Quinones as mutagens, carcinogens, and anticancer agents: Introduction and overview

References

• Begleiter , A. 1983 . Cytocidal action of the quinone group and its relationship to antitumor activity . Cancer Res. , 43 : 481 – 484 .
   Google Scholar
• Benedict , W. F. , Baker , M. S. , Haroun , L. , Choi , E. and Ames , B. N. 1977 . Mutagenicity of cancer chemo‐therapeutics in the Salmonella/microsome test . Cancer Res. , 37 : 2209 – 2213 .
   PubMed Web of Science ®Google Scholar
• Berger , M. S. , Talcott , R. E. , Rosenblum , M. L. , Silva , M. , AliOsman , F. and Smith , M. T. 1985 . use of quinones in brain‐tumor chemotherapy. Preliminary results from preclinical laboratory investigations . J. Toxicol. Environ. Health , 16 : 713 – 719 .
   PubMed Web of Science ®Google Scholar
• Brown , J. P. 1980 . A review of the genetic effects of naturally occurring flavonoids, anthraquinones and related compounds . Mutat. Res. , 75 : 243 – 277 .
   PubMed Web of Science ®Google Scholar
• Cerutti , P. 1985 . Prooxidant states and tumor promotion . Science , 227 : 377 – 381 .
   Google Scholar
• Chesis , P. L. , Levin , D. E. , Smith , M. T. , Ernster , L. and Ames , B. N. 1984 . Mutagenicity of quinones: Pathways of metabolic activation and detoxification . Proc. Natl. Acad. Sci. U.S.A. , 81 : 1696 – 1700 .
   PubMed Web of Science ®Google Scholar
• Cohen , G. M. , Wilson , G. D. , Gibby , E. M. , Smith , M. T. , D'Arcy Doherty , M. and Connors , T. 1983 . 1‐Naphtol: A potential anti‐cancer agent . Biochem. Pharmacol. , 32 : 2363 – 2365 .
   PubMed Web of Science ®Google Scholar
• D'Arcy Doherty , M. and Cohen , G. M. 1984 . Metabolic activation of 1‐naphthol by rat liver microsomes to 1,4‐naphthoquinone and covalent binding species . Biochem. Pharmacol. , 33 : 3201 – 3208 .
   PubMed Web of Science ®Google Scholar
• D'Arcy Doherty , M. D. , Cohen , G. M. and Smith , M. T. 1984 . Mechanisms of toxic injury to isolated hepatocytes by 1‐naphthol . Biochem. Pharmacol. , 33 : 543 – 549 .
   PubMed Web of Science ®Google Scholar
• Di Monte , D. , Ross , D. , Bellomo , G. , Eklöw , L. and Orrenius , S. 1984 . Alterations in intracellular thiol homeostasis during the metabolism of menadione by isolated rat hepatocytes . Arch. Biochem. Biophys. , 235 : 334 – 342 .
   PubMed Web of Science ®Google Scholar
• Fluck , D. S. , Rappaport , S. M. , Eastmond , D. A. and Smith , M. T. 1984 . Conversion of 1‐naphthol to naphthoquinone metabolites by rat liver microsomes: Demonstration by high‐performance liquid chromatography with reductive electrochemical detection . Arch. Biochem. Biophys. , 235 : 351 – 358 .
   PubMed Web of Science ®Google Scholar
• Fox , M. A. and Olive , S. 1979 . Photooxidation of anthracene on atmospheric particulate matter . Science , 205 : 582 – 583 .
   PubMed Web of Science ®Google Scholar
• Irons , R. D. and Sawahata , T. 1985 . “ Phenols, catechols, and quinones ” . In Bioactivation of Foreign Compounds , Edited by: Anders , M. W. 259 – 277 . New York : Academic .
   Google Scholar
• Ikegami , R. , Akamatsu , Y. and Haruta , M. 1967 . Subcutaneous sarcomas induced by mitomycin C in mice: Comparisons of occurrence, transplantability and histology between sarcomas induced by actinomycins and 3‐methylcholanthrene . Acta Pathol. Jpn. , 17 : 495 – 501 .
