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Volumn 7, Issue 3, 2010, Pages 854-862

Intracellular delivery of the reactive oxygen species generating agent d -penicillamine upon conjugation to poly- l -glutamic acid

Author keywords

Apoptosis; Copper; Leukemia; Polymer; Thiol

Indexed keywords

ANNEXIN; ETHYLAMINE; PENICILLAMINE; POLYGLUTAMIC ACID; REACTIVE OXYGEN METABOLITE;

EID: 77953241893     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp1000058     Document Type: Article
Times cited : (18)

References (50)
  • 1
    • 2942593991 scopus 로고    scopus 로고
    • ROS stress in cancer cells and therapeutic implications
    • Pelicano, H.; Carney, D.; Huang, P. ROS stress in cancer cells and therapeutic implications Drug Resist. Updates 2004, 7 (2) 97-110
    • (2004) Drug Resist. Updates , vol.7 , Issue.2 , pp. 97-110
    • Pelicano, H.1    Carney, D.2    Huang, P.3
  • 2
    • 58549089871 scopus 로고    scopus 로고
    • Elevated copper and oxidative stress in cancer cells as a target for cancer treatment
    • Gupte, A.; Mumper, R. J. Elevated copper and oxidative stress in cancer cells as a target for cancer treatment Cancer Treat. Rev. 2009, 35 (1) 32-46
    • (2009) Cancer Treat. Rev. , vol.35 , Issue.1 , pp. 32-46
    • Gupte, A.1    Mumper, R.J.2
  • 3
    • 34548811392 scopus 로고    scopus 로고
    • Copper chelation by D-penicillamine generates reactive oxygen species that are cytotoxic to human leukemia and breast cancer cells
    • Gupte, A.; Mumper, R. J. Copper chelation by D-penicillamine generates reactive oxygen species that are cytotoxic to human leukemia and breast cancer cells Free Radical Biol. Med. 2007, 43 (9) 1271-1278
    • (2007) Free Radical Biol. Med. , vol.43 , Issue.9 , pp. 1271-1278
    • Gupte, A.1    Mumper, R.J.2
  • 4
    • 33847363625 scopus 로고    scopus 로고
    • An investigation into copper catalyzed D-penicillamine oxidation and subsequent hydrogen peroxide generation
    • Gupte, A.; Mumper, R. J. An investigation into copper catalyzed D-penicillamine oxidation and subsequent hydrogen peroxide generation J. Inorg. Biochem. 2007, 101 (4) 594-602
    • (2007) J. Inorg. Biochem. , vol.101 , Issue.4 , pp. 594-602
    • Gupte, A.1    Mumper, R.J.2
  • 5
    • 0021934559 scopus 로고
    • D-Penicillamine - Analysis of the mechanism of copper-catalyzed hydrogen peroxide generation
    • Starkebaum, G.; Root, R. K. D-Penicillamine-analysis of the mechanism of copper-catalyzed hydrogen peroxide generation J. Immunol. 1985, 134 (5) 3371-3378
    • (1985) J. Immunol. , vol.134 , Issue.5 , pp. 3371-3378
    • Starkebaum, G.1    Root, R.K.2
  • 6
    • 0032865515 scopus 로고    scopus 로고
    • Reactivity of biologically important thiol compounds with superoxide and hydrogen peroxide
    • Winterbourn, C. C.; Metodiewa, D. Reactivity of biologically important thiol compounds with superoxide and hydrogen peroxide Free Radical Biol. Med. 1999, 27 (3-4) 322-328
    • (1999) Free Radical Biol. Med. , vol.27 , Issue.3-4 , pp. 322-328
    • Winterbourn, C.C.1    Metodiewa, D.2
  • 7
    • 0029968126 scopus 로고    scopus 로고
    • Role of Fenton chemistry in thiol-induced toxicity and apoptosis
