메뉴 건너뛰기




Volumn 9, Issue 5, 1998, Pages 437-448

Effects of 1,2-naphthoquinones on human tumor cell growth and lack of cross-resistance with other anticancer agents

Author keywords

Anticancer drug; Cytotoxicity; Glutathione; Naphthoquinones; Resistance

Indexed keywords

1,2 NAPHTHOQUINONE; DNA TOPOISOMERASE; GLUTATHIONE; GLYCOPROTEIN P; LAPACHOL; MERBARONE; TENIPOSIDE;

EID: 0031870525     PISSN: 09594973     EISSN: None     Source Type: Journal    
DOI: 10.1097/00001813-199806000-00011     Document Type: Article
Times cited : (57)

References (45)
  • 1
    • 0031559562 scopus 로고    scopus 로고
    • Inhibition of the topoisomerase II-DNA cleavable complex by the ortho-quinone derivative of the antitumor drug etoposide (VP-16)
    • Gantchev TG, Hunting DJ. Inhibition of the topoisomerase II-DNA cleavable complex by the ortho-quinone derivative of the antitumor drug etoposide (VP-16). Biochem Biophys Res Commun 1997; 237: 24-7.
    • (1997) Biochem Biophys Res Commun , vol.237 , pp. 24-27
    • Gantchev, T.G.1    Hunting, D.J.2
  • 2
    • 0026040838 scopus 로고
    • Molecular mechanism of quinone cytotoxicity
    • O'Brien PJ. Molecular mechanism of quinone cytotoxicity. Chem-Biol Interact 1991; 80: 1-41.
    • (1991) Chem-Biol Interact , vol.80 , pp. 1-41
    • O'Brien, P.J.1
  • 3
    • 0028174984 scopus 로고
    • DNA topoisomerases: Essential enzymes and lethal targets
    • Chen AY, Liu LF. DNA topoisomerases: essential enzymes and lethal targets. Annu Rev Pharmacol Toxicol 1994; 34: 191-218.
    • (1994) Annu Rev Pharmacol Toxicol , vol.34 , pp. 191-218
    • Chen, A.Y.1    Liu, L.F.2
  • 4
    • 0016372778 scopus 로고
    • Structure-antitumor activity relationships among quinone derivatives
    • Driscoll JS, Hazard GF Jr, Wood HB Jr, et al. Structure-antitumor activity relationships among quinone derivatives. Cancer Chemother Rep 1974; 4: 1-362.
    • (1974) Cancer Chemother Rep , vol.4 , pp. 1-362
    • Driscoll, J.S.1    Hazard Jr., G.F.2    Wood Jr., H.B.3
  • 5
    • 0018250521 scopus 로고
    • In vitro and in vivo evaluation of the toxicity to 1,4-naphthoquinones and 1,2-naphthoquinone derivatives against Trypanosoma cruzi
    • Lopes JN, Cruz FS, Docampo R, et al. In vitro and in vivo evaluation of the toxicity to 1,4-naphthoquinones and 1,2-naphthoquinone derivatives against Trypanosoma cruzi. Ann Trop Med Parasit 1978; 72: 523-31.
    • (1978) Ann Trop Med Parasit , vol.72 , pp. 523-531
    • Lopes, J.N.1    Cruz, F.S.2    Docampo, R.3
  • 7
    • 0027403716 scopus 로고
    • Three inhibitors of type 1 human immunodeficiency virus long terminal repeat-directed gene expression and virus replication
    • Li CJ, Zhang LJ, Dezubw BJ, Crumpacker CS, Pardee AB. Three inhibitors of type 1 human immunodeficiency virus long terminal repeat-directed gene expression and virus replication. Proc Natl Acad Sci 1993; 90: 1839-42.
    • (1993) Proc Natl Acad Sci , vol.90 , pp. 1839-1842
    • Li, C.J.1    Zhang, L.J.2    Dezubw, B.J.3    Crumpacker, C.S.4    Pardee, A.B.5
  • 8
    • 0017803823 scopus 로고
    • β-Lapachone, an inhibitor of oncornavirus reverse transciptase and eukaryotic DNA polymerase-α
    • Schuerch AR, Wehrli W. β-Lapachone, an inhibitor of oncornavirus reverse transciptase and eukaryotic DNA polymerase-α. Eur J Biochem 1978; 84: 197-205.
