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Volumn 2, Issue 9, 2012, Pages 850-870

Syntheses and photodynamic activity of pegylated cationic Zn(II)-phthalocyanines in HEp2 cells

Author keywords

Cationic photosensitizer; PDT; Pegylation; Phthalocyanine

Indexed keywords

ETHYLENE; NITRILE; ORGANIC SOLVENT; PHTHALOCYANINE ZINC; PHTHALONITRILE; UNCLASSIFIED DRUG;

EID: 84872372760     PISSN: None     EISSN: 18387640     Source Type: Journal    
DOI: 10.7150/thno.4547     Document Type: Article
Times cited : (36)

References (49)
  • 4
    • 34247552355 scopus 로고    scopus 로고
    • Inactivation of pathogenic microorganisms by photodynamic techniques: mechanistic aspects and perspective applica-tions
    • Jori G, Coppellotti O. Inactivation of pathogenic microorganisms by photodynamic techniques: mechanistic aspects and perspective applica-tions. Anti-Infective Agents in Medicinal Chemistry. 2007; 6(2): 119-131.
    • (2007) Anti-Infective Agents in Medicinal Chemistry , vol.6 , Issue.2 , pp. 119-131
    • Jori, G.1    Coppellotti, O.2
  • 6
    • 0033667119 scopus 로고    scopus 로고
    • Recent advances in photodynamic therapy
    • Pandey RK. Recent advances in photodynamic therapy. J. Porphyrins Phthalocyanines. 2000; 4: 368-373.
    • (2000) J. Porphyrins Phthalocyanines. , vol.4 , pp. 368-373
    • Pandey, R.K.1
  • 7
    • 4043107044 scopus 로고    scopus 로고
    • The present and future role of photo-dynamic therapy in cancer treatment
    • Brown SB, Brown EA, Walker I. The present and future role of photo-dynamic therapy in cancer treatment. Lancet Oncol. 2004; 5: 497-508.
    • (2004) Lancet Oncol , vol.5 , pp. 497-508
    • Brown, S.B.1    Brown, E.A.2    Walker, I.3
  • 8
    • 20444396903 scopus 로고    scopus 로고
    • A review of progress in clinical photodynamic therapy
    • Huang Z. A review of progress in clinical photodynamic therapy. Tech Cancer Res Treatment. 2005; 4: 283-293.
    • (2005) Tech Cancer Res Treatment , vol.4 , pp. 283-293
    • Huang, Z.1
  • 12
    • 0036722937 scopus 로고    scopus 로고
    • Targeting of the photocytotoxic compound AlPcS4 to hela cells by transferrin conjugated peg-liposomes
    • Gijsens A, Derycke A, Missiaen L, De Vos D, Huwyler J, Eberle A, De Witte P. Targeting of the photocytotoxic compound AlPcS4 to hela cells by transferrin conjugated peg-liposomes. Int J Cancer. 2002; 101: 78-85.
    • (2002) Int J Cancer , vol.101 , pp. 78-85
    • Gijsens, A.1    Derycke, A.2    Missiaen, L.3    De Vos, D.4    Huwyler, J.5    Eberle, A.6    De Witte, P.7
  • 13
    • 33749552027 scopus 로고    scopus 로고
    • PEGylated gene nanocarriers based on block catiomers bearing eth-ylenediamine repeating units directed to remarkable enhancement of photochemical transfection
    • Arnida, Nishiyama N, Kanayama N, Jang W-D, Yamasaki Y, Kataoka K. PEGylated gene nanocarriers based on block catiomers bearing eth-ylenediamine repeating units directed to remarkable enhancement of photochemical transfection. J Controlled Release. 2006; 115 (2): 208-215.
    • (2006) J Controlled Release , vol.115 , Issue.2 , pp. 208-215
    • Arnida1    Nishiyama, N.2    Kanayama, N.3    Jang, W.-D.4    Yamasaki, Y.5    Kataoka, K.6
  • 14
    • 77952161423 scopus 로고    scopus 로고
    • Photochemical and photobiological studies of zinc phthalocyanine incorporated into PEGylated nanogels for photodynamic therapy
    • Suzuki T, Oishi M, Nagasaki Y. Photochemical and photobiological studies of zinc phthalocyanine incorporated into PEGylated nanogels for photodynamic therapy. Journal of Photopolymer Science and Technol-ogy. 2009; 22(4): 547-550.
