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Volumn 67, Issue 1, 2005, Pages 212-219

Antitumor activity of methoxymorpholinyl doxorubicin: Potentiation by cytochrome P450 3A metabolism

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450 3A; CYTOCHROME P450 3A2; CYTOCHROME P450 3A5; CYTOCHROME P450 3A7; DOXORUBICIN DERIVATIVE; GLYCOPROTEIN P; NEMORUBICIN; OXYGENASE;

EID: 11244311919     PISSN: 0026895X     EISSN: None     Source Type: Journal    
DOI: 10.1124/mol.104.005371     Document Type: Article
Times cited : (26)

References (39)
  • 1
    • 0030946919 scopus 로고    scopus 로고
    • In vitro antitumor activity of 3′-desamino-3′(2-methoxy-4- morpholinyl) doxorubicin on human melanoma cells sensitive or resistant to triazene compounds
    • Alvino E, Gilberti S, Cantagallo D, Massoud R, Gatteschi A, Tentori L, Bonmassar E, and D'Atri S (1997) In vitro antitumor activity of 3′-desamino-3′(2-methoxy-4-morpholinyl) doxorubicin on human melanoma cells sensitive or resistant to triazene compounds. Cancer Chemother Pharmacol 40:180-184.
    • (1997) Cancer Chemother Pharmacol , vol.40 , pp. 180-184
    • Alvino, E.1    Gilberti, S.2    Cantagallo, D.3    Massoud, R.4    Gatteschi, A.5    Tentori, L.6    Bonmassar, E.7    D'Atri, S.8
  • 4
    • 0037226113 scopus 로고    scopus 로고
    • Identification of novel enzyme-prodrug combinations for use in cytochrome P450-based gene therapy for cancer
    • Baldwin A, Huang Z, Jounaidi Y, and Waxman DJ (2003) Identification of novel enzyme-prodrug combinations for use in cytochrome P450-based gene therapy for cancer. Arch Biochem Biophys 409:197-206.
    • (2003) Arch Biochem Biophys , vol.409 , pp. 197-206
    • Baldwin, A.1    Huang, Z.2    Jounaidi, Y.3    Waxman, D.J.4
  • 5
    • 0035572230 scopus 로고    scopus 로고
    • Metabolism of methoxymorpholino-doxorubicin in rat, dog and monkey liver microsomes: Comparison with human microsomes
    • Beulz-Riche D, Robert J, Menard C, and Ratanasavanh D (2001) Metabolism of methoxymorpholino-doxorubicin in rat, dog and monkey liver microsomes: comparison with human microsomes. Fundam Clin Pharmacol 15:373-378.
    • (2001) Fundam Clin Pharmacol , vol.15 , pp. 373-378
    • Beulz-Riche, D.1    Robert, J.2    Menard, C.3    Ratanasavanh, D.4
  • 6
    • 0036204632 scopus 로고    scopus 로고
    • Effects of paclitaxel, cyclophosphamide, ifosfamide, tamoxifen and cyclosporine on the metabolism of methoxymorpholinodoxorubicin in human liver microsomes
    • Beulz-Riche D, Robert J, Riche C, and Ratanasavanh D (2002) Effects of paclitaxel, cyclophosphamide, ifosfamide, tamoxifen and cyclosporine on the metabolism of methoxymorpholinodoxorubicin in human liver microsomes. Cancer Chemother Pharmacol 49:274-280.
    • (2002) Cancer Chemother Pharmacol , vol.49 , pp. 274-280
    • Beulz-Riche, D.1    Robert, J.2    Riche, C.3    Ratanasavanh, D.4
  • 7
    • 0033844217 scopus 로고    scopus 로고
    • Species-differences in disposition and reductive metabolism of methoxymorpholinodoxorubicin (PNU 152243), a new potential anticancer agent
    • Breda M, Benedetti MS, Battaglia R, Castelli MG, Poggesi I, Spinelli R, Hackett AM, and Dostert P (2000) Species-differences in disposition and reductive metabolism of methoxymorpholinodoxorubicin (PNU 152243), a new potential anticancer agent. Pharmacol Res 41:239-248.
