3-Aminobenzamide and/or O6-benzylguanine evaluated as an adjuvant to temozolomide or BCNU treatment in cell lines of variable mismatch repair status and O6-alkylguanine-DNA alkyltransferase activity

British Journal of Cancer

Volumn 74, Issue 7, 1996, Pages 1030-1036

  Wedge, S R ^a   Porteous, J K ^a   Newlands, E S ^a  

^a CHARING CROSS HOSPITAL   (United Kingdom)

Author keywords

3 aminobenzamide; BCNU; Mismatch repair deficiency; O6 benzylguanine; Temozolomide

Indexed keywords

3 AMINOBENZAMIDE; 6 O ALKYLGUANINE DNA ALKYLTRANSFERASE; 6 O BENZYLGUANINE; CARMUSTINE; DNA MINISATELLITE; GUANINE DERIVATIVE; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; TEMOZOLOMIDE; 3-AMINOBENZAMIDE; ALKYLATING AGENT; BENZAMIDE DERIVATIVE; DACARBAZINE; DRUG DERIVATIVE; ENZYME INHIBITOR; GUANINE; O(6) BENZYLGUANINE; O(6)-BENZYLGUANINE;

ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DNA METHYLATION; DNA REPAIR; DRUG ACTIVITY; DRUG DNA BINDING; DRUG EFFECT; DRUG POTENTIATION; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; PRIORITY JOURNAL; TUMOR CELL LINE; CELL CULTURE; DRUG SCREENING; ENZYMOLOGY; GENETICS; NEOPLASM;

ANTINEOPLASTIC AGENTS, ALKYLATING; BENZAMIDES; CARMUSTINE; DACARBAZINE; DNA REPAIR; DRUG SCREENING ASSAYS, ANTITUMOR; DRUG SYNERGISM; ENZYME INHIBITORS; GUANINE; HUMANS; NEOPLASMS; TUMOR CELLS, CULTURED;

EID: 0029662166     PISSN: 00070920     EISSN: None     Source Type: Journal    
DOI: 10.1038/bjc.1996.485     Document Type: Article

References (76)

