메뉴 건너뛰기




Volumn 82, Issue 1, 2012, Pages 105-114

Methemoglobin formation by triapine, di-2-pyridylketone-4,4-dimethyl-3- thiosemicarbazone (Dp44mT), and other anticancer thiosemicarbazones: Identification of novel thiosemicarbazones and therapeutics that prevent this effect

Author keywords

[No Author keywords available]

Indexed keywords

3 AMINOPICOLINALDEHYDE THIOSEMICARBAZONE; ASCORBIC ACID; DEFEROXAMINE; DI 2 PYRIDYLKETONE 4,4 DIMETHYL 3 THIOSEMICARBAZONE; IRON COMPLEX; METHEMOGLOBIN; METMYOGLOBIN; OXYHEMOGLOBIN; THIOSEMICARBAZONE; UNCLASSIFIED DRUG;

EID: 84862583681     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.112.078964     Document Type: Article
Times cited : (59)

References (48)
  • 1
    • 0025878646 scopus 로고
    • Kinetics and mechanisms of reduction of Cu(II) and Fe(III) complexes by soybean leghemoglobin α
    • Bakan DA, Saltman P, Thériault Y, and Wright PE (1991) Kinetics and mechanisms of reduction of Cu(II) and Fe(III) complexes by soybean leghemoglobin α. Biochem Biophys Acta 1079:182-196.
    • (1991) Biochem Biophys Acta , vol.1079 , pp. 182-196
    • Bakan, D.A.1    Saltman, P.2    Thériault, Y.3    Wright, P.E.4
  • 2
    • 60549103590 scopus 로고    scopus 로고
    • Iron chelators of the dipyridylketone thiosemicarbazone class: Precomplexation and transmetalation effects on anticancer activity
    • Bernhardt PV, Sharpe PC, Islam M, Lovejoy DB, Kalinowski DS, and Richardson DR (2009) Iron chelators of the dipyridylketone thiosemicarbazone class: precomplexation and transmetalation effects on anticancer activity. J Med Chem 52:407-415.
    • (2009) J Med Chem , vol.52 , pp. 407-415
    • Bernhardt, P.V.1    Sharpe, P.C.2    Islam, M.3    Lovejoy, D.B.4    Kalinowski, D.S.5    Richardson, D.R.6
  • 3
    • 0037237032 scopus 로고    scopus 로고
    • Examination of the antiproliferative activity of iron chelators: Multiple cellular targets and the different mechanism of action of triapine compared with desferrioxamine and the potent pyridoxal isonicotinoyl hydrazone analogue 311
    • Chaston TB, Lovejoy DB, Watts RN, and Richardson DR (2003) Examination of the antiproliferative activity of iron chelators: multiple cellular targets and the different mechanism of action of triapine compared with desferrioxamine and the potent pyridoxal isonicotinoyl hydrazone analogue 311. Clin Cancer Res 9:402-414. (Pubitemid 36109758)
    • (2003) Clinical Cancer Research , vol.9 , Issue.1 I , pp. 402-414
    • Chaston, T.B.1    Lovejoy, D.B.2    Watts, R.N.3    Richardson, D.R.4
  • 4
    • 0033009505 scopus 로고    scopus 로고
    • Accuracy of methemoglobin measurements: Comparison of six different commercial devices and one manual method
    • DOI 10.1097/00003246-199906000-00051
    • Dötsch J, Demirakça S, Hahn D, Katz N, Kühl PG, and Rascher W (1999) Accuracy of methemoglobin measurements: comparison of six different commercial devices and one manual method. Crit Care Med 27:1191-1194. (Pubitemid 29314334)
    • (1999) Critical Care Medicine , vol.27 , Issue.6 , pp. 1191-1194
    • Dotsch, J.1    Demirakca, S.2    Hahn, D.3    Katz, N.4    Kuhl, P.G.5    Rascher, W.6
  • 5
    • 0021702455 scopus 로고
    • The aerobic reduction of Fe(III) complexes by hemoglobin and myoglobin
    • Eguchi LA and Saltman P (1984) The aerobic reduction of Fe(III) complexes by hemoglobin and myoglobin. J Biol Chem 259:14337-14338. (Pubitemid 15222243)
    • (1984) Journal of Biological Chemistry , vol.259 , Issue.23 , pp. 14337-14338
    • Eguchi, L.A.1    Saltman, P.2
  • 6
    • 0005664743 scopus 로고
    • Kinetics and mechanisms of metal reduction by hemoglobin. 1. Reduction of iron(III) complexes
    • Eguchi LA and Saltman P (1987) Kinetics and mechanisms of metal reduction by hemoglobin. 1. Reduction of iron(III) complexes. Inorg Chem 26:3665-3669.