    • (2000) Pharmacol Res , vol.41 , pp. 239-248
    • Breda, M.1    Benedetti, M.S.2    Battaglia, R.3    Castelli, M.G.4    Poggesi, I.5    Spinelli, R.6    Hackett, A.M.7    Dostert, P.8
  • 8
    • 0029151639 scopus 로고
    • Complete reversal by thaliblastine of 490-fold adriamycin resistance in multidrug-resistant (MDR) human breast cancer cells. Evidence that multiple biochemical changes in MDR cells need not correspond to multiple functional determinants for drug resistance
    • Chen G and Waxman DJ (1995) Complete reversal by thaliblastine of 490-fold adriamycin resistance in multidrug-resistant (MDR) human breast cancer cells. Evidence that multiple biochemical changes in MDR cells need not correspond to multiple functional determinants for drug resistance. J Pharmacol Exp Ther 274:1271-1277.
    • (1995) J Pharmacol Exp Ther , vol.274 , pp. 1271-1277
    • Chen, G.1    Waxman, D.J.2
  • 9
    • 0036015567 scopus 로고    scopus 로고
    • Cytochrome P450 gene-directed enzyme prodrug therapy (GDEPT) for cancer
    • Chen L and Waxman DJ (2002) Cytochrome P450 gene-directed enzyme prodrug therapy (GDEPT) for cancer. Curr Pharm Des 8:1405-1416.
    • (2002) Curr Pharm des , vol.8 , pp. 1405-1416
    • Chen, L.1    Waxman, D.J.2
  • 10
    • 0027204231 scopus 로고
    • 3′-Deamino-3′-(2-methoxy-4-morpholmyl)-doxorubicin (FCE 23762): A new anthracycline derivative with enhanced cytotoxicity and reduced cardiotoxicity
    • Danesi R, Agen C, Grandi M, Nardini V, Bevilacqua G, and Del Tacca M (1993) 3′-Deamino-3′-(2-methoxy-4-morpholmyl)-doxorubicin (FCE 23762): a new anthracycline derivative with enhanced cytotoxicity and reduced cardiotoxicity. Eur J Cancer 29A:1560-1565.
    • (1993) Eur J Cancer , vol.29 A , pp. 1560-1565
    • Danesi, R.1    Agen, C.2    Grandi, M.3    Nardini, V.4    Bevilacqua, G.5    Del Tacca, M.6
  • 11
    • 0031574146 scopus 로고    scopus 로고
    • High levels of recombinant CYP3A4 expression in Chinese hamster ovary cells are modulated by coexpressed human P450 reductase and hemin supplementation
    • Ding S, Yao D, Burchell B, Wolf CR, and Friedberg T (1997) High levels of recombinant CYP3A4 expression in Chinese hamster ovary cells are modulated by coexpressed human P450 reductase and hemin supplementation. Arch Biochem Biophys 348:403-410.
    • (1997) Arch Biochem Biophys , vol.348 , pp. 403-410
    • Ding, S.1    Yao, D.2    Burchell, B.3    Wolf, C.R.4    Friedberg, T.5
  • 12
    • 0030008790 scopus 로고    scopus 로고
    • Differential single- versus double-strand DNA breakage produced by doxorubicin and its morpholinyl analogues
    • Duran GE, Lau DH, Lewis AD, Kuhl JS, Bammler TK, and Sikic BI (1996) Differential single- versus double-strand DNA breakage produced by doxorubicin and its morpholinyl analogues. Cancer Chemother Pharmacol 38:210-216.
    • (1996) Cancer Chemother Pharmacol , vol.38 , pp. 210-216
    • Duran, G.E.1    Lau, D.H.2    Lewis, A.D.3    Kuhl, J.S.4    Bammler, T.K.5    Sikic, B.I.6
  • 14
    • 0033972141 scopus 로고    scopus 로고
    • A prolonged methoxymorpholino doxorabicin (PNU-152243 or MMRDX) infusion schedule in patients with solid tumours: A phase 1 and pharmacokinetic study
    • Fokkema E, Verweij J, van Oosterom AT, Uges DR, Spinelli R, Valota O, de Vries EG, and Groen HJ (2000) A prolonged methoxymorpholino doxorabicin (PNU-152243 or MMRDX) infusion schedule in patients with solid tumours: a phase 1 and pharmacokinetic study. Br J Cancer 82:767-771.