1. ALTHAUS FR, HOFFERER L, KLECZKOWSKA HE, MALANGA M, NAEGELI H, PANZETER PL AND REALINI CA. (1994). Histone shuttling by poly ADP-ribosylation. Mol. Cell. Biochem., 138, 53-59.
2. 6-alkylguanine-DNA alkyltransferase correlates with potentiation of temozolomide and CCNU toxicity in human tumour cells. Br. J. Cancer, 67, 1299-1302.
3. BAILLY V AND VERLY WG. (1988). Possible roles of β-elimination and δ-elimination reactions in the repair of DNA containing AP (apurinic/apyrimidinic) sites in mammalian cells. Biochem. J., 253, 553-559.
4. BERGER NA, SIKORSKI GW, PETZOLD SJ AND KUROHARA KK, (1979). Association of poly(adenosine diphosphoribose) synthesis with DNA damage and repair in normal human lymphocytes. J. Clin. Invest., 63, 1164-1171.
5. BERGER NA, BERGER SJ, CATINO DM, PETZOLD SJ AND ROBINS RK. (1985). Modulation of nicotinamide adenine dinucleotide and poly (adenosine diphosphoribose) metabolism by the synthetic 'C' nucleoside analogs, tiazofurin and selenazofurin. A new strategy for cancer chemotherapy. J. Clin. Invest., 75, 702-709.
6. BODELL WJ, GEROSA M, AIDA T, BERGER MS AND ROSENBLUM ML. (1985). Investigation of resistance to DNA cross-linking agents in 9L cell lines with different sensitivities to chloroethylni-trosoureas. Cancer Res., 45, 3460-3464.
7. BOULTON S, PEMBERTON LC, PORTEOUS JK, CURTIN NJ, GRIFFIN RJ, GOLDING BT AND DURKACZ BW. (1995). Potentiation of temozolomide-induced cytotoxicity: a comparative study of the biological effects of poly(ADP-ribose) polymerase inhibitors. Br. J. Cancer. 72, 849-856.
8. BRADFORD MM. (1976). A rapid and sensitive method for the quantitalion of microgram quantities of protein utilizing the principles of protein-dye binding. Anal. Biochem., 72, 248-254.
9. BRANCH P, AQUILINA G, BIGNAMI M AND KARRAN P. (1993). Defective mismatch binding and a mutator phenotype in cells tolerant to DNA damage. Nature, 362, 652-654.
10. BRANCH P, HAMPSON R AND KARRAN P. (1995). DNA mismatch binding defects, DNA damage tolerance, and mutator phenotypes in human colorectal carcinoma cell lines. Cancer Res., 55, 2304-2309.
11. BUKI KG, BAUER PI, HAKAM A AND KUNE E. (1995). Identification of domains of poly(ADP-ribose) polymerase for protein binding and self association. J. Biol. Chem., 270, 3370-3377.
12. BULL VL. (1988). Studies on the mode of cytotoxicity of imidazotetrazinones. Ph.D. thesis, Aston University.
13. BÜRKLE A, MEYER T, HILZ H AND ZUR HAUSEN H. (1987). Enhancement of N-methyl-N-nitro-N-nitrosoguanidine-induced DNA amplification in a Simian virus 40-transformed Chinese hamster cell line by 3-aminobenzamide. Cancer Res., 47, 3632-3636.
14. 6-Methylguanine in DNA inhibits replication in vitro by human cell extracts. Biochemistry, 32, 13664-13672.
15. CHATTERJEE S AND BERGER NA. (1994). Growth-phase-dependent response to DNA damage in poly(ADP-ribose) polymerase deficient cell lines: basis for a new hypothesis describing the role of poly(ADP-ribose) polymerase in DNA replication and repair. Mol. Cell. Biochem., 138, 61-69.
16. CHOU J. (1991). Quantitation of synergism and antagonism of two or more drugs by computerised analysis. In Synergism and Antagonism in Chemotherapy, Chou T-C and Rideout DC. (eds) pp. 223-224. Academic Press: New York.
17. 50, Synergism, Antagonism, Low-dose Risk, Receptor Ligard Binding and Enzyme Kinetics. (Manual and software). Biosoft: Cambridge.
