메뉴 건너뛰기




Volumn 50, Issue 6, 2002, Pages 509-513

The doxorubicin-cardioprotective drug dexrazoxane undergoes metabolism in the rat to its metal ion-chelating form ADR-925

Author keywords

ADR 925; Antioxidant; Dexrazoxane; Doxorubicin; Iron

Indexed keywords

1,2 PROPANEDIAMINE N,N' DIACETAMIDE N,N' DIACETIC ACID; CASEIN; DOXORUBICIN; IRON; METAL CHELATE; METAL ION; OXYGEN RADICAL; RAZOXANE;

EID: 0036449366     PISSN: 03445704     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00280-002-0538-z     Document Type: Article
Times cited : (32)

References (31)
  • 1
    • 0027740137 scopus 로고
    • The one-ring open hydrolysis product intermediates of the cardioprotective agent ICRF-187 (dexrazoxane) displace iron from iron-anthracycline complexes
    • Buss JL, Hasinoff BB (1993) The one-ring open hydrolysis product intermediates of the cardioprotective agent ICRF-187 (dexrazoxane) displace iron from iron-anthracycline complexes. Agents Actions 40:86-95
    • (1993) Agents Actions , vol.40 , pp. 86-95
    • Buss, J.L.1    Hasinoff, B.B.2
  • 2
    • 0030783131 scopus 로고    scopus 로고
    • Metal ion-promoted hydrolysis of the antioxidant cardioprotective agent dexrazoxane (ICRF-187) and its one-ring open hydrolysis products to its metal-chelating active form
    • Buss JL, Hasinoff BB (1997) Metal ion-promoted hydrolysis of the antioxidant cardioprotective agent dexrazoxane (ICRF-187) and its one-ring open hydrolysis products to its metal-chelating active form. J Inorg Biochem 68:101-108
    • (1997) J Inorg Biochem , vol.68 , pp. 101-108
    • Buss, J.L.1    Hasinoff, B.B.2
  • 3
    • 0016775708 scopus 로고
    • Studies on the stability and cellular distribution of dioxopiperazines in cultured BHK-21 S cells
    • Dawson KM (1975) Studies on the stability and cellular distribution of dioxopiperazines in cultured BHK-21 S cells. Biochem Pharmacol 24:2249-2253
    • (1975) Biochem Pharmacol , vol.24 , pp. 2249-2253
    • Dawson, K.M.1
  • 4
    • 0034136253 scopus 로고    scopus 로고
    • Iron complexes of the cardioprotective agent dexrazoxane (ICRF-187) and its desmethyl derivative, ICRF-154: Solid state structure, solution thermodynamics, and DNA cleavage activity
    • Diop NK, Vitellaro LK, Arnold P, Shang M, Marusak RA (2000) Iron complexes of the cardioprotective agent dexrazoxane (ICRF-187) and its desmethyl derivative, ICRF-154: Solid state structure, solution thermodynamics, and DNA cleavage activity. J Inorg Biochem 78:209-216
    • (2000) J Inorg Biochem , vol.78 , pp. 209-216
    • Diop, N.K.1    Vitellaro, L.K.2    Arnold, P.3    Shang, M.4    Marusak, R.A.5
  • 6
    • 0022263591 scopus 로고
    • Characterization of the cycle of iron-mediated electron transfer from adriamycin to molecular oxygen
    • Gianni L, Zweier JL, Levy A, Myers CE (1985) Characterization of the cycle of iron-mediated electron transfer from adriamycin to molecular oxygen. J Biol Chem 260:6820-6826
    • (1985) J Biol Chem , vol.260 , pp. 6820-6826
    • Gianni, L.1    Zweier, J.L.2    Levy, A.3    Myers, C.E.4
  • 7
    • 0024573486 scopus 로고