    • (2009) Journal of Photopolymer Science and Technology , vol.22 , Issue.4 , pp. 547-550
    • Suzuki, T.1    Oishi, M.2    Nagasaki, Y.3
  • 15
    • 36348946263 scopus 로고    scopus 로고
    • Peripherally alpha(α)-substituted novel phthalocyanines
    • Durmus M, Ayhan MM, Gürek AG, Ahsen V. Peripherally alpha(α)-substituted novel phthalocyanines. Dyes and Pigments. 2008; 77: 570-577.
    • (2008) Dyes and Pigments , vol.77 , pp. 570-577
    • Durmus, M.1    Ayhan, M.M.2    Gürek, A.G.3    Ahsen, V.4
  • 16
    • 80053311583 scopus 로고    scopus 로고
    • Facile synthesis of pegylated zinc(II) phthalocyanines via transesterification and their in vitro photodynamic activities
    • Bai M, Lo P-C, Ye J, Wu C, Fong W-P, NgDennis KP. Facile synthesis of pegylated zinc(II) phthalocyanines via transesterification and their in vitro photodynamic activities. Organic & Biomolecular Chemis-try. 2011; 9(20): 7028-7032.
    • (2011) Organic & Biomolecular Chemis-try , vol.9 , Issue.20 , pp. 7028-7032
    • Bai, M.1    Lo, P.-C.2    Ye, J.3    Wu, C.4    Fong, W.-P.5    NgDennis, K.P.6
  • 17
    • 80755188982 scopus 로고    scopus 로고
    • Pegylated phthalocyanines: synthesis and spectroscopic properties
    • Li H, Fronczek FR, Vicente MGH. Pegylated phthalocyanines: synthesis and spectroscopic properties. Tetrahedron Lett. 2011; 52: 6675-6678.
    • (2011) Tetrahedron Lett , vol.52 , pp. 6675-6678
    • Li, H.1    Fronczek, F.R.2    Vicente, M.G.H.3
  • 18
    • 0141507048 scopus 로고    scopus 로고
    • Pegylation of charged polymer-photosensitizer conjugates: effects on photodynamic therapy
    • Hamblin MR, Miller JL, Rizvi I, Loew HG, Hasan T. Pegylation of charged polymer-photosensitizer conjugates: effects on photodynamic therapy. Br J Cancer. 2003; 89: 937-943.
    • (2003) Br J Cancer , vol.89 , pp. 937-943
    • Hamblin, M.R.1    Miller, J.L.2    Rizvi, I.3    Loew, H.G.4    Hasan, T.5
  • 19
    • 0034143193 scopus 로고    scopus 로고
    • Biodistribution and bioactivity of tetra-pegylated me-ta-tetra(hydroxyphenyl)chlorin compared to native me-ta-tetra(hydroxyphenyl)chlorin in a rat liver tumor model
    • Rovers JP, Saarnak AE, De Jode M, Sterenborg HJ, Terpstra OT, Grahn MF. Biodistribution and bioactivity of tetra-pegylated me-ta-tetra(hydroxyphenyl)chlorin compared to native me-ta-tetra(hydroxyphenyl)chlorin in a rat liver tumor model. Photochem Photobiol. 2000; 71: 211-217.
    • (2000) Photochem Photobiol , vol.71 , pp. 211-217
    • Rovers, J.P.1    Saarnak, A.E.2    De Jode, M.3    Sterenborg, H.J.4    Terpstra, O.T.5    Grahn, M.F.6
  • 21
    • 0842308157 scopus 로고    scopus 로고
    • Enhancement of chemo-therapeutic response of tumor cells by a heme oxygenase inhibitor, pegylated zinc protoporphyrin
    • Fang J, Sawa T, Akaike T, Greish K, Maeda H. Enhancement of chemo-therapeutic response of tumor cells by a heme oxygenase inhibitor, pegylated zinc protoporphyrin. Int J Cancer. 2004; 109: 1-8.
    • (2004) Int J Cancer , vol.109 , pp. 1-8
    • Fang, J.1    Sawa, T.2    Akaike, T.3    Greish, K.4    Maeda, H.5
  • 22
    • 0038206602 scopus 로고    scopus 로고
    • Targeting cells that overexpress the epidermal growth factor receptor with polyethylene glycolated BPD verteporfin photosensitizer immunoconjugates
    • Savellano MD, Hasan T. Targeting cells that overexpress the epidermal growth factor receptor with polyethylene glycolated BPD verteporfin photosensitizer immunoconjugates. Photochem Photobiol. 2003; 77: 431-439.