    • (1978) Eur J Biochem , vol.84 , pp. 197-205
    • Schuerch, A.R.1    Wehrli, W.2
  • 9
    • 0021229959 scopus 로고
    • β-Lapachone: Synthesis of derivatives and activities in tumor models
    • Schaffner-Sabba K, Schmidt-Ruppin KH, Wehrli W, et al. β-Lapachone: synthesis of derivatives and activities in tumor models. J Med Chem 1984; 27: 990-4.
    • (1984) J Med Chem , vol.27 , pp. 990-994
    • Schaffner-Sabba, K.1    Schmidt-Ruppin, K.H.2    Wehrli, W.3
  • 10
    • 0024532122 scopus 로고
    • Inhibition of potentially lethal DNA damage repair in human tumor cells by β-lapachone, an activator of topoisomerase I
    • Boothman DA, Trask DK, Pardee AB. Inhibition of potentially lethal DNA damage repair in human tumor cells by β-lapachone, an activator of topoisomerase I. Cancer Res 1989; 49: 605-12.
    • (1989) Cancer Res , vol.49 , pp. 605-612
    • Boothman, D.A.1    Trask, D.K.2    Pardee, A.B.3
  • 11
    • 0029360394 scopus 로고
    • Induction of apoptosis by β-lapachone in human prostate cancer cells
    • Li CJ, Wang C, Pardee AB. Induction of apoptosis by β-lapachone in human prostate cancer cells. Cancer Res 1995; 55: 3712-5.
    • (1995) Cancer Res , vol.55 , pp. 3712-3715
    • Li, C.J.1    Wang, C.2    Pardee, A.B.3
  • 12
    • 0028982219 scopus 로고
    • β-Lapachone-mediated apoptosis in human promyelocytic leukemia (HL-60) and human prostate cancer cells: A p53-independent response
    • Planchon SM, Wuerzberger S, Frydman B, et al. β-Lapachone-mediated apoptosis in human promyelocytic leukemia (HL-60) and human prostate cancer cells: a p53-independent response. Cancer Res 1995; 55: 3706-11.
    • (1995) Cancer Res , vol.55 , pp. 3706-3711
    • Planchon, S.M.1    Wuerzberger, S.2    Frydman, B.3
  • 13
    • 0027377069 scopus 로고
    • β-Lapachone, a novel DNA topoisomerase 1 inhibitor with a mode of action different from camptothecin
    • Li CJ, Averboukh L, Pardee AB. β-Lapachone, a novel DNA topoisomerase 1 inhibitor with a mode of action different from camptothecin. J Biol Chem 1993; 268: 22463-8.
    • (1993) J Biol Chem , vol.268 , pp. 22463-22468
    • Li, C.J.1    Averboukh, L.2    Pardee, A.B.3
  • 14
    • 17544391279 scopus 로고    scopus 로고
    • Induction of DNA topoisomerase II-mediated DNA cleavage by β-lapachone and related naphthoquinones
    • Frydman B, Marton LJ, Sun JS, et al. Induction of DNA topoisomerase II-mediated DNA cleavage by β-lapachone and related naphthoquinones. Cancer Res 1997; 57:620-7.
    • (1997) Cancer Res , vol.57 , pp. 620-627
    • Frydman, B.1    Marton, L.J.2    Sun, J.S.3
  • 15
    • 0023037085 scopus 로고
    • Overexpression of a novel anionic glutathione transferase in multidrug-resistant human breast cancer cells
    • Batist G, Tulpule A, Sinha BK, et al. Overexpression of a novel anionic glutathione transferase in multidrug-resistant human breast cancer cells. J Biol Chem 1986; 261: 15544-9.
    • (1986) J Biol Chem , vol.261 , pp. 15544-15549
    • Batist, G.1    Tulpule, A.2    Sinha, B.K.3
  • 16
    • 0028016044 scopus 로고
    • Analysis of MRP gene expression and function in HL60 cells isolated for resistance to adriamycin
    • Krishnamachary N, Ma L, Zheng L, et al. Analysis of MRP gene expression and function in HL60 cells isolated for resistance to adriamycin. Oncol Res 1994; 6: 119-27.