    • (1987) Inorg Chem , vol.26 , pp. 3665-3669
    • Eguchi, L.A.1    Saltman, P.2
  • 7
    • 0024444665 scopus 로고
    • Redox cycling of myoglobin and ascorbate: A potential protective mechanism against oxidative reperfusion injury in muscle
    • Galaris D, Cadenas E, and Hochstein P (1989) Redox cycling of myoglobin and ascorbate: a potential protective mechanism against oxidative reperfusion injury in muscle. Arch Biochem Biophys 273:497-504. (Pubitemid 19222002)
    • (1989) Archives of Biochemistry and Biophysics , vol.273 , Issue.2 , pp. 497-504
    • Galaris, D.1    Cadenas, E.2    Hochstein, P.3
  • 8
    • 0000448118 scopus 로고
    • The oxidation of myoglobin to metmyoglobin by oxygen. I
    • George P and Stratmann CJ (1952) The oxidation of myoglobin to metmyoglobin by oxygen. I. Biochem J 51:103-108.
    • (1952) Biochem J , vol.51 , pp. 103-108
    • George, P.1    Stratmann, C.J.2
  • 9
    • 0005999646 scopus 로고
    • The reduction of methaemoglobin by ascorbic acid
    • Gibson QH (1943) The reduction of methaemoglobin by ascorbic acid. Biochem J 37:615-618.
    • (1943) Biochem J , vol.37 , pp. 615-618
    • Gibson, Q.H.1
  • 10
    • 0027482489 scopus 로고
    • The reaction of ascorbic acid with different heme iron redox states of myoglobin. Antioxidant and prooxidant aspects
    • DOI 10.1016/0014-5793(93)80651-A
    • Giulivi C and Cadenas E (1993) The reaction of ascorbic acid with different heme iron redox states of myoglobin. Antioxidant and prooxidant aspects. FEBS Lett 332: 287-290. (Pubitemid 23305342)
    • (1993) FEBS Letters , vol.332 , Issue.3 , pp. 287-290
    • Giulivi, C.1    Cadenas, E.2
  • 11
    • 34249888204 scopus 로고    scopus 로고
    • Phase I and pharmacokinetic study of Triapine, a potent ribonucleotide reductase inhibitor, in adults with advanced hematologic malignancies
    • Gojo I, Tidwell ML, Greer J, Takebe N, Seiter K, Pochron MF, Johnson B, Sznol M, and Karp JE (2007) Phase I and pharmacokinetic study of Triapine, a potent ribonucleotide reductase inhibitor, in adults with advanced hematologic malignancies. Leuk Res 31:1165-1173.
    • (2007) Leuk Res , vol.31 , pp. 1165-1173
    • Gojo, I.1    Tidwell, M.L.2    Greer, J.3    Takebe, N.4    Seiter, K.5    Pochron, M.F.6    Johnson, B.7    Sznol, M.8    Karp, J.E.9
  • 12
    • 0031159207 scopus 로고    scopus 로고
    • Interference of methylene blue with CO-oximetry of hemoglobin derivatives
    • Gourlain H, Buneaux F, Borron SW, Gouget B, and Levillain P (1997) Interference of methylene blue with CO-oximetry of hemoglobin derivatives. Clin Chem 43:1078-1080.
