« Previous
Next »
Seminars in Radiation Oncology
Volume 13, Issue 1
, Pages 42-52
, January 2003
Combining bioreductive drugs and radiation for the treatment of solid tumors
References
-
.
The experimental development of bioreductive drugs and their role in cancer therapy.
Cancer Met Rev. 1993;12:73–82
- . Hypoxia-specific cytotoxins in cancer therapy. Semin Radiat Oncol. 1996;6:22–36
-
.
Recent developments in the design of bioreductive drugs.
Br J Cancer. 1996;74:S32–S38
- . Bioreductive drugs into the next millennium. Anti-Cancer Drug Design. 1998;13:519–528
- . Bioreductive therapies: An overview of drugs and their mechanisms of action. Int J Radiat Oncol Biol Phys. 1998;42:755–762
- . Electron transfer and oxidative stress as key factors in the design of drugs selectively active in hypoxia. Curr Med Chem. 2001;8:739–761
- Hypoxia as a target for combined modality treatments. Eur J Cancer. 2002;38:240–257
- . Selective chemotherapy of non-cycling cells in an in vitro tumour model. Cancer Res. 1974;34:3501–3503
- The hypoxic tumor cell: A target for selective cancer chemotherapy. Biochem Pharmacol. 1980;29:1–8
- . Therapeutic attack of hypoxic cells of solid tumours: presidential address. Cancer Res. 1988;48:775–778
- . Increased cell killing by metronidazole and nitrofurazone of hypoxic compared to aerobic mammalian cells. Cancer Res. 1976;36:930–936
-
.
The chemistry of nitroarene and aromatic N-oxide radicals.
In:
Alfassi ZB editors.
The chemistry of N-centred radicals. New York: John Wiley; 1998;p. 98–126
- . Split dose cytotoxic experiments with misonidazole. Br J Cancer. 1978;38:130–136
- . Sulphydryls, ascorbate and oxygen as modifiers of the toxicity and metabolism of misonidazole in vitro. Br J Cancer. 1980;41:892–900
- . Unusual oxygen concentration dependence of toxicity of SR-4233, a hypoxic cell toxin. Cancer Res. 1993;53:3992–3997
- Tirapazamine plus cisplatin versus cisplatin in advanced non-small-cell lung cancer: A report of the international CATAPULT I study group. Cisplatin and Tirapazamine in Subjects with Advanced Previously Untreated Non-Small-Cell Lung Tumors. J Clin Oncol. 2000;18:1351–1359
- . Nitroimidazole bioreductive metabolism: Quantitation and characterisation of mouse tissue benzonidazole nitroreductases in vivo and in vitro. Biochem Pharmacol. 1987;36:887–896
- Overexpression of human NADPH: Cytochrome c (P450) reductase confers enhanced sensitivity to both tirapazamine (SR 4233) and RSU 1069. Br J Cancer. 1997;76:1338–1347
- . Enzymology of the reductive bioactivation of SR 4233: A novel benzotriazine di-N-oxide hypoxic cell cytotoxin. Biochem Pharmacol. 1990;39:1735–1742
- Importance of P450 reductase activity in determining sensitivity of breast tumour cells to the bioreductive drug, tirapazamine (SR 4233). Br J Cancer. 1995;72:1144–1150
- The importance of P450 reductase for determining the sensitivity of human tumour cells to the indolequinone E09 and related analogues lacking functionality in the C-2 and C-3 positions. Biochem Pharmacol. 2000;59:993–996
- Expression of the bacterial nitroreductases enzyme in mammalian cells renders them selectively sensitive to killing by the prodrug CB1954. Eur J Cancer. 1995;31:2362–2370
- Glucose transporter Glut-1 expression correlates with tumour hypoxia and predicts metastasis free survival in advanced carcinoma of the cervix. Clin Cancer Res. 2001;7:928–934
- CA IX expression, a potential new intrinisic marker of hypoxia: correlations with tumor oxygen measurements and prognosis in locally advanced carcinoma of the cervix. Cancer Res. 2001;61:6394–6399
-
In vivo evaluation of the radio-sensitizing and cytotoxic properties of newly synthesized electron-affinic drugs.
Br J Cancer. 1978;37(suppl):206–211
-
.
The effects of hyperthermia and ionizing radiation on bladder, skin and an experimental tumour in mice [doctoral thesis].
London: University of London; 1978;
- . Differences in the toxicity and metabolism of the 2-nitroimidazole misonidazole (Ro-07-0582) in HeLa and CHO cells. Cancer Res. 1978;38:2745–2752
- . Effects of some proliferative and environmental factors on the toxicity of mitomycin C to tumor cells in vitro. Int J Cancer. 1986;38:229–235
- RSU 1069, a nitroimidazole containing an aziridine group: Bioreduction greatly increases cytotoxicity under hypoxic conditions. Biochem Pharmacol. 1986;35:105–110
- . Induction of DNA crosslinks in vitro upon reduction of the nitroimidazole-aziridines RSU-1069 and RSU-1131. Biochem Pharmacol. 1987;36:1787–1792
- Induction of tumour hypoxia post-irradiation: A method for increasing the sensitizing efficiency of misonidazole and RSU 1069 in vivo. Int J Radiat Biol. 1989;55:411–422
-
.