    • (2003) Photochem Photobiol , vol.77 , pp. 431-439
    • Savellano, M.D.1    Hasan, T.2
  • 23
    • 16544395938 scopus 로고    scopus 로고
    • PEGyla-tion of liposome decreases the susceptibility of liposomal drug in cancer photodynamic therapy
    • Ichikawa K, Hikita T, Maeda N, Takeuchi Y, Namba Y, Oku N. PEGyla-tion of liposome decreases the susceptibility of liposomal drug in cancer photodynamic therapy. Biol Pharm Bull. 2004; 27: 443-444.
    • (2004) Biol Pharm Bull , vol.27 , pp. 443-444
    • Ichikawa, K.1    Hikita, T.2    Maeda, N.3    Takeuchi, Y.4    Namba, Y.5    Oku, N.6
  • 25
    • 0033094238 scopus 로고    scopus 로고
    • A comparative study of the cellular uptake and photodynamic efficacy of three novel zinc phthalocyanines of differing charge
    • Ball DJ, Mayhew S, Wood SR, Griffiths J, Vernon DI, Brown SB. A comparative study of the cellular uptake and photodynamic efficacy of three novel zinc phthalocyanines of differing charge. Photochem Photobiol. 1999; 69: 390-396.
    • (1999) Photochem Photobiol , vol.69 , pp. 390-396
    • Ball, D.J.1    Mayhew, S.2    Wood, S.R.3    Griffiths, J.4    Vernon, D.I.5    Brown, S.B.6
  • 26
    • 77950036829 scopus 로고    scopus 로고
    • Preparation and in vitro photodynamic activity of amphiphilic zinc(II) phthalocyanines substituted with 2-(dimethylamino)ethylthio moieties and their N-alkylated derivatives
    • Duan W, Lo P-C, Duan L, Fong W-P, NgDennis KP. Preparation and in vitro photodynamic activity of amphiphilic zinc(II) phthalocyanines substituted with 2-(dimethylamino)ethylthio moieties and their N-alkylated derivatives. Bioorganic Medicinal Chemistry. 2010; 18: 2672-2677.
    • (2010) Bioorganic Medicinal Chemistry , vol.18 , pp. 2672-2677
    • Duan, W.1    Lo, P.-C.2    Duan, L.3    Fong, W.-P.4    NgDennis, K.P.5
  • 27
    • 0031079626 scopus 로고    scopus 로고
    • Selective photosensitization of mitochondria in HeLa cells by cationic Zn(II) phthalocyanines with lipophilic side-chains
    • Dummin H, Cernay T, Zimmermann HW. Selective photosensitization of mitochondria in HeLa cells by cationic Zn(II) phthalocyanines with lipophilic side-chains. J Photochem Photobiol B: Biol. 1997; 37: 219-229.
    • (1997) J Photochem Photobiol B: Biol , vol.37 , pp. 219-229
    • Dummin, H.1    Cernay, T.2    Zimmermann, H.W.3
  • 28
    • 39149104356 scopus 로고    scopus 로고
    • Syntheses and Properties of a Series of Cationic Water-Soluble Phthalocyanines
    • Li H, Jensen TJ, Fronczek FR, Vicente MGH. Syntheses and Properties of a Series of Cationic Water-Soluble Phthalocyanines. J Med Chem. 2008; 51(3): 502-511.
    • (2008) J Med Chem , vol.51 , Issue.3 , pp. 502-511
    • Li, H.1    Jensen, T.J.2    Fronczek, F.R.3    Vicente, M.G.H.4
  • 29
    • 77955554824 scopus 로고    scopus 로고
    • Photodynamic effects of isosteric water-soluble phthalocyanines on human nasophar-ynx KB carcinoma cells
    • Marino J, Garcia MCV, Dicelio LE, Roguin LP, Awruch J. Photodynamic effects of isosteric water-soluble phthalocyanines on human nasophar-ynx KB carcinoma cells. Eur J Med Chem. 2010; 45(9): 4129-4139.