    • (2000) Br J Cancer , vol.82 , pp. 767-771
    • Fokkema, E.1    Verweij, J.2    Van Oosterom, A.T.3    Uges, D.R.4    Spinelli, R.5    Valota, O.6    De Vries, E.G.7    Groen, H.J.8
  • 15
    • 0028032145 scopus 로고
    • L1210 cells selected for resistance to methoxymorpholinyl doxorubicin appear specifically resistant to this class of morpholinyl derivatives
    • Geroni C, Pesenti E, Broggini M, Belvedere G, Tagliabue G, D'Incalci M, Pennella G, and Grandi M (1994) L1210 cells selected for resistance to methoxymorpholinyl doxorubicin appear specifically resistant to this class of morpholinyl derivatives. Br J Cancer 69:315-319.
    • (1994) Br J Cancer , vol.69 , pp. 315-319
    • Geroni, C.1    Pesenti, E.2    Broggini, M.3    Belvedere, G.4    Tagliabue, G.5    D'Incalci, M.6    Pennella, G.7    Grandi, M.8
  • 16
    • 0031847479 scopus 로고    scopus 로고
    • Hematotoxicity on human bone marrow- and umbilical cord blood-derived progenitor cells and in vitro therapeutic index of methoxymorpholinyldoxorubicin and its metabolites
    • Ghielmini M, Colli E, Bosshard G, Pennella G, Geroni C, Torri V, D'Incalci M, Cavalli F, and Sessa C (1998) Hematotoxicity on human bone marrow- and umbilical cord blood-derived progenitor cells and in vitro therapeutic index of methoxymorpholinyldoxorubicin and its metabolites. Cancer Chemother Pharmacol 42:235-240.
    • (1998) Cancer Chemother Pharmacol , vol.42 , pp. 235-240
    • Ghielmini, M.1    Colli, E.2    Bosshard, G.3    Pennella, G.4    Geroni, C.5    Torri, V.6    D'Incalci, M.7    Cavalli, F.8    Sessa, C.9
  • 18
    • 0036890432 scopus 로고    scopus 로고
    • Cytochrome P450-based gene therapy for cancer treatment: From concept to the clinic
    • Jounaidi Y (2002) Cytochrome P450-based gene therapy for cancer treatment: from concept to the clinic. Curr Drug Metab 3:609-622.
    • (2002) Curr Drug Metab , vol.3 , pp. 609-622
    • Jounaidi, Y.1
  • 21
    • 0027436677 scopus 로고
    • Effects of the methoxymorpholino derivative of doxorubicin and its bioactivated form versus doxorubicin on human leukemia and lymphoma cell lines and normal bone marrow
    • Kuhl JS, Duran GE, Chao NJ, and Sikic BI (1993) Effects of the methoxymorpholino derivative of doxorubicin and its bioactivated form versus doxorubicin on human leukemia and lymphoma cell lines and normal bone marrow. Cancer Chemother Pharmacol 33:10-16.
    • (1993) Cancer Chemother Pharmacol , vol.33 , pp. 10-16
    • Kuhl, J.S.1    Duran, G.E.2    Chao, N.J.3    Sikic, B.I.4
  • 22
    • 0028200049 scopus 로고
    • Metabolic conversion of methoxymorpholinyl doxorubicin: From a DNA strand breaker to a DNA cross-linker
    • Lau DH, Duran GE, Lewis AD, and Sikic BI (1994) Metabolic conversion of methoxymorpholinyl doxorubicin: from a DNA strand breaker to a DNA cross-linker. Br J Cancer 70:79-84.
    • (1994) Br J Cancer , vol.70 , pp. 79-84
    • Lau, D.H.1    Duran, G.E.2    Lewis, A.D.3    Sikic, B.I.4
  • 23
    • 0026713055 scopus 로고
    • Characterization of covalent DNA binding of morpholino and cyanomorpholino derivatives of doxorubicin
    • Lau DH, Duran GE, and Sikic BI (1992) Characterization of covalent DNA binding of morpholino and cyanomorpholino derivatives of doxorubicin. J Natl Cancer Inst 84:1587-1592.