Bioreductive drugs in cancer therapy.
Br J Radiol. 1992;24(suppl):128–136
- A toxicity and pharmacokinetics study in man of the hypoxic radiosensitizer RSU-1069. Br J Radiol. 1986;59:1238–1240
-
.
Assessing the bioreductive effectiveness of the nitroimidazole RSU1069 and its prodrug RB6145: With particular reference to in vivo methods of evaluation.
Cancer Met Rev. 1993;12:177–193
- Synthesis and evaluation of alpha-[)2-haloethyl)amino]methyl]-2-nitro-1H-imidazole-1-ethanols as prodrugs of alpha-[(1-aziridinyl)methyl-2- nitro-1H-imidazole-1-ethanol (RSU-1069) and its analogues which are radiosensitizers and bioreductively activated cytotoxins. J Med Chem. 1990;33:2603–2610
-
.
Pharmacokinetic contribution to the improved therapeutic selectivity of a novel bromoethylamino prodrug (RB 6145) of the mixed-function hypoxic cell sensitizer/cytotoxin alpha-(1-aziridinomethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069).
Cancer Chem Pharmacol. 1991;29:37–47
- . Hypoxia-dependent retinal toxicity of bioreductive anticancer prodrugs in mice. Toxicol Appl Pharmacol. 2000;163:50–59
- SR-4233: A new bioreactive agent with high selective toxicity for hypoxic mammalian cells. Int J Radiat Oncol Biol Phys. 1968;12:1239–1242
- Enhancement of radiation-induced tumor cell killing by the hypoxic cell toxin SR 4233. Radiother Oncol. 1988;12:209–218
-
.
Pre-and post-irradiation radiosensitization by SR 4233.
Int J Rad Oncol Biol Phys. 1989;16:967–971
- SR4233 cytotoxicity and metabolism in DNA repair-competent and repair-deficient cell cultures. Br J Cancer. 1991;63:358–362
- . Repair of DNA and chromosome breaks in cells exposed to SR4233 under hypoxia and to ionising radiation. Cancer Res. 1992;52:4473–4477
- . The differential hypoxic cytotoxicity of bioreductive agents determined in vitro by the MTT assay. Int J Radiat Oncol Biol Phys. 1989;16:973–976
- . Potentiation by the hypoxic cytotoxin SR4233 of cell killing produced by fractionated irradiation of mouse tumours. Cancer Res. 1990;50:7745–7749
- . Comparison of the enhancement of tumor responses to fractionated irradiation by SR 4233 (tirapazamine) and by nicotinamide with carbogen. Int J Radiat Oncol Biol Phys. 1994;28:145–150
- . Tumour hypoxia: The picture has changed in the 1990s. Int J Radiat Biol. 1994;65:95–102
- . Sensitizers and radiation dose fractionation: Results and interpretations. Int J Radiat Oncol Biol Phys. 1986;12:1049–1054
-
.
Fractionation increases the antitumour effect of adding a hypoxic cytotoxin to irradiation.
In:
Dewey WC editors.
Radiation research a twentieth century perspective. San Diego, CA: Academic; 1992;p. 807–812
-
.
Mitomycin C and radiation.
In:
Hill BT editors.
Antitumor drug-radiation interactions. Boca Raton, FL: CRC Press, Inc; 1990;p. 126–139
- Randomized clinical trial of mitomycin C as an adjunct to radiotherapy in head and neck cancer. Int J Radiat Oncol Biol Phys. 1989;17:3–9
- Mitomycin C as an adjunct to postoperative radiation therapy in squamous cell carcinoma of the head and neck: results from two randomized clinical trials. Int J Radiat Oncol Biol Phys. 1994;27:241–250
- . Preclinical studies of porfiromycin as an adjunct to radiotherapy. Radiat Res. 1988;116:100–113
- Exploring the mechanistic aspects of mitomycing antibiotic bioactivation in Chinese hamster ovary cells overexpressing NADPH: Cytochrome C (P450) reductase and DT-diaphorase. Adv Enzyme Regul. 1998;38:111–133
- . Metabolism and reactions of quinoid anticancer agents. Pharmacol Ther. 1987;35:57–162
- Role of NADPH: Cytochrome c reductase and DT-diaphorase in the biotransformation of mitomycin C. Cancer Research. 1984;44:5638–5643
- Bioreductive alkylating agent porfiromycin in combination with radiation therapy for the management of squamous cell carcinoma of the head and neck. Radiat Oncol Investig. 1997;5:235–245
- Factors affecting sensitivity to EO9 in rodent and human tumour cells in vitro: DT-diaphorase activity and hypoxia. Eur J Cancer. 1994;30A:1013–1019
- . Unusually marked hypoxic sensitisation to indoloquinone EO9 and mitomycin C in a human colon-tumour cell line that lacks DT-diaphorase activity. Int J Cancer. 1994;56:134–139
- . Bioreductive drugs for cancer therapy: The search for tumor specificity. Int J Radiat Oncol Biol Phys. 1994;29:231–238
- 5-Substituted analogues of 3-hydroxymethyl-5-arziridinyl-1-methyl-2-[1H-indole-4, 7-dione]prop-2-en-ol (E09, NSC 382459) and their regiosomers as hypoxia-selective agents: Structure-cytotoxicity in vitro. Anticancer Drug Des. 1998;13:105–123
-
.