    • The interaction of the cardioprotective agent ICRF-187 ((+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane), its hydrolysis product ICRF-198, and other chelating agents with the Fe(III) and Cu(II) complexes of adriamycin
    • Hasinoff BB (1989) The interaction of the cardioprotective agent ICRF-187 ((+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane), its hydrolysis product ICRF-198, and other chelating agents with the Fe(III) and Cu(II) complexes of adriamycin. Agents Actions 26:378-385
    • (1989) Agents Actions , vol.26 , pp. 378-385
    • Hasinoff, B.B.1
  • 8
    • 0024829159 scopus 로고
    • Self-reduction of the iron(III)-doxorubicin complex
    • Hasinoff BB (1989) Self-reduction of the iron(III)-doxorubicin complex. Free Radic Biol Med 7:583-593
    • (1989) Free Radic Biol Med , vol.7 , pp. 583-593
    • Hasinoff, B.B.1
  • 9
    • 0025324554 scopus 로고
    • The hydrolysis-activation of the doxorubicin cardioprotective agent ICRF-187 ((+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane)
    • Hasinoff BB (1990) The hydrolysis-activation of the doxorubicin cardioprotective agent ICRF-187 ((+)-1,2-bis(3,5-dioxo-piperazinyl-1-yl)propane). Drug Metab Dispos 18:344-349
    • (1990) Drug Metab Dispos , vol.18 , pp. 344-349
    • Hasinoff, B.B.1
  • 10
    • 0025572476 scopus 로고
    • 3+-doxorubicin complex undergoing self-reduction by its α-ketol group
    • 3+-doxorubicin complex undergoing self-reduction by its α-ketol group. Biochem Cell Biol 68:1331-1336
    • (1990) Biochem Cell Biol , vol.68 , pp. 1331-1336
    • Hasinoff, B.B.1
  • 11
    • 0027486375 scopus 로고
    • Enzymatic ring-opening reactions of the chiral cardioprotective agent (+) (S)-ICRF-187 and its (-) (R)-enantiomer ICRF-186 by dihydropyrimidine amidohydrolase
    • Hasinoff BB (1993) Enzymatic ring-opening reactions of the chiral cardioprotective agent (+) (S)-ICRF-187 and its (-) (R)-enantiomer ICRF-186 by dihydropyrimidine amidohydrolase. Drug Metab Dispos 21:883-888
    • (1993) Drug Metab Dispos , vol.21 , pp. 883-888
    • Hasinoff, B.B.1
  • 12
    • 0028217545 scopus 로고
    • An HPLC and spectrophotometric study of the hydrolysis of ICRF-187 (dexrazoxane, (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane) and its one-ring opened intermediates
    • Hasinoff BB (1994) An HPLC and spectrophotometric study of the hydrolysis of ICRF-187 (dexrazoxane, (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane) and its one-ring opened intermediates. Int J Pharm 107:67-76
    • (1994) Int J Pharm , vol.107 , pp. 67-76
    • Hasinoff, B.B.1
  • 13
    • 0028093440 scopus 로고
    • Pharmacodynamics of the hydrolysis-activation of the cardioprotective agent (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane
    • Hasinoff BB (1994) Pharmacodynamics of the hydrolysis-activation of the cardioprotective agent (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane. J Pharm Sci 83:64-67
    • (1994) J Pharm Sci , vol.83 , pp. 64-67
    • Hasinoff, B.B.1
  • 14
    • 0028356250 scopus 로고
    • Stereoselective hydrolysis of ICRF-187 (dexrazoxane) and ICRF-186 by dihydropyrimidine amidohydrolase
    • Hasinoff BB (1994) Stereoselective hydrolysis of ICRF-187 (dexrazoxane) and ICRF-186 by dihydropyrimidine amidohydrolase. Chirality 6:213-215
