords

6 Mercaptopurine; Carboxymethyl chitosan; GSH dependent release; Polymeric prodrug

Indexed keywords

CHITOSAN; CIS 3 (9H PURIN 6 YLTHIO)ACRYLIC ACID GRAFT CARBOXYMETHYL CHITOSAN; GLUTATHIONE; MERCAPTOPURINE; POLYMER; UNCLASSIFIED DRUG;

EID: 84865283533     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2012.06.043     Document Type: Article
Times cited : (34)

References (31)
  • 1
    • 54249155457 scopus 로고    scopus 로고
    • Characteristics and properties of carboxy-methyl chitosan
    • F.R. Abreu, and S.P. Campana-Filho Characteristics and properties of carboxy-methyl chitosan Carbohydr. Polym. 75 2009 214 221
    • (2009) Carbohydr. Polym. , vol.75 , pp. 214-221
    • Abreu, F.R.1    Campana-Filho, S.P.2
  • 2
    • 0001679798 scopus 로고
    • Induction of differentiation of human promyelocytic leukemia cell line (HL-60) by retinoic acid
    • T.R. Breitman, S.E. Selonick, and S.J. Collins Induction of differentiation of human promyelocytic leukemia cell line (HL-60) by retinoic acid Proc. Natl. Acad. Sci. U.S.A. 77 1980 2936 2940
    • (1980) Proc. Natl. Acad. Sci. U.S.A. , vol.77 , pp. 2936-2940
    • Breitman, T.R.1    Selonick, S.E.2    Collins, S.J.3
  • 3
    • 0042766279 scopus 로고    scopus 로고
    • Chemical characteristics of O-carboxymethyl chitosans related to the preparation conditions
    • X.-G. Chen, and H.-J. Park Chemical characteristics of O-carboxymethyl chitosans related to the preparation conditions Carbohydr. Polym. 53 2003 355 359
    • (2003) Carbohydr. Polym. , vol.53 , pp. 355-359
    • Chen, X.-G.1    Park, H.-J.2
  • 4
    • 79955478547 scopus 로고    scopus 로고
    • Chitosan - A versatile semisynthetic polymer in biomedical applications
    • M. Dash, F. Chiellini, R.M. Ottenbrite, and E. Chiellini Chitosan - a versatile semisynthetic polymer in biomedical applications Prog. Polym. Sci. 36 2011 981 1014
    • (2011) Prog. Polym. Sci. , vol.36 , pp. 981-1014
    • Dash, M.1    Chiellini, F.2    Ottenbrite, R.M.3    Chiellini, E.4
  • 5
    • 79958069456 scopus 로고    scopus 로고
    • Michael addition-elimination reactions: Roles in toxicity and potential new therapeutic applications
    • A.A. Elfarra, Springer Science+Business Media New York
    • A.A. Elfarra, and R.J. Krause Michael addition-elimination reactions: roles in toxicity and potential new therapeutic applications A.A. Elfarra, Advances in Bioactivation Research 2008 Springer Science+Business Media New York 57 68
    • (2008) Advances in Bioactivation Research , pp. 57-68
    • Elfarra, A.A.1    Krause, R.J.2
  • 6
    • 0032797568 scopus 로고    scopus 로고
    • Glutathione-dependent metabolism of cis-3-(9H-purin-6-ylthio) acrylic acid to yield the chemotherapeutic drug 6-mercaptopurine: Evidence for two distinct mechanisms in rats
    • S. Gunnarsdottir, and A.A. Elfarra Glutathione-dependent metabolism of cis-3-(9H-purin-6-ylthio) acrylic acid to yield the chemotherapeutic drug 6-mercaptopurine: evidence for two distinct mechanisms in rats J. Pharmacol. Exp. Ther. 290 1999 950 957
    • (1999) J. Pharmacol. Exp. Ther. , vol.290 , pp. 950-957
    • Gunnarsdottir, S.1    Elfarra, A.A.2