18. CHOU T-C AND TALALAY P. (1984). Quantitative analysis of dose effect relationships: the combined effect of multiple drugs or enzyme inhibitors. Adv. Enzyme Regul., 22, 27-55.
19. DENNY BJ, WHEELHOUSE RT, STEVENS MFG, TSANG LLH AND SLACK JA. (1994). NMR and molecular modeling investigation of the mechanism of activation of the antitumor drug temozolomide and its interaction with DNA. Biochemistry, 33, 9045-9051.
20. DIANOV G AND LINDAHL T. (1994). Reconstitution of the DNA base excision-repair pathway. Curr. Biol, 4, 1069-1076.
21. 6-benzylguanine analogues on sensitivity of human tumour cells to the cytotoxic effects of alkylating agents. Cancer Res., 51, 3367-3372.
22. 6-benzylguanine on the sensitivity of human colon tumour xenografts to 1,3-bis(2-chloroethyl)-l-nitrosourea (BCNU). Biochem. Pharmacol., 46, 285-290.
23. 6-methylguanine-DNA-methyltransferase activity and resistance of human cells to the cytotoxic and mutagenic effect of N-methyl-N′-nitro-N-nitroguanidine. Carcinogenesis, 5, 1641-1647.
24. DRUMMOND JT, LI G-M, LONGLEY MJ AND MODRICH P. (1995). Isolation of an hMSH2-p160 heterodimer that restores DNA mismatch repair to tumor cells. Science, 268, 1909-1912.
25. n participates in DNA excision repair. Nature, 283, 593-596.
26. EDWARDS MS, LEVIN VA AND WILSON CB. (1980). Brain tumour chemotherapy: an evaluation of agents in current use for phase II and III trials. Cancer Treat. Rep., 64, 1179-1205.
27. FAIRBURN LJ, COWLING GJ, DEXTER TM, RAFFERTY JA, MARGISON GP AND REIPERT B. (1994). bcl-2 delay of alkylating agent-induced apoptotic death in a murine hemopoietic stem cell line. Mol. Carcinogen., 11, 49-55.
28. 6-benzylguanine increases the sensitivity of human primary bone marrow cells to the cytotoxic effects of temozolomide. Exp. Hematol., 23, 112-116.
29. 6-benzylguanine and 1,3-bis(2-chloroethyl)-l-nitrosourea. Cancer Chemother. Pharmacol., 32, 471-476.
30. FRIEDMAN HS, DOLAN ME, PEGG AE, MARCELLI S, KEIR S, CATINO JJ, BIGNER DD AND SCHOLD SC. (1995). Activity of temozolomide in the treatment of central nervous system tumor xenografts. Cancer Res., 55, 2853-2857.
31. 6-benzylguanine and 1,3-bis(2-chloroethyl)-l-nitrosourea (BCNU) in a human colon cancer xenograft completely resistant to BCNU alone. Biochem. Pharmacol., 45, 483-491.
32. 6-Methylguanine-DNA methyltransferase of human lymphoid cells: strutural and kinetic properties and absence in repair-deficient cells. Cancer Res., 43, 3247-3252.
33. JIANG B, BAWR B, HSIANG Y, SHEN T, POTMESIL M AND SILBER R. (1989). Lack of drug-induced DNA cross-links in chlorambucil-resistant Chinese hamster ovary cells. Cancer Res., 49, 5514-5517.
34. JUAREZ-SALINAS H, SIMS JL AND JACOBSON MK. (1979). Poly(ADP-ribose) levels in carcinogen-treated cells. Nature, 282, 740-741.
35. KARRAN P AND BIGNAMI M. (1994). DNA damage tolerance, mismatch repair and genome instability. Bioessays, 16, 833-839.
36. KARRAN P, HJELMGREN T AND LINDAHL T. (1982). Induction of a DNA glycosylase for N-methylated purines in part of the adaptive response to alkylating agents. Nature, 296, 770-773.
37. 6-Methylguanine residues elicit DNA repair synthesis by human cell extracts. J. Biol. Chem., 268, 15878-15886.
38. KASTAN MB, ONYEKWERE O, SIDRANSKY D, VOGELSTEIN B AND CRAIG RW. (1991). Participation of p53 protein in the cellular response to DNA damage. Cancer Res., 51, 6304-6311.