    • Held, K. D.; Sylvester, F. C.; Hopcia, K. L.; Biaglow, J. E. Role of Fenton chemistry in thiol-induced toxicity and apoptosis Radiat. Res. 1996, 145 (5) 542-553
    • (1996) Radiat. Res. , vol.145 , Issue.5 , pp. 542-553
    • Held, K.D.1    Sylvester, F.C.2    Hopcia, K.L.3    Biaglow, J.E.4
  • 10
    • 0032104855 scopus 로고    scopus 로고
    • Copper stimulates proliferation of human endothelial cells under culture
    • Hu, G. F. Copper stimulates proliferation of human endothelial cells under culture J. Cell. Biochem. 1998, 69 (3) 326-335
    • (1998) J. Cell. Biochem. , vol.69 , Issue.3 , pp. 326-335
    • Hu, G.F.1
  • 11
    • 13144293082 scopus 로고    scopus 로고
    • Copper chelation as an antiangiogenic therapy
    • Lowndes, S. A.; Harris, A. L. Copper chelation as an antiangiogenic therapy Oncol. Res. 2004, 14 (11-12) 529-539
    • (2004) Oncol. Res. , vol.14 , Issue.11-12 , pp. 529-539
    • Lowndes, S.A.1    Harris, A.L.2
  • 13
    • 0025774499 scopus 로고
    • Serum trace elements and Cu/Zn ration in breast cancer patients
    • Gupta, S. K.; Shukla, V. K.; Vaidya, M. P.; Roy, S. K.; Gupta, S. Serum trace elements and Cu/Zn ration in breast cancer patients J. Surg. Oncol. 1991, 46 (3) 178-181
    • (1991) J. Surg. Oncol. , vol.46 , Issue.3 , pp. 178-181
    • Gupta, S.K.1    Shukla, V.K.2    Vaidya, M.P.3    Roy, S.K.4    Gupta, S.5
  • 15
    • 33747382087 scopus 로고    scopus 로고
    • Comparison of some trace elements concentration in blood, tumor free breast and tumor tissues of women with benign and malignant breast lesions: An Indian study
    • Siddiqui, M. K. J.; Jyoti; Singh, S.; Mehrotra, P. K.; Singh, K.; Sarangi, R. Comparison of some trace elements concentration in blood, tumor free breast and tumor tissues of women with benign and malignant breast lesions: An Indian study Environ. Int. 2006, 32 (5) 630-637
    • (2006) Environ. Int. , vol.32 , Issue.5 , pp. 630-637
    • Siddiqui, M.K.J.1    Jyoti2    Singh, S.3    Mehrotra, P.K.4    Singh, K.5    Sarangi, R.6
  • 17
    • 33846200852 scopus 로고    scopus 로고
    • Levels of selenium, zinc, copper, and antioxidant enzyme activity in patients with leukemia
    • Zuo, X. L.; Chen, J. M.; Zhou, X.; Li, X. Z.; Mei, G. Y. Levels of selenium, zinc, copper, and antioxidant enzyme activity in patients with leukemia Biol. Trace Elem. Res. 2006, 114 (1-3) 41-53
    • (2006) Biol. Trace Elem. Res. , vol.114 , Issue.1-3 , pp. 41-53
    • Zuo, X.L.1    Chen, J.M.2    Zhou, X.3    Li, X.Z.4    Mei, G.Y.5
  • 18
    • 0024501072 scopus 로고
    • Inhibition of human endothelial cell proliferation in vitro and neovascularization in vivo by D-penicillamine
    • Matsubara, T.; Saura, R.; Hirohata, K.; Ziff, M. Inhibition of Human Endothelial Cell Proliferation Invitro and Neovascularization Invivo by D-penicillamine J. Clin. Invest. 1989, 83 (1) 158-167 (Pubitemid 19048418)
    • (1989) Journal of Clinical Investigation , vol.83 , Issue.1 , pp. 158-167
    • Matsubara, T.1    Saura, R.2    Hirohata, K.3    Ziff, M.4
  • 19
    • 33746965448 scopus 로고    scopus 로고
    • Polymer therapeutics - Polymers as drugs, drug and protein conjugates and gene delivery systems: Past, present and future opportunities (Reprinted from Advances in Polymer Science, vol 192, pg 1-8, 2005)