    • (1997) Clin Chem , vol.43 , pp. 1078-1080
    • Gourlain, H.1    Buneaux, F.2    Borron, S.W.3    Gouget, B.4    Levillain, P.5
  • 13
    • 0033045583 scopus 로고    scopus 로고
    • Potential roles of myoglobin autoxidation in myocardial ischemia- reperfusion injury
    • DOI 10.1016/S0891-5849(98)00338-4, PII S0891584998003384
    • Gunther MR, Sampath V, and Caughey WS (1999) Potential roles of myoglobin autoxidation in myocardial ischemia-reperfusion injury. Free Radic Biol Med 26:1388-1395. (Pubitemid 29302271)
    • (1999) Free Radical Biology and Medicine , vol.26 , Issue.11-12 , pp. 1388-1395
    • Gunther, M.R.1    Sampath, V.2    Caughey, W.S.3
  • 14
    • 0028168472 scopus 로고
    • Spectral analysis of Fe(III)-complex reduction by hemoglobin: Possible mechanisms of interaction
    • Harrington JP and Hicks RL (1994) Spectral analysis of Fe(III)-complex reduction by hemoglobin: possible mechanisms of interaction. Int J Biochem 26:1111-1117.
    • (1994) Int J Biochem , vol.26 , pp. 1111-1117
    • Harrington, J.P.1    Hicks, R.L.2
  • 16
    • 77955365279 scopus 로고    scopus 로고
    • Novel thiosemicarbazones of the ApT and DpT series and their copper complexes: Identification of pronounced redox activity and characterization of their antitumor activity
    • Jansson PJ, Sharpe PC, Bernhardt PV, and Richardson DR (2010) Novel thiosemicarbazones of the ApT and DpT series and their copper complexes: identification of pronounced redox activity and characterization of their antitumor activity. J Med Chem 53:5759-5769.
    • (2010) J Med Chem , vol.53 , pp. 5759-5769
    • Jansson, P.J.1    Sharpe, P.C.2    Bernhardt, P.V.3    Richardson, D.R.4
  • 17
    • 29844457587 scopus 로고    scopus 로고
    • The evolution of iron chelators for the treatment of iron overload disease and cancer
    • DOI 10.1124/pr.57.4.2
    • Kalinowski DS and Richardson DR (2005) The evolution of iron chelators for the treatment of iron overload disease and cancer. Pharmacol Rev 57:547-583. (Pubitemid 43036441)
    • (2005) Pharmacological Reviews , vol.57 , Issue.4 , pp. 547-583
    • Kalinowski, D.S.1    Richardson, D.R.2
  • 18
    • 34547562971 scopus 로고    scopus 로고
    • Design, synthesis, and characterization of novel iron chelators: Structure-activity relationships of the 2-benzoylpyridine thiosemicarbazone series and their 3-nitrobenzoyl analogues as potent antitumor agents
    • DOI 10.1021/jm070445z
    • Kalinowski DS, Yu Y, Sharpe PC, Islam M, Liao YT, Lovejoy DB, Kumar N, Bernhardt PV, and Richardson DR (2007) Design, synthesis, and characterization of novel iron chelators: structure-activity relationships of the 2-benzoylpyridine thiosemicarbazone series and their 3-nitrobenzoyl analogues as potent antitumor agents. J Med Chem 50:3716-3729. (Pubitemid 47195478)
    • (2007) Journal of Medicinal Chemistry , vol.50 , Issue.15 , pp. 3716-3729
    • Kalinowski, D.S.1    Yu, Y.2    Sharpe, P.C.3    Islam, M.4    Liao, Y.-T.5    Lovejoy, D.B.6    Kumar, N.7    Bernhardt, P.V.8    Richardson, D.R.9
  • 19
    • 34547687556 scopus 로고    scopus 로고
    • Phase II study of Triapine in patients with metastatic renal cell carcinoma: A trial of the National Cancer Institute of Canada Clinical Trials Group (NCIC IND.161)
    • DOI 10.1007/s10637-007-9044-9