39. KAT A, THILLY WG, FANG WH, LONGLEY MJ, LI GM AND MODRICH P. (1993). An alkylation-tolerant, mutator human cell line is deficient in strand-specific mismatch repair. Proc. Natl Acad. Sci. USA., 90, 6424-6428.
40. KELLEY SL, BASU A, TEICHER BA, HAVKER MP, HAMER DH AND LAZO JS. (1988). Overexpression of metallothionine confers resistance to anticancer drugs. Science, 241, 1813-1815.
41. 6-alkylguanine-DNA alkyltransferase depletion and regeneration in human peripheral lymphocytes following dacarbazine and fotemustine. Cancer Res., 51, 619-623.
42. LOWN JW, MCLAUGHLIN LW AND CHANG YM. (1978). Mechanism of action of 2-haloethylnitrosoureas on DNA, and its relation to their antileukemic properties. Biorg. Chem., 7, 97-110.
43. LUDLUM DB. (1990). DNA alkylation by the haloethylnitrosoureas: nature of modifications produced and their enzymatic repair or removal. Mutat. Res., 233, 117-126.
44. MALAPETSA A, NOE AJ, POIRIER GG, DESNOYERS S AND PANASCI LC. (1995). Identification of a 116 kD protein that binds 1,3-bis(2-chloroethyl)-l-nitrosourea-damaged DNA as poly(ADP-ribose) polymerase. Proc. Am. Assoc. Cancer Res., 36, A2121.
45. MALCOMSON RDG, OREN M, WYLLIE AH AND HARRISON DJ. (1995). p53-independent death and p53-induced protection against apoptosis in fibroblasts treated with chemotherapeutic drugs. Br. J. Cancer, 72, 952-957.
46. MARGISON GP AND O'CONNOR PJ. (1990). Biological consequences of reactions with DNA: role of specific lesions. Chemical carcinogenesis and mutagenesis. In Handbook of Experimental Chemotherapy, Grover PL and Phillips DH. (eds) pp. 547-571. Springer: Heidelberg.
47. MILAM KA, THOMAS GH AND CLEAVER JE. (1986). Disturbances in DNA precursor metabolism associated with exposure to an inhibitor of poly(ADP-ribose) synthetase. Exp. Cell Res., 165, 260-268.
48. 6-benzylguanine on the sensitivity of human tumour xenografts to 1,3-bis(2-chloroethyl)-l-nitrosourea and on DNA interstrand cross-link formation. Cancer Res., 52, 1171-1175.
49. MIYASHITA T AND REED JC. (1992). bcl-2 gene transfer increases relative radioresistance of S49.1 and WEHI7.2 lymphoid cells to cell death and DNA fragmentation induced by glucocorticoids and multiple chemotherapeutic drugs Cancer Res., 52, 5407-5411.
50. NDUKA N, SKIDMORE CJ AND SHALL S. (1980). The enhancement of cytotoxicity of N-methyl-N-nitrosourea and of gamma-radiation by inhibitors of poly(ADP-ribose) polymerase. Eur. J. Biochem., 105, 525-530.
51. NEWLANDS ES, BLACKLEDGE GRP, SLACK JA, RUSTIN GJS, SMITH DB, STUART NSA, QUARTERMAN CP, HOFFMAN R, STEVENS MFG, BRAMPTON MH AND GIBSON AC. (1992). Phase I trial of temozolomide (CCRG 81045: M & B 39831: NSC 362856). Br. J. Cancer, 65, 287-291.
52. NOSSERI C, COPPOLA S AND GHIBELLI L. (1994). Possible involvement of poly(ADP-ribose) polymerase in triggering stress-induced apoptosis. Exp. Cell. Res., 212, 367-373.
53. O'REILLY SM, NEWLANDS ES, GLASER MG, BRAMPTON M, RICE-EDWARDS JM, ILLINGWORTH RD, RICHARDS PG, KENNARD C, COLQUHOUN IR, LEWIS P AND STEVENS MFG. (1993). Temozolomide: a new oral cytotoxic chemotherapeutic agent with promising activity against primary brain tumours. Eur. J. Cancer, 29A, 940-942.
54. PEGG AE. (1983). Alkylation and subsequent repair of DNA after exposure to dimethylnitrosamine and related carcinogens. Rev. Biochem. Toxicol., 5, 83-133.
