Interaction of the DNA topoisomerase II catalytic inhibitor meso-2,3-Bis(3,5-dioxopiperazine-1-yl)butane (ICRF-193), a bisdioxopiperazine derivative, with the conserved region(s) of eukaryotic but not prokaryotic enzyme

Biochemical Pharmacology

Volumn 54, Issue 5, 1997, Pages 545-550

  Sato, Makoto ^a   Ishida, Ryoji ^b   Narita, Toshiharu ^a   Kato, Jun Ichi ^c   Ikeda, Hideo ^c   Fukazawa, Hirosuke ^d   Andoh, Toshiwo ^b,e  

^a ZENYAKU KOGYO CO LTD   (Japan)

^b AICHI CANCER CENTER HOSPITAL   (Japan)

^c UNIVERSITY OF TOKYO   (Japan)

^d KOBE WOMEN'S UNIVERSITY   (Japan)

^e SOKA UNIVERSITY   (Japan)

Author keywords

Anticancer drug; Catalytic inhibitor; Cleavable complex; DNA gyrase; DNA topoisomerase; ICRF 193

Indexed keywords

2,3 BIS(3,5 DIOXO 1 PIPERAZINYL)BUTANE; DNA TOPOISOMERASE; GYRASE INHIBITOR; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; ENZYME BINDING; ENZYME INHIBITION; EUKARYOTE; FLY; FROG; HUMAN; HUMAN TISSUE; MAMMAL; NONHUMAN; PLANT; PRIORITY JOURNAL; PROKARYOTE; PROTEIN DOMAIN; YEAST;

AMINO ACID SEQUENCE; ANIMALS; BACTERIOPHAGE T4; BINDING SITES; BRASSICA; CATTLE; CONSERVED SEQUENCE; DNA TOPOISOMERASES, TYPE II; DROSOPHILA MELANOGASTER; ENZYME INHIBITORS; ESCHERICHIA COLI; FEMALE; HUMANS; MAMMALS; PIPERAZINES; PLACENTA; PLANTS; PLASMIDS; PREGNANCY; SCHIZOSACCHAROMYCES; SEQUENCE DELETION; SPECIES SPECIFICITY; SUBSTRATE SPECIFICITY; THYMUS GLAND; XENOPUS LAEVIS;

EID: 0030826244     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(97)00201-3     Document Type: Article

References (46)