    • Knox JJ, Hotte SJ, Kollmannsberger C, Winquist E, Fisher B, and Eisenhauer EA (2007) Phase II study of Triapine in patients with metastatic renal cell carcinoma: a trial of the National Cancer Institute of Canada Clinical Trials Group (NCIC IND.161). Invest New Drugs 25:471-477. (Pubitemid 47222906)
    • (2007) Investigational New Drugs , vol.25 , Issue.5 , pp. 471-477
    • Knox, J.J.1    Hotte, S.J.2    Kollmannsberger, C.3    Winquist, E.4    Fisher, B.5    Eisenhauer, E.A.6
  • 20
    • 80053198672 scopus 로고    scopus 로고
    • Novel thiosemicarbazone iron chelators induce up-regulation and phosphorylation of the metastasis suppressor N-myc down-stream regulated gene 1: A new strategy for the treatment of pancreatic cancer
    • Kovacevic Z, Chikhani S, Lovejoy DB, and Richardson DR (2011) Novel thiosemicarbazone iron chelators induce up-regulation and phosphorylation of the metastasis suppressor N-myc down-stream regulated gene 1: a new strategy for the treatment of pancreatic cancer. Mol Pharmacol 80:598-609.
    • (2011) Mol Pharmacol , vol.80 , pp. 598-609
    • Kovacevic, Z.1    Chikhani, S.2    Lovejoy, D.B.3    Richardson, D.R.4
  • 21
    • 69149094267 scopus 로고    scopus 로고
    • Impact of metal coordination on cytotoxicity of 3-aminopyridine-2- carboxaldehyde thiosemicarbazone (triapine) and novel insights into terminal dimethylation
    • Kowol CR, Trondl R, Heffeter P, Arion VB, Jakupec MA, Roller A, Galanski M, Berger W, and Keppler BK (2009) Impact of metal coordination on cytotoxicity of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (triapine) and novel insights into terminal dimethylation. J Med Chem 52:5032-5043.
    • (2009) J Med Chem , vol.52 , pp. 5032-5043
    • Kowol, C.R.1    Trondl, R.2    Heffeter, P.3    Arion, V.B.4    Jakupec, M.A.5    Roller, A.6    Galanski, M.7    Berger, W.8    Keppler, B.K.9
  • 22
    • 76749092292 scopus 로고    scopus 로고
    • Phase I trial of pelvic radiation, weekly cisplatin, and 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) for locally advanced cervical cancer
    • Kunos CA, Waggoner S, von Gruenigen V, Eldermire E, Pink J, Dowlati A, and Kinsella TJ (2010) Phase I trial of pelvic radiation, weekly cisplatin, and 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) for locally advanced cervical cancer. Clin Cancer Res 16:1298-1306.
    • (2010) Clin Cancer Res , vol.16 , pp. 1298-1306
    • Kunos, C.A.1    Waggoner, S.2    Von Gruenigen, V.3    Eldermire, E.4    Pink, J.5    Dowlati, A.6    Kinsella, T.J.7
  • 23
    • 0026666125 scopus 로고
    • Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone
    • Liu MC, Lin TS, and Sartorelli AC (1992) Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone. J Med Chem 35:3672-3677.
    • (1992) J Med Chem , vol.35 , pp. 3672-3677
    • Liu, M.C.1    Lin, T.S.2    Sartorelli, A.C.3
  • 25
    • 80052221642 scopus 로고    scopus 로고
    • Antitumor activity of metal-chelating compound Dp44mT is mediated by formation of a redox-active copper complex that accumulates in lysosomes
    • Lovejoy DB, Jansson PJ, Brunk UT, Wong J, Ponka P, and Richardson DR (2011) Antitumor activity of metal-chelating compound Dp44mT is mediated by formation of a redox-active copper complex that accumulates in lysosomes. Cancer Res 71:5871-5880.