    • Duncan, R. Polymer therapeutics-polymers as drugs, drug and protein conjugates and gene delivery systems: Past, present and future opportunities (Reprinted from Advances in Polymer Science, vol 192, pg 1'8, 2005) J. Drug Targeting 2006, 14 (6) 333-335
    • (2006) J. Drug Targeting , vol.14 , Issue.6 , pp. 333-335
    • Duncan, R.1
  • 20
    • 47749156009 scopus 로고    scopus 로고
    • Enhanced intracellular delivery of the reactive oxygen species (ROS)-generating copper chelator D-penicillamine via a novel gelatin-D-penicillamine conjugate
    • Gupte, A.; Wadhwa, S.; Mumper, R. J. Enhanced Intracellular Delivery of the Reactive Oxygen Species (ROS)-Generating Copper Chelator D-Penicillamine via a Novel Gelatin-D-Penicillamine Conjugate Bioconjugate Chem. 2008, 19 (7) 1382-1388
    • (2008) Bioconjugate Chem. , vol.19 , Issue.7 , pp. 1382-1388
    • Gupte, A.1    Wadhwa, S.2    Mumper, R.J.3
  • 21
    • 0026081563 scopus 로고
    • The pharmacokinetics of albumin conjugates of D-penicillamine in humans
    • Joyce, D. A.; Day, R. O.; Murphy, B. R. The pharmacokinetics of albumin conjugates of D-penicillamine in humans Drug Metab. Dispos. 1991, 19 (2) 309-311
    • (1991) Drug Metab. Dispos. , vol.19 , Issue.2 , pp. 309-311
    • Joyce, D.A.1    Day, R.O.2    Murphy, B.R.3
  • 22
    • 0024554693 scopus 로고
    • The pharmacokinetics of albumin conjugates of D-penicillamine in rats
    • Joyce, D. A.; Wade, D. N.; Swanson, B. R. The pharmacokinetics of albumin conjugates of D-penicillamine in rats Drug Metab. Dispos. 1989, 17 (2) 208-211
    • (1989) Drug Metab. Dispos. , vol.17 , Issue.2 , pp. 208-211
    • Joyce, D.A.1    Wade, D.N.2    Swanson, B.R.3
  • 23
    • 60749108001 scopus 로고    scopus 로고
    • Polymeric drugs for efficient tumor-targeted drug delivery based on EPR-effect
    • Maeda, H.; Bharate, G. Y.; Daruwalla, J. Polymeric drugs for efficient tumor-targeted drug delivery based on EPR-effect Eur. J. Pharm. Biopharm. 2009, 71 (3) 409-419
    • (2009) Eur. J. Pharm. Biopharm. , vol.71 , Issue.3 , pp. 409-419
    • Maeda, H.1    Bharate, G.Y.2    Daruwalla, J.3
  • 24
    • 0026926609 scopus 로고
    • Conjugates of anticancer agents and polymers- Advantages of macromolecular therapeutics in vivo
    • Maeda, H.; Seymour, L. W.; Miyamoto, Y. Conjugates of anticancer agents and polymers- Advantages of macromolecular therapeutics in vivo Bioconjugate Chem. 1992, 3 (5) 351-362
    • (1992) Bioconjugate Chem. , vol.3 , Issue.5 , pp. 351-362
    • Maeda, H.1    Seymour, L.W.2    Miyamoto, Y.3
  • 25
    • 33747840618 scopus 로고    scopus 로고
    • Polymer conjugates as anticancer nanomedicines
    • Duncan, R. Polymer conjugates as anticancer nanomedicines Nat. Rev. Cancer 2006, 6 (9) 688-701
    • (2006) Nat. Rev. Cancer , vol.6 , Issue.9 , pp. 688-701
    • Duncan, R.1
  • 26
    • 0037072529 scopus 로고    scopus 로고
    • Poly(L-glutamic acid)-anticancer drug conjugates
    • Li, C. Poly(L-glutamic acid)-anticancer drug conjugates Adv. Drug Delivery Rev. 2002, 54 (5) 695-713
    • (2002) Adv. Drug Delivery Rev. , vol.54 , Issue.5 , pp. 695-713
    • Li, C.1
  • 28
    • 0035258680 scopus 로고    scopus 로고