    • (1994) Oncol Res , vol.6 , pp. 119-127
    • Krishnamachary, N.1    Ma, L.2    Zheng, L.3
  • 17
    • 0027389763 scopus 로고
    • Bcl-2 oncoprotein blocks chemotherapy-induced apoptosis in a human leukemia cell line
    • Toshiyuki M, Reed JC. Bcl-2 oncoprotein blocks chemotherapy-induced apoptosis in a human leukemia cell line. Blood 1993; 81: 151-7.
    • (1993) Blood , vol.81 , pp. 151-157
    • Toshiyuki, M.1    Reed, J.C.2
  • 19
    • 0023158059 scopus 로고
    • Atypical multiple drug resistance in a human leukemic cell line selected for resistance to teniposide (VM-26)
    • Danks MK, Yalowich JC, Beck WT. Atypical multiple drug resistance in a human leukemic cell line selected for resistance to teniposide (VM-26). Cancer Res 1987; 47: 1297-301.
    • (1987) Cancer Res , vol.47 , pp. 1297-1301
    • Danks, M.K.1    Yalowich, J.C.2    Beck, W.T.3
  • 20
    • 0030013319 scopus 로고    scopus 로고
    • Characterization of novel human leukemic cell lines selected for resistance to merbarone, a catalytic inhibitor of DNA topoisomerase II
    • Kusumoto H, Rodgers QE, Boege F, et al. Characterization of novel human leukemic cell lines selected for resistance to merbarone, a catalytic inhibitor of DNA topoisomerase II. Cancer Res 1996; 56: 2575-83.
    • (1996) Cancer Res , vol.56 , pp. 2575-2583
    • Kusumoto, H.1    Rodgers, Q.E.2    Boege, F.3
  • 21
    • 0032487876 scopus 로고    scopus 로고
    • A preparative synthesis of Lapachol and related naphthoquinones
    • submitted
    • Sun JS, Geiser AH, Frydman B. A preparative synthesis of Lapachol and related naphthoquinones. Tet Lett 1998; submitted.
    • (1998) Tet Lett
    • Sun, J.S.1    Geiser, A.H.2    Frydman, B.3
  • 22
    • 37049177180 scopus 로고
    • The constitution of lapachic acid (lapachol) and its derivatives
    • Hooker SC. The constitution of lapachic acid (lapachol) and its derivatives. J Chem Soc 1892; 61: 611-50.
    • (1892) J Chem Soc , vol.61 , pp. 611-650
    • Hooker, S.C.1
  • 23
    • 84970581891 scopus 로고
    • Dunnione and related naphthoquinones
    • Cooke RG. Dunnione and related naphthoquinones. Aust J Sci Res 1950; 3: 481-94.
    • (1950) Aust J Sci Res , vol.3 , pp. 481-494
    • Cooke, R.G.1
  • 24
    • 0006595380 scopus 로고
    • The alkylation of hydroxynaphthoquinone I. Ortho-esters
    • Fieser LF. The alkylation of hydroxynaphthoquinone I. Ortho-esters. J Am Chem Soc 1926; 48: 2922-37.
    • (1926) J Am Chem Soc , vol.48 , pp. 2922-2937
    • Fieser, L.F.1
  • 25
    • 0000622931 scopus 로고
    • Photoaffinity labeling of the multidrug-resistance-related P-glycoprotein with photoactive analogs of verapamil
    • Safa AR. Photoaffinity labeling of the multidrug-resistance-related P-glycoprotein with photoactive analogs of verapamil. Proc Natl Acad Sci USA 1988; 85: 7187-91.
    • (1988) Proc Natl Acad Sci USA , vol.85 , pp. 7187-7191
    • Safa, A.R.1
  • 26
    • 0024460181 scopus 로고
    • Improved retroviral vectors for gene transfer and expression
    • Miller AD, Rosman GJ. Improved retroviral vectors for gene transfer and expression. Biotechniques 1989; 7: 980-90.