    • (2011) Cancer Res , vol.71 , pp. 5871-5880
    • Lovejoy, D.B.1    Jansson, P.J.2    Brunk, U.T.3    Wong, J.4    Ponka, P.5    Richardson, D.R.6
  • 26
    • 0027506875 scopus 로고
    • Concise review: Methemoglobinemia
    • DOI 10.1002/ajh.2830420104
    • Mansouri A and Lurie AA (1993) Concise review: methemoglobinemia. Am J Hematol 42:7-12. (Pubitemid 23008305)
    • (1993) American Journal of Hematology , vol.42 , Issue.1 , pp. 7-12
    • Mansouri, A.1    Lurie, A.A.2
  • 27
    • 0018650610 scopus 로고
    • Analysis of the kinetics of electron transfer reactions of hemoglobin and myoglobin with inorganic complexes
    • Mauk AG and Gray HB (1979) Analysis of the kinetics of electron transfer reactions of hemoglobin and myoglobin with inorganic complexes. Biochem Biophys Res Commun 86:206-210. (Pubitemid 9075586)
    • (1979) Biochemical and Biophysical Research Communications , vol.86 , Issue.1 , pp. 206-210
    • Mauk, A.G.1    Gray, H.B.2
  • 28
    • 23144439273 scopus 로고    scopus 로고
    • Internal cavities and ligand passageways in human hemoglobin characterized by molecular dynamics simulations
    • DOI 10.1016/j.bbagen.2005.05.014, PII S0304416505001583, Some Insights into the Biophysics of Complex Systems
    • Mouawad L, Maréchal JD, and Perahia D (2005) Internal cavities and ligand passageways in human hemoglobin characterized by molecular dynamics simulations. Biochem Biophys Acta 1724:385-393. (Pubitemid 41080046)
    • (2005) Biochimica et Biophysica Acta - General Subjects , vol.1724 , Issue.3 , pp. 385-393
    • Mouawad, L.1    Marechal, J.-D.2    Perahia, D.3
  • 29
    • 0141455148 scopus 로고    scopus 로고
    • Phase I and pharmacokinetic study of Triapine, a potent ribonucleotide reductase inhibitor, administered daily for five days in patients with advanced solid tumors
    • Murren J, Modiano M, Clairmont C, Lambert P, Savaraj N, Doyle T, and Sznol M (2003) Phase I and pharmacokinetic study of triapine, a potent ribonucleotide reductase inhibitor, administered daily for five days in patients with advanced solid tumors. Clin Cancer Res 9:4092-4100. (Pubitemid 37204025)
    • (2003) Clinical Cancer Research , vol.9 , Issue.11 , pp. 4092-4100
    • Murren, J.1    Modiano, M.2    Clairmont, C.3    Lambert, P.4    Savaraj, N.5    Doyle, T.6    Sznol, M.7
  • 30
    • 42549147608 scopus 로고    scopus 로고
    • Phase I study of the ribonucleotide reductase inhibitor 3-aminopyridine-2-carboxaldehyde-thiosemicarbazone (3-AP) in combination with high dose cytarabine in patients with advanced myeloid leukemia
    • Odenike OM, Larson RA, Gajria D, Dolan ME, Delaney SM, Karrison TG, Ratain MJ, and Stock W (2008) Phase I study of the ribonucleotide reductase inhibitor 3-aminopyridine-2-carboxaldehyde-thiosemicarbazone (3-AP) in combination with high dose cytarabine in patients with advanced myeloid leukemia. Invest New Drugs 26:233-239.
    • (2008) Invest New Drugs , vol.26 , pp. 233-239
    • Odenike, O.M.1    Larson, R.A.2    Gajria, D.3    Dolan, M.E.4    Delaney, S.M.5    Karrison, T.G.6    Ratain, M.J.7    Stock, W.8
  • 31
    • 47249094142 scopus 로고    scopus 로고
    • The labile iron pool in human erythroid cells
    • DOI 10.1111/j.1365-2141.2008.07192.x
    • Prus E and Fibach E (2008) The labile iron pool in human erythroid cells. Br J Haematol 142:301-307. (Pubitemid 351987327)
    • (2008) British Journal of Haematology , vol.142 , Issue.2 , pp. 301-307
    • Prus, E.1    Fibach, E.2
  • 32
    • 70449671208 scopus 로고    scopus 로고
    • Effect of iron chelators on labile iron and oxidative status of thalassaemic erythroid cells
    • Prus E and Fibach E (2010) Effect of iron chelators on labile iron and oxidative status of thalassaemic erythroid cells. Acta Haematol 123:14-20.