    • (1994) Chirality , vol.6 , pp. 213-215
    • Hasinoff, B.B.1
  • 15
    • 0031706330 scopus 로고    scopus 로고
    • Chemistry of dexrazoxane and analogues
    • Hasinoff BB (1998) Chemistry of dexrazoxane and analogues. Semin Oncol 25 [Suppl. 10]:3-9
    • (1998) Semin Oncol , vol.25 , Issue.SUPPL. 10 , pp. 3-9
    • Hasinoff, B.B.1
  • 16
    • 0032942847 scopus 로고    scopus 로고
    • Relative plasma levels of the cardioprotective drug dexrazoxane and its two active ring-opened metabolites in the rat
    • Hasinoff BB, Aoyama RG (1999) Relative plasma levels of the cardioprotective drug dexrazoxane and its two active ring-opened metabolites in the rat. Drug Metab Dispos 27:265-268
    • (1999) Drug Metab Dispos , vol.27 , pp. 265-268
    • Hasinoff, B.B.1    Aoyama, R.G.2
  • 17
    • 0032897603 scopus 로고    scopus 로고
    • Stereoselective metabolism of dexrazoxane (ICRF-187) and levrazoxane (ICRF-186)
    • Hasinoff BB, Aoyama RG (1999) Stereoselective metabolism of dexrazoxane (ICRF-187) and levrazoxane (ICRF-186). Chirality 11:286-290
    • (1999) Chirality , vol.11 , pp. 286-290
    • Hasinoff, B.B.1    Aoyama, R.G.2
  • 18
    • 0025981636 scopus 로고
    • The enzymatic hydrolysis-activation of the adriamycin cardioprotective agent (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane
    • Hasinoff BB, Reinders FX, Clark V (1991) The enzymatic hydrolysis-activation of the adriamycin cardioprotective agent (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane. Drug Metab Dispos 19:74-80
    • (1991) Drug Metab Dispos , vol.19 , pp. 74-80
    • Hasinoff, B.B.1    Reinders, F.X.2    Clark, V.3
  • 19
    • 0027970530 scopus 로고
    • Metabolism of the cardioprotective agents dexrazoxane (ICRF-187) and levrazoxane (ICRF-186) by the isolated hepatocyte
    • Hasinoff BB, Venkataram S, Singh M, Kuschak TI (1994) Metabolism of the cardioprotective agents dexrazoxane (ICRF-187) and levrazoxane (ICRF-186) by the isolated hepatocyte. Xenobiotica 24:977-987
    • (1994) Xenobiotica , vol.24 , pp. 977-987
    • Hasinoff, B.B.1    Venkataram, S.2    Singh, M.3    Kuschak, T.I.4
  • 20
    • 0031906718 scopus 로고    scopus 로고
    • Chemical, biological and clinical aspects of dexrazoxane and other bisdioxopiperazines
    • Hasinoff BB, Hellmann K, Herman EH, Ferrans VJ (1998) Chemical, biological and clinical aspects of dexrazoxane and other bisdioxopiperazines. Curr Med Chem 5:1-28
    • (1998) Curr Med Chem , vol.5 , pp. 1-28
    • Hasinoff, B.B.1    Hellmann, K.2    Herman, E.H.3    Ferrans, V.J.4
  • 21
    • 0027181374 scopus 로고
    • Timing of treatment with ICRF-187 and its effect on chronic doxorubicin cardiotoxicity
    • Herman EH, Ferrans VJ (1993) Timing of treatment with ICRF-187 and its effect on chronic doxorubicin cardiotoxicity. Cancer Chemother Pharmacol 32:445-449
    • (1993) Cancer Chemother Pharmacol , vol.32 , pp. 445-449
    • Herman, E.H.1    Ferrans, V.J.2
  • 22
    • 0031658201 scopus 로고    scopus 로고
    • Preclinical animal models of cardiac protection from anthracycline induced cardiotoxicity
    • Herman EH, Ferrans VJ (1998) Preclinical animal models of cardiac protection from anthracycline induced cardiotoxicity. Semin Oncol 25 [Suppl. 10]:15-21