Development, pharmacology, role of DT-diaphorase and prospects of the indolequinone EO9.
Gene Pharmacol. 1996;27:421–429
-
Phase I and pharmacologic study of the novel indoloquinone bioreductive alkylating cytotoxic drug EO9.
J Nat Cancer Inst. 1994;86:906–912
- A randomized phase II study with two schedules of the novel indoloquinone EO9 in non-small-cell lung cancer: A study of the EORTC early clinical studies group (ECSG). Ann Oncol. 1996;7:529–531
-
.
Rationale for the use of aliphatic N-oxides of cytotoxic anthraquinones as prodrug DNA binding: A new class of bioreductive agent.
Cancer Met Rev. 1993;12:119–134
- AQ4N: An alkylaminoanthraquinone N-oxide showing bioreductive potential and positive interaction with radiation in vivo. Br J Cancer. 1995;72:76–81
-
Evidence for a therapeutic gain when AQ4N or tirapazamine is combined with radiation.
Br J Cancer. 1996;27(suppl):S39–S42
-
Antitumour prodrug development using cytochrome P450 (CYP) mediated activation.
Anticancer Drug Des Dec. 1999;14:473–486
-
Bioreductively-activated prodrugs for targeting hypoxic tissues: Elimination of Aspirin from 2-nitroimidazole derivatives.
Bio Med Chem Lett. 1999;9:1267–1272
-
Antiangiogenic, bioreductive and gene therapy approaches to the treatment of hypoxic tumours.
Curr Pharm Des. 2002;1319–1333
- . Radicals from one-electron reduction of nitro compounds, aromatic-N-oxides and quinones: The kinetic basis for hypoxia-selective bioreductive drugs. Biochem Soc Symp. 1995;61:171–178
- . Modification of the cytotoxic activity of mitomycin C by oxygen and ascorbic acid in chinese hamster ovary cells and in a repair deficient mutant. Cancer Res. 1986;46:2709–2713
- . Effect of oxygen on misonidazole chemosensitization and cytotoxicity in vitro. Cancer Res. 1984;44:4409–4413
-
.
Radiobiology for the radiologist.
In: New York: Lippincott,; 1988;p. 143
- . SR 4233 (Tirapazamine): A new anticancer drug exploiting hypoxia in solid tumours. Br J Cancer. 1993;67:1163–1170
-
.
The autooxidation of the reduced forms of E09.
Free Radical Res. 1996;25:141–148
- . Hypoxia-inducible regulation of a prodrug-activating enzyme for tumor-specific gene therapy. Neoplasia. 2002;4:40–48
- Oxygen-sensitive gene-directed enzyme-prodrug therapy (O2-GDEPT) for solid tumours: Potentially curative when combined with x-rays. Gene Ther. 2002;9:946–954
- A randomized double-blind phase III study of nimorazole as a hypoxic radiosensitizer of primary radiotherapy in supraglottic larynx and pharynx carcinoma. Results of the Danish Head and Neck Cancer Study (DAHANCA) Protocol 5-85. Radiother Oncol. 1998;46:135–146
- Synthesis of novel paclitaxel prodrugs designed for bioreductive activation in hypoxic tumour tissue. Bioorg Med Chem. 2002;10(1):71–77
- 4-[3-(2-Nitro-1-imidazolyl)propylamino]-7-chloroquinoline hydrochloride (NLCQ-1), a novel bioreductive agent as radiosensitizer in vitro and in vivo: Comparison with tirapazamine. Oncol Res. 2000;12:325–333
-
Hypoxia-selective antitumor agents. 16. Nitroarylmethyl quaternary salts as bioreductive prodrugs of the alkylating agent mechlorethamine.
J Med Chem. 2001;11:3511–3522
- Quinoxaline 1,4-dioxides as anticancer and hypoxia-selective drugs. Oncol Rep. 2001;8:679–684
- Sulfoxide-containing aromatic nitrogen mustards as hypoxia-directed bioreductive cytotoxins. J Med Chem. 2000;43:4160–4168
☆ Supported by the Medical Research Council Grant Number G9520193.
☆☆ Address reprint requests to Ian J. Stratford, PhD, School of Pharmacy and Pharmaceutical Sciences, University of Manchester Coupland III Building, Oxford Road, Manchester M13 9PL, UK.
PII: S1053-4296(03)50007-8
doi: 10.1053/srao.2003.50008
« Previous
Next »
Seminars in Radiation Oncology
Volume 13, Issue 1
, Pages 42-52
, January 2003