    • (1992) J Natl Cancer Inst , vol.84 , pp. 1587-1592
    • Lau, D.H.1    Duran, G.E.2    Sikic, B.I.3
  • 24
    • 0024346209 scopus 로고
    • Association of DNA cross-linking with potentiation of the morpholino derivative of doxorubicin by human liver microsomes
    • Lau DH, Lewis AD, and Sikic BI (1989) Association of DNA cross-linking with potentiation of the morpholino derivative of doxorubicin by human liver microsomes. J Natl Cancer Inst 81:1034-1038.
    • (1989) J Natl Cancer Inst , vol.81 , pp. 1034-1038
    • Lau, D.H.1    Lewis, A.D.2    Sikic, B.I.3
  • 25
    • 0032526178 scopus 로고    scopus 로고
    • Preferential cytotoxicity of cells transduced with cytosine deaminase compared to bystander cells after treatment with 5-flucytosine
    • Lawrence TS, Rehemtulla A, Ng EY, Wilson M, Trosko JE, and Stetson PL (1998) Preferential cytotoxicity of cells transduced with cytosine deaminase compared to bystander cells after treatment with 5-flucytosine. Cancer Res 58:2588-2593.
    • (1998) Cancer Res , vol.58 , pp. 2588-2593
    • Lawrence, T.S.1    Rehemtulla, A.2    Ng, E.Y.3    Wilson, M.4    Trosko, J.E.5    Stetson, P.L.6
  • 26
    • 0026787670 scopus 로고
    • Role of cytochrome P-450 from the human CYP3A gene family in the potentiation of morpholino doxorubicin by human liver microsomes
    • Lewis AD, Lau DH, Duran GE, Wolf CR, and Sikic BI (1992) Role of cytochrome P-450 from the human CYP3A gene family in the potentiation of morpholino doxorubicin by human liver microsomes. Cancer Res 52:4379-4384.
    • (1992) Cancer Res , vol.52 , pp. 4379-4384
    • Lewis, A.D.1    Lau, D.H.2    Duran, G.E.3    Wolf, C.R.4    Sikic, B.I.5
  • 27
    • 0037048285 scopus 로고    scopus 로고
    • Expression of paclitaxel-inactivating CYP3A activity in human colorectal cancer: Implications for drug therapy
    • Martinez C, Garcia-Martin E, Pizarro RM, Garcia-Gamito FJ, and Agundez JA (2002) Expression of paclitaxel-inactivating CYP3A activity in human colorectal cancer: implications for drug therapy. Br J Cancer 87:681-686.
    • (2002) Br J Cancer , vol.87 , pp. 681-686
    • Martinez, C.1    Garcia-Martin, E.2    Pizarro, R.M.3    Garcia-Gamito, F.J.4    Agundez, J.A.5
  • 28
    • 0030321240 scopus 로고    scopus 로고
    • Overcoming PGP-related multidrug resistance. The cyclosporine derivative SDZ PSC 833 can abolish the resistance to methoxymorpholynil-doxorubicin
    • Michieli M, Damiani D, Michelutti A, Melli C, Ermacora A, Geromin A, Fanin R, Russo D, and Baccarani M (1996) Overcoming PGP-related multidrug resistance. The cyclosporine derivative SDZ PSC 833 can abolish the resistance to methoxymorpholynil-doxorubicin. Haematologica 81:295-301.
    • (1996) Haematologica , vol.81 , pp. 295-301
    • Michieli, M.1    Damiani, D.2    Michelutti, A.3    Melli, C.4    Ermacora, A.5    Geromin, A.6    Fanin, R.7    Russo, D.8    Baccarani, M.9
  • 30
    • 0034083806 scopus 로고    scopus 로고
    • In vivo antitumor activity and host toxicity of methoxymorpholinyl doxorubicin: Role of cytochrome P450 3A
    • Quintieri L, Rosato A, Napoli E, Sola F, Geroni C, Floreani M, and Zanovello P (2000) In vivo antitumor activity and host toxicity of methoxymorpholinyl doxorubicin: role of cytochrome P450 3A. Cancer Res 60:3232-3238.
    • (2000) Cancer Res , vol.60 , pp. 3232-3238
    • Quintieri, L.1    Rosato, A.2    Napoli, E.3    Sola, F.4    Geroni, C.5    Floreani, M.6    Zanovello, P.7
  • 31
    • 0026553237 scopus 로고
    • In vivo anti-tumour activity of FCE 23762, a methoxymorpholinyl derivative of doxorubicin active on doxorubicin-resistant tumour cells
    • Ripamonti M, Pezzoni G, Pesenti E, Pastori A, Farao M, Bargiotti A, Suarato A, Spreafico F, and Grandi M (1992) In vivo anti-tumour activity of FCE 23762, a methoxymorpholinyl derivative of doxorubicin active on doxorubicin-resistant tumour cells. Br J Cancer 65:703-707.