    • (1998) Semin Oncol , vol.25 , Issue.SUPPL. 10 , pp. 15-21
    • Herman, E.H.1    Ferrans, V.J.2
  • 25
    • 0020398870 scopus 로고
    • Metal binding by pharmaceuticals. Part 2. Interactions of Ca(II), Cu(II), Fe(II), Mg(II), Mn(II) and Zn(II) with the intracellular hydrolysis products of the antitumor agent ICRF-159 and its inactive homologue ICRF-192
    • Huang Z-X, May PM, Quinlan KM, Williams DR, Creighton AM (1982) Metal binding by pharmaceuticals. Part 2. Interactions of Ca(II), Cu(II), Fe(II), Mg(II), Mn(II) and Zn(II) with the intracellular hydrolysis products of the antitumor agent ICRF-159 and its inactive homologue ICRF-192. Agents Actions 12:536-542
    • (1982) Agents Actions , vol.12 , pp. 536-542
    • Huang, Z.-X.1    May, P.M.2    Quinlan, K.M.3    Williams, D.R.4    Creighton, A.M.5
  • 26
    • 0020836666 scopus 로고
    • Characterization of a fluorescence assay to monitor changes in the aqueous volume of lipid vesicles
    • Kendall DA, MacDonald RC (1983) Characterization of a fluorescence assay to monitor changes in the aqueous volume of lipid vesicles. Anal Biochem 134:26-33
    • (1983) Anal Biochem , vol.134 , pp. 26-33
    • Kendall, D.A.1    MacDonald, R.C.2
  • 27
    • 0029114832 scopus 로고
    • Production of hydroxyl radical by iron(III)-anthraquinone complexes through self-reduction and through reductive activation by the xanthine oxidase/hypoxanthine system
    • Malisza KL, Hasino3 BB (1995) Production of hydroxyl radical by iron(III)-anthraquinone complexes through self-reduction and through reductive activation by the xanthine oxidase/hypoxanthine system. Arch Biochem Biophys 321:51-60
    • (1995) Arch Biochem Biophys , vol.321 , pp. 51-60
    • Malisza, K.L.1    Hasinoff, B.B.2
  • 28
    • 0031714464 scopus 로고    scopus 로고
    • The role of iron in doxorubicin-induced cardiomyopathy
    • Myers C (1998) The role of iron in doxorubicin-induced cardiomyopathy. Semin Oncol 25:10-14
    • (1998) Semin Oncol , vol.25 , pp. 10-14
    • Myers, C.1
  • 29
    • 0016512729 scopus 로고
    • Determination of (±)-1,2-bis(3,5-dioxopiperazinyl)propane plasma levels in rats, rabbits, and humans by glc and mass fragmentography
    • Sadée W, Staroscik J, Finn C, Cohen J (1975) Determination of (±)-1,2-bis(3,5-dioxopiperazinyl)propane plasma levels in rats, rabbits, and humans by glc and mass fragmentography. J Pharm Sci 64:998-1001
    • (1975) J Pharm Sci , vol.64 , pp. 998-1001
    • Sadée, W.1    Staroscik, J.2    Finn, C.3    Cohen, J.4
  • 30
    • 0030991044 scopus 로고    scopus 로고
    • Delayed administration of dexrazoxane provides cardioprotection for patients with advanced breast cancer treated with doxorubicin-containing therapy
    • Swain SM, Whaley F, Gerber MC, Ewer MS, Bianchine JR, Gams RA (1997) Delayed administration of dexrazoxane provides cardioprotection for patients with advanced breast cancer treated with doxorubicin-containing therapy. J Clin Oncol 15:1333-1340
    • (1997) J Clin Oncol , vol.15 , pp. 1333-1340
    • Swain, S.M.1    Whaley, F.2    Gerber, M.C.3    Ewer, M.S.4    Bianchine, J.R.5    Gams, R.A.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.