    • (2010) Eur J Med Chem , vol.45 , Issue.9 , pp. 4129-4139
    • Marino, J.1    Garcia, M.C.V.2    Dicelio, L.E.3    Roguin, L.P.4    Awruch, J.5
  • 30
    • 77953103894 scopus 로고    scopus 로고
    • Pentalysine β-Carbonylphthalocyanine Zinc: an Effective Tu-mor-Targeting Photosensitizer for Photodynamic Therapy
    • Chen Z, Zhou S, Chen J, Deng Y, Luo Z, Chen H, Hamblin MR, Huang M. Pentalysine β-Carbonylphthalocyanine Zinc: an Effective Tu-mor-Targeting Photosensitizer for Photodynamic Therapy. Chem Med Chem. 2010; 5(6): 890-898.
    • (2010) Chem Med Chem , vol.5 , Issue.6 , pp. 890-898
    • Chen, Z.1    Zhou, S.2    Chen, J.3    Deng, Y.4    Luo, Z.5    Chen, H.6    Hamblin, M.R.7    Huang, M.8
  • 31
    • 77349098533 scopus 로고    scopus 로고
    • Water-soluble cationic gallium(III) and indium(III) phthalocyanines for photodynamic therapy
    • Durmus M, Ahsen V. Water-soluble cationic gallium(III) and indium(III) phthalocyanines for photodynamic therapy. Journal of Inorganic Bio-chemistry. 2010; 104(3): 297-309.
    • (2010) Journal of Inorganic Bio-chemistry , vol.104 , Issue.3 , pp. 297-309
    • Durmus, M.1    Ahsen, V.2
  • 32
    • 0029939432 scopus 로고    scopus 로고
    • Photoinactivation of bacteria Use of a cationic water-soluble zinc phthalocyanine to photoinactivate both Gram-negative and Gram-positive bacteria
    • Minnock A, Vernon DI, Schofield J, Griffiths J, Parish JH, Brown SB. Photoinactivation of bacteria. Use of a cationic water-soluble zinc phthalocyanine to photoinactivate both Gram-negative and Gram-positive bacteria. J Photochem Photobiol B: Biol. 1996; 32:159-164.
    • (1996) J Photochem Photobiol B: Biol , vol.32 , pp. 159-164
    • Minnock, A.1    Vernon, D.I.2    Schofield, J.3    Griffiths, J.4    Parish, J.H.5    Brown, S.B.6
  • 33
    • 78650736466 scopus 로고    scopus 로고
    • Non-aggregated Ga(III)-phthalocyanines in the photody-namic inactivation of planktonic and biofilm cultures of pathogenic mi-croorganisms
    • Mantareva V, Kussovski V, Angelov I, Wohrle D, Dimitrov R, Popova E, Dimitrov S. Non-aggregated Ga(III)-phthalocyanines in the photody-namic inactivation of planktonic and biofilm cultures of pathogenic mi-croorganisms. Photochem Photobiol Sci. 2011; 10: 91-102.
    • (2011) Photochem Photobiol Sci , vol.10 , pp. 91-102
    • Mantareva, V.1    Kussovski, V.2    Angelov, I.3    Wohrle, D.4    Dimitrov, R.5    Popova, E.6    Dimitrov, S.7
  • 34
    • 79952808431 scopus 로고    scopus 로고
    • Synthesis and photodynamic properties of amphiphilic A3B-phthalocyanine derivatives bearing N-heterocycles as potential cationic phototherapeutic agents
    • Tempesti TC, Alvarez MG, Durantini EN. Synthesis and photodynamic properties of amphiphilic A3B-phthalocyanine derivatives bearing N-heterocycles as potential cationic phototherapeutic agents. Dyes and Pigments. 2011; 91: 6-12.
    • (2011) Dyes and Pigments , vol.91 , pp. 6-12
    • Tempesti, T.C.1    Alvarez, M.G.2    Durantini, E.N.3
  • 35
    • 84863116543 scopus 로고    scopus 로고
    • Syntheses and properties of trimethylaminophenoxy-substituted Zn(II)-phthalocyanines
    • Ongarora BG, Hu X, Li H, Fronczek FR, Vicente MGH. Syntheses and properties of trimethylaminophenoxy-substituted Zn(II)-phthalocyanines. Med Chem Commun. 2012; 3: 179-194.
    • (2012) Med Chem Commun , vol.3 , pp. 179-194
    • Ongarora, B.G.1    Hu, X.2    Li, H.3    Fronczek, F.R.4    Vicente, M.G.H.5
  • 37
    • 84872410034 scopus 로고    scopus 로고
    • Brno, Czech Republic: Czech Metrology Institute
    • Nečas DKP. Gwyddion 2.25. Brno, Czech Republic: Czech Metrology Institute. 2009.