1. Wang JC, DNA topoisomerases. Annu Rev Biochem 65: 635-692, 1996.
2. Wang JC, Recent studies of DNA topoisomerases. Biochim Biophys Acta 909: 1-9, 1987.
3. Watt PM and Hickson ID, Structure and function of type II DNA topoisomerases. Biochem J 303: 681-695, 1994.
4. Chen AY and Liu LF, DNA topoisomerases: Essential enzymes and lethal targets. Annu Rev Pharmacol Toxicol 34: 191-218, 1994.
5. D'Arpa P and Liu LF, Topoisomerase-targeting antitumor drugs. Biochim Biophys Acta 989: 163-177, 1989.
6. Liu LF, Liu CC and Alberts BM, T4 DNA topoisomerase: A new ATP-dependent enzyme essential for initiation of T4 bacteriophage DNA replication. Nature 281: 456-461, 1979.
7. Uemura T, Morikawa K and Yanagida M, The nucleotide sequence of the fission yeast DNA topoisomerase II gene: Structural and functional relationships to other DNA topoisomerases. EMBO J 5: 2355-2361, 1986.
8. Wyckoff E and Hsieh TS, Functional expression of a Drosophlia gene in yeast: Genetic complementation of DNA topoisomerase II. Proc Nad Acad Sci USA 85: 6272-6276, 1988.
9. Adachi N, Miyaike M, Ikeda H and Kikuchi A, Characterization of cDNA encoding the mouse DNA topoisomerase II that can complement the budding yeast top2 mutation. Nucleic Acis Res 20: 5297-5303, 1992.
10. Crenshaw DG and Hsieh T, Function of the hydrophilic carboxyl terminus of type II DNA topoisomerase from Drosophila melanogaster. II. In vivo studies. J Biol Chem 268: 21335-21343, 1993.
11. Lee MP and Hsieh TS, Linker insertion mutagenesis of Drosophila topoisomerase II. Probing the structure of eukaryotic topoisomerase II. J Mol Biol 235: 436-447, 1994.
12. Tanabe K, Ikegami Y, Ishida R and Andoh T, Inhibition of topoisomerase II by antitumor agents bis(2,6-dioxopiperazine) derivatives. Cancer Res 51: 4903-4908, 1991.
13. Ishida R, Miki T, Narita T, Yui R, Sato M, Utsumi KR, Tanabe K and Andoh T, Inhibition of intracellular topoisomerase II by antitumor bis(2,6-dioxopiperazine) derivatives: Mode of cell growth inhibition distinct from that of cleavable complex-forming type inhibitors. Cancer Res 51: 4909-4916, 1991.
14. Sehested M, Jensen PB, Sørensen BS, Holm B, Friche E and Demant EJ, Antagonistic effect of the cardioprotector (+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)propane (ICRF-187) on DNA breaks and cytotoxicity induced by the topoisomerase II directed drugs daunorubicin and etoposide (VP-16). Biochem Pharmacol 46: 389-393, 1993.
15. Bojanowski K, Lelievre S, Markovits J, Couprie J, Jacquemin-Sablon A and Larsen AK, Suramin is an inhibitor of DNA topoisomerase II in vitro and in Chinese hamster fibrosarcoma cells. Proc Natl Acad Sci USA 89: 3025-3029, 1992.
16. Drake FH, Hofmann GA, Mong S-M, Bartus JO, Hertzberg RP, Johnson RK, Mattern MR and Mirabelli CK, In vitro and intracellular inhibition of topoisomerase II by the antitumor agent merbarone. Cancer Res 49: 2578-2583, 1989.
17. Jensen PB, Sørensen BS, Demant EJF, Sehested M, Jensen PS, Vindeløv L and Hansen HH, Antagonistic effect of aclarubicin on the cytotoxicity of etoposide and 4′-(9-acridinylamino)methanesulfon-m-anisidide in human small cell lung cancer cell lines and on topoisomerase II-mediated DNA cleavage. Cancer Res 50: 3311-3316, 1990.
18. Roca J, Ishida R, Berger JM, Andoh T and Wang JC, Antitumor bisdioxopiperazines inhibit yeast DNA topoisomerase II by trapping the enzyme in the form of a closed protein clamp. Proc Natl Acad Sci USA 91: 1781-1785, 1994.
19. Ishida R, Hamatake M, Wasserman RA, Nitiss JL, Wang JC and Andoh T, DNA topoisomerase II is the molecular target of bisdioxopiperazine derivatives ICRF-159 and ICRF-193 in Saccharomyces cerevisiae. Cancer Res 55: 2299-2303, 1995.
20. Ishimi Y, Ishida R and Andoh T, Effect of ICRF-193, a novel DNA topoisomerase II inhibitor, on simian virus 40 DNA and chromosome replication in vitro. Mol Cell Biol 12: 4007-4014, 1992.
21. Ishimi Y, Ishida R and Andoh T, Synthesis of simian virus 40 C-family catenated dimers in vivo in the presence of ICRF-193. J Mol Biol 247: 835-839, 1995.
22. Ishida R, Sato M, Narita T, Utsumi KR, Nishimoto T, Morita T, Nagata H and Andoh T, Inhibition of DNA topoisomerase II by ICRF-193 induces polyploidization by uncoupling chromosome dynamics from other cell cycle events. J Cell Biol 126: 1341-1351, 1994.
23. Andoh T, Sato M, Narita T and Ishida R, Role of DNA topoisomerase II in chromosome dynamics in mammalian cells. Biotechnol Appl Biochem 18: 165-174, 1993.