    • (2010) Acta Haematol , vol.123 , pp. 14-20
    • Prus, E.1    Fibach, E.2
  • 33
    • 59149089078 scopus 로고    scopus 로고
    • The iron chelator Dp44mT causes DNA damage and selective inhibition of topoisomerase IIα in breast cancer cells
    • Rao VA, Klein SR, Agama KK, Toyoda E, Adachi N, Pommier Y, and Shacter EB (2009) The iron chelator Dp44mT causes DNA damage and selective inhibition of topoisomerase IIα in breast cancer cells. Cancer Res 69:948-957.
    • (2009) Cancer Res , vol.69 , pp. 948-957
    • Rao, V.A.1    Klein, S.R.2    Agama, K.K.3    Toyoda, E.4    Adachi, N.5    Pommier, Y.6    Shacter, E.B.7
  • 34
    • 82455175282 scopus 로고    scopus 로고
    • The iron chelator Dp44mT inhibits the proliferation of cancer cells but fails to protect from doxorubicin-induced cardiotoxicity in spontaneously hypertensive rats
    • Rao VA, Zhang J, Klein SR, Espandiari P, Knapton A, Dickey JS, Herman E, and Shacter EB (2011) The iron chelator Dp44mT inhibits the proliferation of cancer cells but fails to protect from doxorubicin-induced cardiotoxicity in spontaneously hypertensive rats. Cancer Chemother Pharmacol 68:1125-1134.
    • (2011) Cancer Chemother Pharmacol , vol.68 , pp. 1125-1134
    • Rao, V.A.1    Zhang, J.2    Klein, S.R.3    Espandiari, P.4    Knapton, A.5    Dickey, J.S.6    Herman, E.7    Shacter, E.B.8
  • 35
    • 0016431055 scopus 로고
    • Microassay of human erythrocyte catechol-O-methyltransferase: Removal of inhibitory calcium ion with chelating resin
    • Raymond FA and Weinshilboum RM (1975) Microassay of human erythrocyte catechol-O-methyltransferase: removal of inhibitory calcium ion with chelating resin. Clin Chim Acta 58:185-194.
    • (1975) Clin Chim Acta , vol.58 , pp. 185-194
    • Raymond, F.A.1    Weinshilboum, R.M.2
  • 38
    • 33344467539 scopus 로고    scopus 로고
    • 2 bonding in myoglobin and hemoglobin: A new molecular paradigm
    • 2 bonding in myoglobin and hemoglobin: A new molecular paradigm. Prog Biophys Mol Biol 91:83-162.
    • (2006) Prog Biophys Mol Biol , vol.91 , pp. 83-162
    • Shikama, K.1
  • 39
    • 0020035043 scopus 로고
    • Effects of ascorbate on methemoglobin reduction in intact red cells
    • DOI 10.1016/0003-9861(82)90588-4
    • Sullivan SG and Stern A (1982) Effects of ascorbate on methemoglobin reduction in intact red cells. Arch Biochem Biophys 213:590-594. (Pubitemid 12102628)
    • (1982) Archives of Biochemistry and Biophysics , vol.213 , Issue.2 , pp. 590-594
    • Sullivan, S.G.1    Stern, A.2
  • 41
    • 74149093251 scopus 로고    scopus 로고
    • A phase II trial of triapine (NSC# 663249) and gemcitabine as second line treatment of advanced non-small cell lung cancer: Eastern Cooperative Oncology Group Study 1503
    • Traynor AM, Lee JW, Bayer GK, Tate JM, Thomas SP, Mazurczak M, Graham DL, Kolesar JM, and Schiller JH (2010) A phase II trial of triapine (NSC# 663249) and gemcitabine as second line treatment of advanced non-small cell lung cancer: Eastern Cooperative Oncology Group Study 1503. Invest New Drugs 28:91-97.