    • (1989) Biotechniques , vol.7 , pp. 980-990
    • Miller, A.D.1    Rosman, G.J.2
  • 27
    • 0024595042 scopus 로고
    • Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill
    • Hansen MB, Nielsen SE, Berg K. Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. J Immunol Methods 1989; 119: 203-10.
    • (1989) J Immunol Methods , vol.119 , pp. 203-210
    • Hansen, M.B.1    Nielsen, S.E.2    Berg, K.3
  • 28
    • 0014481378 scopus 로고
    • Enzymatic method for qualitative determination of nanogram amounts of total and oxidized glutathione: Applications to mammalian blood and other tissues
    • Tietze F. Enzymatic method for qualitative determination of nanogram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues. Anal Biochem 1969; 27: 502-22.
    • (1969) Anal Biochem , vol.27 , pp. 502-522
    • Tietze, F.1
  • 29
    • 0016275313 scopus 로고
    • Glutathione S-transferases: The first enzymatic step in mercapturic acid formation
    • Habig WH, Pabst MJ, Jakoby WB. Glutathione S-transferases: the first enzymatic step in mercapturic acid formation. J Biol Chem 1974; 249: 7130-9.
    • (1974) J Biol Chem , vol.249 , pp. 7130-7139
    • Habig, W.H.1    Pabst, M.J.2    Jakoby, W.B.3
  • 30
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein, utilizing the principle of protein-dye binding
    • Bradford MM. A rapid and sensitive method for the quantitation of microgram quantities of protein, utilizing the principle of protein-dye binding. Anal Biochem 1976; 72: 248-54.
    • (1976) Anal Biochem , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 31
    • 0025962117 scopus 로고
    • Increased glutathione peroxidase activity in a human sarcoma cell line with inherent doxorubicin resistance
    • Samuels BL, Murray JL, Cohen MB, et al. Increased glutathione peroxidase activity in a human sarcoma cell line with inherent doxorubicin resistance. Cancer Res 1991; 51: 521-7.
    • (1991) Cancer Res , vol.51 , pp. 521-527
    • Samuels, B.L.1    Murray, J.L.2    Cohen, M.B.3
  • 32
    • 0026497126 scopus 로고
    • Topoisomerase-targeting antitumor drugs: Mechanisms of cytotoxicity and resistance
    • Liu LF, D'Arpa P. Topoisomerase-targeting antitumor drugs: mechanisms of cytotoxicity and resistance (review). Important Adv Oncol 1992; 79-89.
    • (1992) Important Adv Oncol , pp. 79-89
    • Liu, L.F.1    D'Arpa, P.2
  • 33
    • 0023767544 scopus 로고
    • Role of glutathione redox cycle in acquired and de novo multidrug resistance
    • Kramer RA, Zakher J, Kim G. Role of glutathione redox cycle in acquired and de novo multidrug resistance. Science 1988; 241: 694-7.
    • (1988) Science , vol.241 , pp. 694-697
    • Kramer, R.A.1    Zakher, J.2    Kim, G.3
  • 34
    • 0024382076 scopus 로고
    • Role of glutathione and dependent enzymes in anthracycline-resistant HL60/ ADR cells
    • Lutzky J, Astor MB, Taub RN, et al. Role of glutathione and dependent enzymes in anthracycline-resistant HL60/ ADR cells. Cancer Res 1989; 49: 4120-5.
    • (1989) Cancer Res , vol.49 , pp. 4120-4125
    • Lutzky, J.1    Astor, M.B.2    Taub, R.N.3
  • 35
    • 0001206491 scopus 로고
    • Continuous culture of human lymphoblasts from peripheral blood of a child with acute leukemia
    • Foley GE, Lazarus H, Farber S, et al. Continuous culture of human lymphoblasts from peripheral blood of a child with acute leukemia. Cancer 1965; 18: 522-9.
    • (1965) Cancer , vol.18 , pp. 522-529
    • Foley, G.E.1    Lazarus, H.2    Farber, S.3
  • 36
    • 0025562606 scopus 로고
    • Mechanisms of multi-drug resistance in human tumor cells. The roles of P-glycoprotein, DNA topoisomerase II
    • Beck WT. Mechanisms of multi-drug resistance in human tumor cells. The roles of P-glycoprotein, DNA topoisomerase II. Cancer Treat Rev 1990; 17 (suppl A): 11-20.