    • Effectiveness of water soluble poly(L-glutamic acid)camptothecin conjugate against resistant human lung cancer xenografted in nude mice
    • Zou, Y. Y.; Wu, Q. P.; Tansey, W.; Chow, D.; Hung, M. C.; Vej, C. C.; Wallace, S.; Li, C. Effectiveness of water soluble poly(L-glutamic acid)camptothecin conjugate against resistant human lung cancer xenografted in nude mice Int. J. Oncol. 2001, 18 (2) 331-336
    • (2001) Int. J. Oncol. , vol.18 , Issue.2 , pp. 331-336
    • Zou, Y.Y.1    Wu, Q.P.2    Tansey, W.3    Chow, D.4    Hung, M.C.5    Vej, C.C.6    Wallace, S.7    Li, C.8
  • 29
    • 0019170967 scopus 로고
    • Soluble macromolecules as carriers for daunorubicin
    • Hurwitz, E.; Wilchek, M.; Pitha, J. Soluble macromolecules as carriers for daunorubicin J. Appl. Biochem. 1980, 2, 25-35
    • (1980) J. Appl. Biochem. , vol.2 , pp. 25-35
    • Hurwitz, E.1    Wilchek, M.2    Pitha, J.3
  • 30
    • 0021326198 scopus 로고
    • Antitumor activity of 1-beta-D-arabinofuranosylcytosine conjugated with polyglutamic acid and its derivative
    • Kato, Y.; Saito, M.; Fukushima, H.; Takeda, Y.; Hara, T. Antitumor activity of 1-beta-D-arabinofuranosylcytosine conjugated with polyglutamic acid and its derivative Cancer Res. 1984, 44 (1) 25-30
    • (1984) Cancer Res. , vol.44 , Issue.1 , pp. 25-30
    • Kato, Y.1    Saito, M.2    Fukushima, H.3    Takeda, Y.4    Hara, T.5
  • 31
    • 0035816202 scopus 로고    scopus 로고
    • Water-soluble poly-(L-glutamic acid)-Gly-camptothecin conjugates enhance camptothecin stability and efficacy in vivo
    • Singer, J. W.; Bhatt, R.; Tulinsky, J.; Buhler, K. R.; Heasley, E.; Klein, P.; de Vries, P. Water-soluble poly-(L-glutamic acid)-Gly-camptothecin conjugates enhance camptothecin stability and efficacy in vivo J. Controlled Release 2001, 74 (1-3) 243-247
    • (2001) J. Controlled Release , vol.74 , Issue.1-3 , pp. 243-247
    • Singer, J.W.1    Bhatt, R.2    Tulinsky, J.3    Buhler, K.R.4    Heasley, E.5    Klein, P.6    De Vries, P.7
  • 33
    • 33745404707 scopus 로고    scopus 로고
    • Site-specific cleavage of RNA by a metal-free artificial nuclease attached to antisense oligonucleotides
    • Gnaccarini, C.; Peter, S.; Scheffer, U.; Vonhoff, S.; Klussmann, S.; Gobel, M. W. Site-specific cleavage of RNA by a metal-free artificial nuclease attached to antisense oligonucleotides J. Am. Chem. Soc. 2006, 128 (24) 8063-8067
    • (2006) J. Am. Chem. Soc. , vol.128 , Issue.24 , pp. 8063-8067
    • Gnaccarini, C.1    Peter, S.2    Scheffer, U.3    Vonhoff, S.4    Klussmann, S.5    Gobel, M.W.6
  • 34
    • 0033014481 scopus 로고    scopus 로고
    • Body condition scoring: A rapid and accurate method for assessing health status in mice
    • Ullman-Cullere, M. H.; Foltz, C. J. Body condition scoring: A rapid and accurate method for assessing health status in mice Lab. Anim. Sci. 1999, 49 (3) 319-323
    • (1999) Lab. Anim. Sci. , vol.49 , Issue.3 , pp. 319-323
    • Ullman-Cullere, M.H.1    Foltz, C.J.2
  • 35
    • 1842563301 scopus 로고    scopus 로고
    • Murine L1210 and P388 leukemias
    • B. A., Ed.; Humana Press: Totowa, NJ
    • Dykes, D. J.; Waud, W. R., Murine L1210 and P388 Leukemias. In Tumor models in cancer research; Teicher, B. A., Ed.; Humana Press: Totowa, NJ, 2002; pp 23 - 40.