  • 7
    • 0036129205 scopus 로고    scopus 로고
    • Novel glutathione-dependent thiopurine prodrugs: Evidence for enhanced cytotoxicity in tumor cells and for decreased bone marrow toxicity in mice
    • S. Gunnarsdottir, M. Rucki, and A.A. Elfarra Novel glutathione-dependent thiopurine prodrugs: evidence for enhanced cytotoxicity in tumor cells and for decreased bone marrow toxicity in mice J. Pharmacol. Exp. Ther. 301 2002 77 86
    • (2002) J. Pharmacol. Exp. Ther. , vol.301 , pp. 77-86
    • Gunnarsdottir, S.1    Rucki, M.2    Elfarra, A.A.3
  • 8
    • 0031361986 scopus 로고    scopus 로고
    • Chemical composition of O-(carboxymethyl)-chitins in relation to lysozyme degradation rates
    • R.J.N. Hjerde, K.M. Varum, H. Grasdalen, S. Tokura, and O. Smidsrod Chemical composition of O-(carboxymethyl)-chitins in relation to lysozyme degradation rates Carbohydr. Polym. 34 1997 131 139
    • (1997) Carbohydr. Polym. , vol.34 , pp. 131-139
    • Hjerde, R.J.N.1    Varum, K.M.2    Grasdalen, H.3    Tokura, S.4    Smidsrod, O.5
  • 9
    • 12344278020 scopus 로고    scopus 로고
    • Lionlenic acid-modified chitosan for formation of self-assembled nanoparticles
    • C.G. Liu, K.G.H. Desai, X.G. Chen, and H.J. Park Lionlenic acid-modified chitosan for formation of self-assembled nanoparticles J. Agric. Food Chem. 53 2005 437 441
    • (2005) J. Agric. Food Chem. , vol.53 , pp. 437-441
    • Liu, C.G.1    Desai, K.G.H.2    Chen, X.G.3    Park, H.J.4
  • 10
    • 52449123720 scopus 로고    scopus 로고
    • Self-assembled hollow nanocapsule from amphiphatic carboxymethyl-hexanoyl chitosan as drug carrier
    • K. Liu, S. Chen, D. Liu, and T. Liu Self-assembled hollow nanocapsule from amphiphatic carboxymethyl-hexanoyl chitosan as drug carrier Macromolecules 41 2008 6511 6516
    • (2008) Macromolecules , vol.41 , pp. 6511-6516
    • Liu, K.1    Chen, S.2    Liu, D.3    Liu, T.4
  • 12
    • 16644398458 scopus 로고    scopus 로고
    • Preparation and characterization of N-acetylchitosan, N-propionylchitosan and N-butyrylchitosan microspheres for controlled release of 6-mercaptourine
    • F.L. Mi, C.K. Peng, M.F. Huang, S.H. Lo, and C.C. Yang Preparation and characterization of N-acetylchitosan, N-propionylchitosan and N-butyrylchitosan microspheres for controlled release of 6-mercaptourine Carbohydr. Polym. 60 2005 219 227
    • (2005) Carbohydr. Polym. , vol.60 , pp. 219-227
    • Mi, F.L.1    Peng, C.K.2    Huang, M.F.3    Lo, S.H.4    Yang, C.C.5
  • 13
    • 0034602122 scopus 로고    scopus 로고
    • Self-assembled hydrogel nanoparticles from curdlan derivatives: Characterization, anti-cancer drug release and interaction with a hepatoma cell line (HepG2)
    • K. Na, K. Park, S.W. Kim, and Y.H. Bae Self-assembled hydrogel nanoparticles from curdlan derivatives: characterization, anti-cancer drug release and interaction with a hepatoma cell line (HepG2) J. Control. Release 69 2000 225 236
    • (2000) J. Control. Release , vol.69 , pp. 225-236
    • Na, K.1    Park, K.2    Kim, S.W.3    Bae, Y.H.4
  • 15
  • 16
    • 33845609694 scopus 로고    scopus 로고