55. 6-alkylguanine-DNA alkyltransferase: regulation and importance in response to alkylating carcinogenic and therapeutic agents. Cancer Res., 50, 6119-6129.
56. RANKIN PW, JACOBSON EL, BENJAMIN RC, MOSS J AND JACOBSON MK. (1989). Quantitative studies of inhibitors of ADP-ribosylation in vitro and in vivo. J. Biol. Chem., 264, 4312-4317.
57. ROBERTS JJ. (1978). The repair of DNA modified by cytotoxic, mutagenic, and carcinogenic chemicals. Adr. Radiat. Biol., 7, 211-435.
58. SATOH MS AND LINDAHL T. (1992). Role of poly(ADP-ribose) formation in DNA repair. Nature, 356, 356-358.
59. +-dependent repair of damaged DNA by human cell extracts. J. Biol. Chem., 268, 5480-5487.
60. SEBOLT-LEOPOLD JS AND SCAVONE SV. (1992). Enhancement of alkylating agent activity in vitro by PD 128763, a potent poly(ADP-ribose) synthetase inhibitor. Int. J. Radiat. Oncol. Biol. Phys., 22, 619-621.
61. SHALL S. (1984). ADP-ribose in DNA repair: a new component of DNA excision repair. Adv. Radiat. Biol., 11, 1-69.
62. SHIBATA D, PEINADO MA, IONOV Y, MALKHOSYAN S AND PERUCHO M. (1994). Genomic instability in repeated sequences is an early somatic event in colorectal tumorigenesis that persists after transformation. Nature Genet., 6, 273-281.
63. SKEHAN P, STORENG R, SCUDIERO D, MONKS A, MCMAHON J, VISTICA D, WARREN JT, BOKESCH H, KENNEY S AND BOYD MR. (1990). New colorimetric assay for anti-cancer drug screening. J. Natl Cancer Inst., 82, 1107-1118.
64. SMITH MT, EVANS CG, DOANE-SETZER P, CASTRO VM. TAHIR MK AND MANNERVIK B. (1989). Denitrosation of 1.3-bis(2-chloroetliyl)-l-nitrosourea by class u glutathione transferase and its role in cellular resistance in rat brain tumour cells. Cancer Res., 49, 2621-2625
65. 6-alkylguanine. Proc, Natl Acad. Sci. USA, 87, 686-690.
66. TISDALE MJ. (1985). Antitumour imidazotetrazines XI: effect of 8-carbamoyl-2-methylimidazo[5,1 -d]-1,2,3,5-tetrazin- 4(3H) - one [CCRG 81045; M and B 39831; NSC 362856] on poly(ADP-ribose) metabolism. Br. J. Cancer, 52, 789-792.
67. 1-bis(2-chloroethyl)-N-nitrosourea (BCNU). Cancer Res., 42, 3102-3105.
68. TONU WP, KOHN KW AND LUDLUM DB. (1982b). Modifications of DNA by different haloethylnitrosoureas. Cancer Res., 42, 4460-4464.
69. WAXMAN DJ. (1990). Glutathione S-transferases: role in alkylating agent resistance and possible target for modulation chemotherapy a review. Cancer Res., 50, 6449-6454.
70. 6-benzylguanine: a comparative study in vitro. Br. J. Cancer. 73, 482-490.
71. 6-alkylguanine-DNA alkyltransferase activity to temozolomide and BCNU. Br. J. Cancer, 73, 1049-1052.
72. WEINKAM RJ AND LIN HS. (1979). Reactions of BCNU (1,3-bis(2-chloroethyl)-1-nitrosourea) and CCNU (1-[2-chloroethyl]-3-cyelohexyl-1-nitrosourea) in aqueous solution. J. Med. Chem., 22, 1193-1198.
73. WHISH WJD, DAVIES MI AND SHALL S. (1975). Stimulation of poly (ADP-rihose) polymerase activity by the antitumour antibiotic, streptozotocin. Biochem. Biophys. Res. Commun., 65, 722-730.
74. 6-methylguanine-DNA methyltransferase in Chinese hamster ovary cells. Cancer Res., 54, 3857-3863.
75. YOUNG RC, DEVITA VT, SERPICK AA AND CANELLOS CP. (1971). Treatment of advanced Hodgkin's disease with [1,3-bis(2-chloroethyl)-1-nitrosourea] BCNU. N. Engl. J. Med., 285, 475-479.
76. 6-alkylguanine-DNA alkyltransferase. J. Cancer Rex. Clin. Oncol., 121, 225-229.