    • (2002) Tumor Models in Cancer Research , pp. 23-40
    • Dykes, D.J.1    Waud, W.R.2
  • 36
    • 0026592714 scopus 로고
    • Antitumor drug cross-resistance in vivo in a murine P388 leukemia resistant to ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7- ylcarbamate 2-hydroxyethanesulfonate hydrate (NSC 370 147) 370 147
    • Waud, W. R.; Harrison, S. D.; Temple, C. G.; Griswold, D. P. Antitumor drug cross-resistance in vivo in a murine P388 leukemia resistant to ethyl 5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7-ylcarbamate 2-hydroxyethanesulfonate hydrate (NSC 370 147) 370 147 Cancer Chemother. Pharmacol. 1992, 29 (3) 190-194
    • (1992) Cancer Chemother. Pharmacol. , vol.29 , Issue.3 , pp. 190-194
    • Waud, W.R.1    Harrison, S.D.2    Temple, C.G.3    Griswold, D.P.4
  • 37
    • 0019767806 scopus 로고
    • Transport of D-penicillamine and L-penicillamine by mammalian cells
    • Lodemann, E. Transport of D-penicillamine and L-penicillamine by mammalian cells Biochem. Biophys. Res. Commun. 1981, 102 (2) 775-783
    • (1981) Biochem. Biophys. Res. Commun. , vol.102 , Issue.2 , pp. 775-783
    • Lodemann, E.1
  • 38
    • 33645115858 scopus 로고    scopus 로고
    • Synthesis and evaluation of long-acting D-penicillamine derivatives
    • Chvapil, M.; Kielar, F.; Liska, F.; Silhankova, A.; Brendel, K. Synthesis and evaluation of long-acting D-penicillamine derivatives Connect. Tissue Res. 2005, 46 (4-5) 242-250
    • (2005) Connect. Tissue Res. , vol.46 , Issue.4-5 , pp. 242-250
    • Chvapil, M.1    Kielar, F.2    Liska, F.3    Silhankova, A.4    Brendel, K.5
  • 39
    • 0032580444 scopus 로고    scopus 로고
    • Targetable HPMA copolymer-adriamycin conjugates. Recognition, internalization, and subcellular fate
    • Omelyanenko, V.; Kopeková, P.; Gentry, C.; Kopeek, J. Targetable HPMA copolymer-adriamycin conjugates. Recognition, internalization, and subcellular fate J. Controlled Release 1998, 53 (1-3) 25-37
    • (1998) J. Controlled Release , vol.53 , Issue.1-3 , pp. 25-37
    • Omelyanenko, V.1    Kopeková, P.2    Gentry, C.3    Kopeek, J.4
  • 41
    • 0022227637 scopus 로고
    • Disulfide spacer between methotrexate and poly(d-lysine)- A probe for exploring the reductive process in endocytosis
    • Shen, W. C.; Ryser, H. J. P.; Lamanna, L. Disulfide spacer between methotrexate and poly(d-lysine)- A probe for exploring the reductive process in endocytosis J. Biol. Chem. 1985, 260 (20) 905-908
    • (1985) J. Biol. Chem. , vol.260 , Issue.20 , pp. 905-908
    • Shen, W.C.1    Ryser, H.J.P.2    Lamanna, L.3
  • 42
    • 0036494570 scopus 로고    scopus 로고
    • Transformed and tumor-derived human cells exhibit preferential sensitivity to the thiol antioxidants, N-acetyl cysteine and penicillamine
    • Havre, P. A.; O'Reilly, S.; McCormick, J. J.; Brash, D. E. Transformed and tumor-derived human cells exhibit preferential sensitivity to the thiol antioxidants, N-acetyl cysteine and penicillamine Cancer Res. 2002, 62 (5) 1443-1449
    • (2002) Cancer Res. , vol.62 , Issue.5 , pp. 1443-1449
    • Havre, P.A.1    O'Reilly, S.2    McCormick, J.J.3    Brash, D.E.4
  • 43
    • 33644669954 scopus 로고    scopus 로고