    • (1990) Cancer Treat Rev , vol.17 , Issue.SUPPL. A , pp. 11-20
    • Beck, W.T.1
  • 38
    • 0024398044 scopus 로고
    • Unknotting the complexities of multidrug resistance: The involvement of DNA topoisomerases in drug action and resistance
    • Beck WT. Unknotting the complexities of multidrug resistance: the involvement of DNA topoisomerases in drug action and resistance. J Natl Cancer Inst 1989; 81: 1683-5.
    • (1989) J Natl Cancer Inst , vol.81 , pp. 1683-1685
    • Beck, W.T.1
  • 39
    • 0027102766 scopus 로고
    • Toxicology of quinone-thioesters
    • Monks TJ, Lau SS. Toxicology of quinone-thioesters. Crit Rev Toxicol 1992; 22: 243-70.
    • (1992) Crit Rev Toxicol , vol.22 , pp. 243-270
    • Monks, T.J.1    Lau, S.S.2
  • 40
    • 0032062795 scopus 로고    scopus 로고
    • Reaction of β-lapachone and related naphthoquinones with 2-mercaptoethanol: A biomimetic model of topoisomerase II poisoning by quinones
    • in press
    • Neder K, Marton LJ, Liu LF, Frydman B. Reaction of β-lapachone and related naphthoquinones with 2-mercaptoethanol: a biomimetic model of topoisomerase II poisoning by quinones. Cell Mol Biol 1998; in press.
    • (1998) Cell Mol Biol
    • Neder, K.1    Marton, L.J.2    Liu, L.F.3    Frydman, B.4
  • 41
    • 84886610369 scopus 로고
    • Lipid peroxidation and the generation of free radicals, superoxide anion, and hydrogen peroxide in β-lapachone-treated Trypanosoma cruzi epimastigotes
    • Docampo R, Cruz FS, Boveris A, et al. Lipid peroxidation and the generation of free radicals, superoxide anion, and hydrogen peroxide in β-lapachone-treated Trypanosoma cruzi epimastigotes. Arch Biochem Biophys 1978; 186: 292-7.
    • (1978) Arch Biochem Biophys , vol.186 , pp. 292-297
    • Docampo, R.1    Cruz, F.S.2    Boveris, A.3
  • 42
    • 0018745267 scopus 로고
    • β-Lapachone enhancement of lipid peroxidation and superoxide anion and hydrogen peroxide formation by sarcoma 180 ascites tumor cells
    • Docampo R, Gruz FS, Boveris A, et al. β-Lapachone enhancement of lipid peroxidation and superoxide anion and hydrogen peroxide formation by sarcoma 180 ascites tumor cells. Biochem Pharmacol 1979; 28: 723-8.
    • (1979) Biochem Pharmacol , vol.28 , pp. 723-728
    • Docampo, R.1    Gruz, F.S.2    Boveris, A.3
  • 43
    • 0025297918 scopus 로고
    • Molecular biology of selenoproteins
    • Sunde RA. Molecular biology of selenoproteins. Annu Rev Nutr 1990; 10: 451-74.
    • (1990) Annu Rev Nutr , vol.10 , pp. 451-474
    • Sunde, R.A.1
  • 44
    • 0029557283 scopus 로고
    • Glutathione peroxidase and oxidative stress
    • Doroshow JH. Glutathione peroxidase and oxidative stress. Toxicol Lett 1995; 82-83: 395-8.
    • (1995) Toxicol Lett , vol.82-83 , pp. 395-398
    • Doroshow, J.H.1
  • 45
    • 0029068738 scopus 로고
    • Enhanced glutathione peroxidase expression protects cells from hydroperoxides hut not from radiation or doxorubicin
    • Liebman J, Fisher J, Lipschultz C, et al. Enhanced glutathione peroxidase expression protects cells from hydroperoxides hut not from radiation or doxorubicin. Cancer Res 1995; 55: 4465-70.
    • (1995) Cancer Res , vol.55 , pp. 4465-4470
    • Liebman, J.1    Fisher, J.2    Lipschultz, C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.