24. Adachi Y, Luke M and Laemmli UK, Chromosome assembly in vitro: Topoisomerase II is required for condensation. Cell 64: 137-148, 1991.
25. Hirano T and Mitchison TJ, Topoisomerase II does not play a scaffolding role in the organization of chromosomes assembled in Xenopus egg extracts. J Cell Biol 120: 601-612, 1993.
26. Shamu CE and Murray AW, Sister chromatid separation in frog egg extracts requires DNA topoisomerase II activity during anaphase. J Cell Biol 117: 921-934, 1992.
27. Buchenau P, Saumweber H and Arndt-Jovin D, Consequences of topoisomerase II inhibition in early embryogenesis of Drosophila revealed by in vivo confocal laser scanning microscopy. J Cell Sci 104: 1175-1185, 1993.
28. Clarke DJ, Johnson RT and Downes CS, Topoisomerase II inhibition prevents anaphase chromatid segregation in mammalian cells independently of the generation of DNA strand breaks. J Cell Sci 105: 563-569, 1993.
29. Gorbsky GJ, Cell cycle progression and chromosome segregation in mammalian cells cultured in the presence of the topoisomerase II inhibitors ICRF-187 ((+)-1,2-bis(3,5-dioxopiperazinyl-1-y1)propane; ADR-529) and ICRF-159 (Razoxane). Cancer Res 54: 1042-1048, 1994.
30. Sambrook J, Fritsch EF and Maniatis T, Molecular Cloning: A Laboratory Manual. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY, 1989.
31. Liu LF, Davis JL and Calender R, Novel topologically knotted DNA from bacteriophage P4 capsids: Studies with DNA topoisomerases. Nucleic Acids Res 9: 3979-3989, 1981.
32. Kato J, Suzuki H and Hirota Y, Purification and characterization of DNA topoisomerase IV in Escherichia coli. J Biol Chem 267: 25676-25684, 1992.
33. Halligan BD, Edwards KA and Liu LF, Purification and characterization of a type 11 DNA topoisomerase from bovine calf thymus. J Biol Chem 260: 2475-2482, 1985.
34. Shiozaki K and Yanagida M, A functional 125-kDa core polypeptide of fission yeast DNA topoisomerase II. Mol Cell Biol 11: 6093-6102, 1991.
35. Uemura T and Yanagida M, Isolation of type I and II DNA topoisomerase mutants from fission yeast: Single and double mutants show different phenotypes in cell growth and chromatin organization. EMBO J 3: 1737-1744, 1984.
36. Huff AC and Kreuzer KN, Evidence for a common mechanism of action for antitumor and antibacterial agents that inhibit type II DNA topoisomerases. J Biol Chem 265: 20496-20505, 1990.
37. Lynn R, Giaever G, Swanberg SL and Wang JC, Tandem regions of yeast DNA topoisomerase II share homology with different subunits of bacterial gyrase. Science 233: 647-649, 1986.
38. Wyckoff E, Natalie D, Nolan JM, Lee M and Hsieh T, Structure of the Drosophila DNA topoisomerase II gene. Nucleotide sequence and homology among topoisomerases II. J Mol Biol 205: 1-13, 1989.
39. Huang WM, Multiple DNA gyrase-like genes in eubacteria. In: Molecular Biology of DNA Topoisomerases and Its Application to Chemotherapy (Eds. Andoh T, Ikeda H and Oguro M), pp. 39-48. CRC Press, Boca Raton, FL, 1993.
40. Jenkins JR, Ayton P, Jones T, Davies SL, Simmons DL, Harris AL, Sheer D and Hickson ID, Isolation of cDNA clones encoding the beta isozyme of human DNA topoisomerase II and localization of the gene to chromosome 3p24. Nucleic Acids Res 20: 5587-5592, 1992.
41. Austin CA, Sng J-H, Patel S and Fisher LM, Novel HeLa topoisomerase II is the IIβ isoform: Complete coding sequence and homology with other type II topoisomerases. Biochim Biophys Acta 1172: 283-291, 1993.
42. Caron PR and Wang JC, DNA topoisomerase as targets of therapeutics: A structural overview. In: Molecular Biology of DNA Topoisomerases and Its Application to Chemotherapy (Eds. Andoh T, Ikeda H and Oguro M), pp. 1-18. CRC Press, Boca Raton, FL, 1993.
43. Eder JP Jr, Chan VT, Niemierko E, Teicher BA and Schnipper LE, Conditional expression of wild-type topoisomerase II complements a mutant enzyme in mammalian cells. J Biol Chem 268: 13844-13849, 1993.
44. Vassetzky YS, Alghisi G-C and Gasser SM, DNA topoisomerase II mutations and resistance to anti-tumor drugs. Bioessays 17: 767-774, 1995.
45. Beck WT, Danks MK, Wolverton JS, Chen M, Granzen B, Kim R and Suttle DP, Resistance of mammalian tumor cells to inhibitors of DNA topoisomerase II. Adv Pharmacol 29B: 145-169, 1994.
46. Kohno K, Danks MK, Matsuda T, Nitiss JL and Kuwano M, A novel mutation of DNA topoisomerase IIα gene in an etoposide-resistant human cell line. Cell Pharmacol 2: 87-90, 1995.