    • (2009) Gwyddion 225
    • Nečas, D.K.P.1
  • 39
    • 53549114843 scopus 로고    scopus 로고
    • Photoinduced Cytotoxicity and Biodistribution of Prostate Cancer Cell-Targeted Porphyrins
    • Sehgal I, Sibrian-Vazquez M, Vicente MGH. Photoinduced Cytotoxicity and Biodistribution of Prostate Cancer Cell-Targeted Porphyrins. J Med Chem. 2008; 51: 6014-6020.
    • (2008) J Med Chem , vol.51 , pp. 6014-6020
    • Sehgal, I.1    Sibrian-Vazquez, M.2    Vicente, M.G.H.3
  • 40
    • 0037343958 scopus 로고    scopus 로고
    • Maleimide-oligo(ethylene glycol) Derivatives of Camptothecin as Albumin-Binding Prodrugs: Synthesis and Antitumor Efficacy
    • Warnecke A, Kratz F. Maleimide-oligo(ethylene glycol) Derivatives of Camptothecin as Albumin-Binding Prodrugs: Synthesis and Antitumor Efficacy. Bioconjugate Chemistry. 2003 14: 377-387.
    • (2003) Bioconjugate Chemistry , vol.14 , pp. 377-387
    • Warnecke, A.1    Kratz, F.2
  • 42
    • 77949916566 scopus 로고    scopus 로고
    • Comparative studies of photophysical and photochemical properties of solketal substituted platinum(II) and zinc(II) phthalocyanine sets
    • Zorlu Y, Dumoulin F, Durmuş M, Ahsen V. Comparative studies of photophysical and photochemical properties of solketal substituted platinum(II) and zinc(II) phthalocyanine sets. Tetrahedron. 2010; 66(17): 3248-3258.
    • (2010) Tetrahedron , vol.66 , Issue.17 , pp. 3248-3258
    • Zorlu, Y.1    Dumoulin, F.2    Durmuş, M.3    Ahsen, V.4
  • 43
    • 70350211419 scopus 로고    scopus 로고
    • The synthesis and photophysical properties of water soluble tetrasulfonated, octacarboxylated and quaternised 2 (3)-tetra-(2 pyridiloxy) Ga phthalocyanines
    • Masilela N, Nyokong T. The synthesis and photophysical properties of water soluble tetrasulfonated, octacarboxylated and quaternised 2,(3)-tetra-(2 pyridiloxy) Ga phthalocyanines. Dyes and Pigments. 2010 84(3): 242-248.
    • (2010) Dyes and Pigments , vol.84 , Issue.3 , pp. 242-248
    • Masilela, N.1    Nyokong, T.2
  • 44
    • 77954383970 scopus 로고    scopus 로고
    • Effect of overall charge and charge distribution on cellular uptake, distribution and phototoxicity of cationic porphyrins in HEp2 cells
    • Jensen TJ, Vicente MGH, Luguya R, Norton J, Fronczek FR, Smith KM. Effect of overall charge and charge distribution on cellular uptake, distribution and phototoxicity of cationic porphyrins in HEp2 cells. J Photochemistry and Photobiology B: Biology. 2010; 100(2): 100-111.
    • (2010) J Photochemistry and Photobiology B: Biology , vol.100 , Issue.2 , pp. 100-111
    • Jensen, T.J.1    Vicente, M.G.H.2    Luguya, R.3    Norton, J.4    Fronczek, F.R.5    Smith, K.M.6
  • 45
    • 0345708223 scopus 로고    scopus 로고
    • Localization and photodynamic efficacy of two cationic porphyrins varying in charge distribution
    • Kessel D, Luguya R, Vicente MGH. Localization and photodynamic efficacy of two cationic porphyrins varying in charge distribution. Pho-tochem. Photobiol. 2003; 78: 431-435
    • (2003) Pho-tochem. Photobiol. , vol.78 , pp. 431-435
    • Kessel, D.1    Luguya, R.2    Vicente, M.G.H.3
  • 49
    • 23644436847 scopus 로고    scopus 로고
    • Endoplasmic Reticulum Quality Control and Apotosis
    • Groenendyk J, Michalak M. Endoplasmic Reticulum Quality Control and Apotosis. Acta Biochim. Pol. 2005; 52: 381-395.
    • (2005) Acta Biochim. Pol. , vol.52 , pp. 381-395
    • Groenendyk, J.1    Michalak, M.2


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