    • Carboxymethyl chitosan-graft-phospha-tidylethanolamine: Amphiphilic matrices for controlled drug delivery
    • M. Prabaharan, R.L. Reis, and J.F. Mano Carboxymethyl chitosan-graft-phospha-tidylethanolamine: amphiphilic matrices for controlled drug delivery React. Funct. Polym. 67 2007 43 52
    • (2007) React. Funct. Polym. , vol.67 , pp. 43-52
    • Prabaharan, M.1    Reis, R.L.2    Mano, J.F.3
  • 17
    • 0035803699 scopus 로고    scopus 로고
    • Advanced drug delivery devices via self-assembly of amphiphilic block copolymers
    • A. Rösler, G.W.M Vandermeulen, and H.-A. Klok Advanced drug delivery devices via self-assembly of amphiphilic block copolymers Adv. Drug Deliv. Rev. 53 2001 95 108
    • (2001) Adv. Drug Deliv. Rev. , vol.53 , pp. 95-108
    • Rösler, A.1    Vandermeulen, W.M.2    Klok, H.-A.3
  • 18
    • 68549083584 scopus 로고    scopus 로고
    • Synthesis and preliminary in vitro biological evaluation of 4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one,a 4-mercaptophenol derivative designed as a novel bifunctional antimelanoma agent
    • P. Ruzza, A. Rosato, A. Nassi, M. Rondina, M. Zorzin, C.R. Rossi, M. Floreani, and L. Quintieri Synthesis and preliminary in vitro biological evaluation of 4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one,a 4-mercaptophenol derivative designed as a novel bifunctional antimelanoma agent J. Med. Chem. 52 2009 4973 4976
    • (2009) J. Med. Chem. , vol.52 , pp. 4973-4976
    • Ruzza, P.1    Rosato, A.2    Nassi, A.3    Rondina, M.4    Zorzin, M.5    Rossi, C.R.6    Floreani, M.7    Quintieri, L.8
  • 19
    • 0347926091 scopus 로고    scopus 로고
    • Drug delivery strategy utilizing conjugation via reversible disulfide linkages: Role and site of cellular reducing activities
    • G. Saito, J.A. Swanson, and K. Lee Drug delivery strategy utilizing conjugation via reversible disulfide linkages: role and site of cellular reducing activities Adv. Drug Deliv. Rev. 55 2003 199 215
    • (2003) Adv. Drug Deliv. Rev. , vol.55 , pp. 199-215
    • Saito, G.1    Swanson, J.A.2    Lee, K.3
  • 22
    • 0036272030 scopus 로고    scopus 로고
    • Solubilization efficiency boosting by amphiphilic block co-polymers in microemulsions
    • T. Sottmann Solubilization efficiency boosting by amphiphilic block co-polymers in microemulsions Curr. Opin. Colloid Interface Sci. 7 2002 57 65
    • (2002) Curr. Opin. Colloid Interface Sci. , vol.7 , pp. 57-65
    • Sottmann, T.1
  • 24
    • 34247860769 scopus 로고    scopus 로고
    • Preparation and characterization of self-aggregated nanoparticles of cholesterol-modified O-carboxymethyl chitosan conjugates
    • Y. Wang, L. Liu, J. Weng, and Q. Zhang Preparation and characterization of self-aggregated nanoparticles of cholesterol-modified O-carboxymethyl chitosan conjugates Carbohydr. Polym. 69 2007 597 606
    • (2007) Carbohydr. Polym. , vol.69 , pp. 597-606
    • Wang, Y.1    Liu, L.2    Weng, J.3    Zhang, Q.4
  • 25
    • 80052025197 scopus 로고    scopus 로고
    • Self-assembled nanoparticles of methotrexate conjugated O-carboxymethyl chitosan: Preparation, characterization and drug release behavior in vitro