    • (2010) Invest New Drugs , vol.28 , pp. 91-97
    • Traynor, A.M.1    Lee, J.W.2    Bayer, G.K.3    Tate, J.M.4    Thomas, S.P.5    Mazurczak, M.6    Graham, D.L.7    Kolesar, J.M.8    Schiller, J.H.9
  • 42
    • 2442698003 scopus 로고    scopus 로고
    • Phase I and pharmacokinetic study of the ribonucleotide reductase inhibitor, 3-aminopyridine-2-carboxaldehyde thiosemicarbazone, administered by 96-hour intravenous continuous infusion
    • DOI 10.1200/JCO.2004.07.158
    • Wadler S, Makower D, Clairmont C, Lambert P, Fehn K, and Sznol M (2004) Phase I and pharmacokinetic study of the ribonucleotide reductase inhibitor, 3-aminopyridine-2-carboxaldehyde thiosemicarbazone, administered by 96-hour intravenous continuous infusion. J Clin Oncol 22:1553-1563. (Pubitemid 41079792)
    • (2004) Journal of Clinical Oncology , vol.22 , Issue.9 , pp. 1553-1563
    • Wadler, S.1    Makower, D.2    Clainmont, C.3    Lambert, P.4    Fehn, K.5    Sznol, M.6
  • 43
    • 0016584056 scopus 로고
    • Ascorbic acid and biological systems. Ascorbic acid and electron transport
    • Weis W (1975) Ascorbic acid and biological systems. Ascorbic acid and electron transport. Ann NY Acad Sci 258:190-200.
    • (1975) Ann NY Acad Sci , vol.258 , pp. 190-200
    • Weis, W.1
  • 45
    • 0017684975 scopus 로고
    • Oxidation of human haemoglobin by copper. Mechanism and suggested role of the thiol group of residue β 93
    • Winterbourn CC and Carrell RW (1977) Oxidation of human haemoglobin by copper. Mechanism and suggested role of the thiol group of residue β-93. Biochem J 165:141-148. (Pubitemid 8136895)
    • (1977) Biochemical Journal , vol.165 , Issue.1 , pp. 141-148
    • Winterbourn, C.C.1    Carrell, R.W.2
  • 46
    • 4644288941 scopus 로고    scopus 로고
    • A phase I trial of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone in combination with gemcitabine for patients with advanced cancer
    • DOI 10.1007/s00280-004-0821-2
    • Yen Y, Margolin K, Doroshow J, Fishman M, Johnson B, Clairmont C, Sullivan D, and Sznol M (2004) A phase I trial of 3-aminopyridine-2- carboxaldehyde thiosemicarbazone in combination with gemcitabine for patients with advanced cancer. Cancer Chemother Pharmacol 54:331-342. (Pubitemid 39304428)
    • (2004) Cancer Chemotherapy and Pharmacology , vol.54 , Issue.4 , pp. 331-342
    • Yen, Y.1    Margolin, K.2    Doroshow, J.3    Fishman, M.4    Johnson, B.5    Clairmont, C.6    Sullivan, D.7    Sznol, M.8
  • 48
    • 4444248453 scopus 로고    scopus 로고
    • Novel di-2-pyridyl-derived iron chelators with marked and selective antitumor activity: In vitro and in vivo assessment
    • DOI 10.1182/blood-2004-03-0868
    • Yuan J, Lovejoy DB, and Richardson DR (2004) Novel di-2-pyridyl-derived iron chelators with marked and selective antitumor activity: in vitro and in vivo assessment. Blood 104:1450-1458. (Pubitemid 39166524)
    • (2004) Blood , vol.104 , Issue.5 , pp. 1450-1458
    • Yuan, J.1    Lovejoy, D.B.2    Richardson, D.R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.