    • The utility of N, N-biotinyl glutathione disulfide in the study of protein S-glutathiolation
    • Brennan, J. P.; Miller, J. I. A.; Fuller, W.; Wait, R.; Begum, S.; Dunn, M. J.; Eaton, P. The utility of N, N-biotinyl glutathione disulfide in the study of protein S-glutathiolation Mol. Cell. Proteomics 2006, 5 (2) 215-225
    • (2006) Mol. Cell. Proteomics , vol.5 , Issue.2 , pp. 215-225
    • Brennan, J.P.1    Miller, J.I.A.2    Fuller, W.3    Wait, R.4    Begum, S.5    Dunn, M.J.6    Eaton, P.7
  • 44
    • 0037255080 scopus 로고    scopus 로고
    • Tat-conjugated synthetic macromolecules facilitate cytoplasmic drug delivery to human ovarian carcinoma cells
    • Nori, A.; Jensen, K. D.; Tijerina, M.; Kopeckova, P.; Kopecek, J. Tat-conjugated synthetic macromolecules facilitate cytoplasmic drug delivery to human ovarian carcinoma cells Bioconjugate Chem. 2003, 14 (1) 44-50
    • (2003) Bioconjugate Chem. , vol.14 , Issue.1 , pp. 44-50
    • Nori, A.1    Jensen, K.D.2    Tijerina, M.3    Kopeckova, P.4    Kopecek, J.5
  • 45
    • 0035821383 scopus 로고    scopus 로고
    • Enhanced plasmid DNA transfection with lysosomotropic agents in cultured fibroblasts
    • Ciftci, K.; Levy, R. J. Enhanced plasmid DNA transfection with lysosomotropic agents in cultured fibroblasts Int. J. Pharm. 2001, 218 (1-2) 81-92
    • (2001) Int. J. Pharm. , vol.218 , Issue.1-2 , pp. 81-92
    • Ciftci, K.1    Levy, R.J.2
  • 46
    • 0020352681 scopus 로고
    • Weak bases and ionophores rapidly and reversibly raise the pH of endocytic vesicles in cultured mouse fibroblasts
    • Maxfield, F. R. Weak Bases and Ionophores Rapidly and Reversibly Raise the pH of Endocytic Vesicles in Cultured Mouse Fibroblasts J. Cell Biol. 1982, 95 (2) 676-681
    • (1982) J. Cell Biol. , vol.95 , Issue.2 , pp. 676-681
    • Maxfield, F.R.1
  • 47
    • 0019810497 scopus 로고
    • Probable superoxide therapy of experimental cancer with D-penicillamine
    • Okuyama, S.; Mishina, H. Probable Superoxide Therapy of Experimental Cancer with D-penicillamine Tohoku J. Exp. Med. 1981, 135 (2) 215-216
    • (1981) Tohoku J. Exp. Med. , vol.135 , Issue.2 , pp. 215-216
    • Okuyama, S.1    Mishina, H.2
  • 48
    • 77953274186 scopus 로고    scopus 로고
    • NOV-002, a glutathione disulfide mimetic, is a pleiotropic modulator of cellular redox balance
    • Tew, K. D.; He, L.; Hutchens, S.; VandenBerg, T. E.; Pazoles, C. J.; Townsend, D. M. NOV-002, a glutathione disulfide mimetic, is a pleiotropic modulator of cellular redox balance Biomed. Pharmacother. 2008, 62 (7) 427-427
    • (2008) Biomed. Pharmacother. , vol.62 , Issue.7 , pp. 427-427
    • Tew, K.D.1    He, L.2    Hutchens, S.3    Vandenberg, T.E.4    Pazoles, C.J.5    Townsend, D.M.6
  • 50
    • 0019992950 scopus 로고
    • Oxidative destruction of erythrocyte ghost membranes catalyzed by the doxorubicin-iron complex
    • Myers, C. E.; Gianni, L.; Simone, C. B.; Klecker, R.; Greene, R. Oxidative destruction of erythrocyte ghost membranes catalyzed by the doxorubicin-iron complex Biochemistry 1982, 21 (8) 1707-1713
    • (1982) Biochemistry , vol.21 , Issue.8 , pp. 1707-1713
    • Myers, C.E.1    Gianni, L.2    Simone, C.B.3    Klecker, R.4    Greene, R.5


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