    • Y. Wang, X. Yang, J. Yang, Y. Wang, R. Chen, J. Wu, Y. Liu, and N. Zhang Self-assembled nanoparticles of methotrexate conjugated O-carboxymethyl chitosan: preparation, characterization and drug release behavior in vitro Carbohydr. Polym. 86 2011 1665 1670
    • (2011) Carbohydr. Polym. , vol.86 , pp. 1665-1670
    • Wang, Y.1    Yang, X.2    Yang, J.3    Wang, Y.4    Chen, R.5    Wu, J.6    Liu, Y.7    Zhang, N.8
  • 26
    • 0032865515 scopus 로고    scopus 로고
    • Reactivity of biologically important thiol compounds with superoxide and hydrogen peroxide
    • C.C. Winterbourn, and D. Metodiewa Reactivity of biologically important thiol compounds with superoxide and hydrogen peroxide Free Radic. Biol. Med. 27 1999 322 328
    • (1999) Free Radic. Biol. Med. , vol.27 , pp. 322-328
    • Winterbourn, C.C.1    Metodiewa, D.2
  • 27
    • 57849090928 scopus 로고    scopus 로고
    • Polymeric micelle composed of PLA and chitosan as a drug carrier
    • Y. Wu, M. Li, and H. Gao Polymeric micelle composed of PLA and chitosan as a drug carrier J. Polym. Res. 16 2009 11 18
    • (2009) J. Polym. Res. , vol.16 , pp. 11-18
    • Wu, Y.1    Li, M.2    Gao, H.3
  • 28
    • 35648954063 scopus 로고    scopus 로고
    • A simple method for the preparation of PEG-6-mercaptopurine for oral administration
    • M. Zacchigna, F. Cateni, and G. Di-Luca A simple method for the preparation of PEG-6-mercaptopurine for oral administration Bioorg. Med. Chem. Lett. 17 2007 6607 6609
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 6607-6609
    • Zacchigna, M.1    Cateni, F.2    Di-Luca, G.3
  • 29
    • 77950858414 scopus 로고    scopus 로고
    • Effect of molecular weight on the oleoyl-chitosan nanoparticles as carriers for doxorubicin
    • J. Zhang, X.G. Chen, G.Z. Sun, L. Huang, and X.J. Cheng Effect of molecular weight on the oleoyl-chitosan nanoparticles as carriers for doxorubicin Colloids Surf. B 77 2010 125 130
    • (2010) Colloids Surf. B , vol.77 , pp. 125-130
    • Zhang, J.1    Chen, X.G.2    Sun, G.Z.3    Huang, L.4    Cheng, X.J.5
  • 30
    • 78650519892 scopus 로고    scopus 로고
    • Preparation, characterization, and in vitro drug release behavior of 6-mercaptopurine-carboxymethyl chitosan
    • H. Zheng, Y. Rao, Y.H. Yin, X. Xiong, P.H. Xu, and B. Lu Preparation, characterization, and in vitro drug release behavior of 6-mercaptopurine- carboxymethyl chitosan Carbohydr. Polym. 83 2011 1952 1958
    • (2011) Carbohydr. Polym. , vol.83 , pp. 1952-1958
    • Zheng, H.1    Rao, Y.2    Yin, Y.H.3    Xiong, X.4    Xu, P.H.5    Lu, B.6
  • 31
    • 33748933725 scopus 로고    scopus 로고
    • Release characteristics of three model drugs from chitosan/cellulose acetate multimicrospheres
    • H.Y. Zhou, X.G. Chen, C.S. Liu, X.H. Meng, C.G. Liu, and L.J. Yu Release characteristics of three model drugs from chitosan/cellulose acetate multimicrospheres Biochem. Eng. J. 31 2006 228 233
    • (2006) Biochem. Eng. J. , vol.31 , pp. 228-233
    • Zhou, H.Y.1    Chen, X.G.2    Liu, C.S.3    Meng, X.H.4    Liu, C.G.5    Yu, L.J.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.