    • (1992) Br J Cancer , vol.65 , pp. 703-707
    • Ripamonti, M.1    Pezzoni, G.2    Pesenti, E.3    Pastori, A.4    Farao, M.5    Bargiotti, A.6    Suarato, A.7    Spreafico, F.8    Grandi, M.9
  • 32
    • 0018803120 scopus 로고
    • Qualitative and quantitative aspects of intercalator-induced DNA strand breaks
    • Ross WE, Glaubiger D, and Kohn KW (1979) Qualitative and quantitative aspects of intercalator-induced DNA strand breaks. Biochim Biophys Acta 562:41-50.
    • (1979) Biochim Biophys Acta , vol.562 , pp. 41-50
    • Ross, W.E.1    Glaubiger, D.2    Kohn, K.W.3
  • 33
    • 0023736311 scopus 로고
    • DNA cross-linking and cytotoxicity of the alkylating cyanomorpholino derivative of doxorubicin in multidrug-resistant cells
    • Scudder SA, Brown JM, and Sikic BI (1988) DNA cross-linking and cytotoxicity of the alkylating cyanomorpholino derivative of doxorubicin in multidrug-resistant cells. J Natl Cancer Inst 80:1294-1298.
    • (1988) J Natl Cancer Inst , vol.80 , pp. 1294-1298
    • Scudder, S.A.1    Brown, J.M.2    Sikic, B.I.3
  • 35
    • 0023712807 scopus 로고
    • DNA strand breaks produced by etoposide (VP-16,213) in sensitive and resistant human breast tumor cells: Implications for the mechanism of action
    • Sinha BK, Haim N, Dusre L, Kerrigan D, and Pommier Y (1988) DNA strand breaks produced by etoposide (VP-16,213) in sensitive and resistant human breast tumor cells: implications for the mechanism of action. Cancer Res 48:5096-5100.
    • (1988) Cancer Res , vol.48 , pp. 5096-5100
    • Sinha, B.K.1    Haim, N.2    Dusre, L.3    Kerrigan, D.4    Pommier, Y.5
  • 37
    • 2642568088 scopus 로고    scopus 로고
    • Phase I and pharmacokinetic study of nemorubicin hydrochloride (methoxymorpholino doxorubicin; PNU-152243) administered with iodinated oil via hepatic artery (IHA) to patients (pt) with unresectable hepatocellular carcinoma (HCC)
    • Sun Y, Li H, Lin Z, Sun L, Valota O, Battaglia R, and Pacciarini M (2003) Phase I and pharmacokinetic study of nemorubicin hydrochloride (methoxymorpholino doxorubicin; PNU-152243) administered with iodinated oil via hepatic artery (IHA) to patients (pt) with unresectable hepatocellular carcinoma (HCC). Proc Am Soc Clin Oncol 22:361.
    • (2003) Proc Am Soc Clin Oncol , vol.22 , pp. 361
    • Sun, Y.1    Li, H.2    Lin, Z.3    Sun, L.4    Valota, O.5    Battaglia, R.6    Pacciarini, M.7
  • 38
    • 0028911456 scopus 로고
    • The role of methoxymorpholino anthracycline and cyanomorpholino anthracycline in a sensitive small-cell lung-cancer cell line and its multidrug-resistant but P-glycoprotein-negative and cisplatin-resistant counterparts
    • van der Graaf WT, Mulder NH, Meijer C, and de Vries EG (1995) The role of methoxymorpholino anthracycline and cyanomorpholino anthracycline in a sensitive small-cell lung-cancer cell line and its multidrug-resistant but P-glycoprotein-negative and cisplatin-resistant counterparts. Cancer Chemother Pharmacol 35:345-348.
    • (1995) Cancer Chemother Pharmacol , vol.35 , pp. 345-348
    • Van Der Graaf, W.T.1    Mulder, N.H.2    Meijer, C.3    De Vries, E.G.4


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