   PubMedGoogle Scholar
• Levin , D. E. , Hollstein , M. , Christman , M. F. , Schwiers , E. A. and Ames , B. N. 1982 . A new Salmonella tester strain (TA102) with A.T base pairs at the site of mutation detects oxidative mutagens . Proc. Natl. Acad. Sci. U.S.A. , 79 : 7445 – 7449 .
   PubMed Web of Science ®Google Scholar
• Lind , C. , Hochstein , P. and Ernster , L. 1982 . DT‐Diaphorase as a quinone reductase: A cellular control device against semiquinone and Superoxide radical formation . Arch. Biochem. Biophys. , 216 : 178 – 185 .
   PubMed Web of Science ®Google Scholar
• Lown , J. W. 1983 . The mechanisms of action of quinone antibiotics . Mol. Cell. Biochem. , 55 : 17 – 40 .
   PubMed Web of Science ®Google Scholar
• Lown , J. W. , Sim , S. , Majumdar , K. C. and Chang , R. 1977 . Strand scisson of DNA by bound Adriamycin and daunorubicin in the presence of reducing agents . Biochem. Biophys. Res. Commun. , 76 : 705 – 710 .
   PubMed Web of Science ®Google Scholar
• Moore , H. W. and Czerniak , R. 1981 . Naturally occurring quinones as potential bioreductive alkylating agents . Med. Res. Rev. , 1 : 249 – 280 .
   PubMed Web of Science ®Google Scholar
• Price , P. , Suk , W. , Skeen , P. , Chirigos , M. and Huebner , R. 1975 . Transforming potential of the anticancer drug Adriamycin . Science , 187 : 1200 – 1201 .
   Google Scholar
• Pryor , W. A. , Hales , B. J. , Premovic , P. I. and Church , D. F. 1982 . The radicals in cigarette tar: Their nature and suggested physiological implications . Science , 220 : 425 – 427 .
   Google Scholar
• Reed , D. J. 1985 . “ Nitrosoureas ” . In Oxidative Stress , Edited by: Sies , H. 115 – 129 . London : Academic .
   Google Scholar
• Rosenblum , M. L. , Vasquez , D. A. , Hoshino , T. and Wilson , C. B. 1978 . Development of a clonogenic cell assay for human brain tumors . Cancer , 41 : 2305 – 2314 .
   PubMed Web of Science ®Google Scholar
• Rosenblum , M. L. , Cerosa , M. A. , Bodell , W. J. and Talcott , R. L. 1984 . Tumor cell resistance . Prog. Exp. Tumor Res. , 27 : 191 – 214 .
   Google Scholar
• Scheutzle , D. L. 1983 . Sampling of vehicle emissions for chemical analysis and biological testing . Environ. Health Perspect. , 47 : 65 – 80 .
   PubMed Web of Science ®Google Scholar
• Smith , M. T. 1985 . Role of oxygen radicals in the mutagenic, carcinogenic and anticancer properties of quinones . Life Chem. Rep. , 3 : 211 – 220 .
   Google Scholar
• Smith , M. T. , Fluck , D. S. , Eastmond , D. A. and Rappaport , S. M. 1985a . Detection of quinone metabolites by HPLC with reductive electrochemical detection . Life Chemistry Rep. , 3 : 250 – 258 .
   Google Scholar
• Smith , M. T. , Evans , C. G. , Thor , H. and Orrenius , S. 1985b . “ Quinone‐induced oxidative injury to cells and tissues ” . In Oxidative Stress , Edited by: Sies , H. 91 – 113 . London : Academic .
   Google Scholar
• Takizawa , N. 1939 . On the carcinogenic action of certain quiñones, (preliminary report) . Proc. Imperial Academy (of Japan) , 16 : 309 – 312 .
   Google Scholar
• Talcott , R. E. , Rosenblum , M. and Levin , V. A. 1983 . Possible role of DT‐diaphorase in the bioactivation of antitumor quiñones . Biochem. Biophys. Res. Commun. , Ill : 346 – 351 .
   Google Scholar
• Tikkanen , L. , Matsushima , T. and Natori , S. 1983 . Mutagenicity of natural naphthoquinones and benzoquinones in the Salmonella/microsome test . Mutat. Res. , 124 : 25 – 34 .
   PubMedGoogle Scholar
• Thor , H. , Smith , M. T. , Hartzeil , P. , Bellomo , G. , Jewell , S. A. and Orrenius , S. 1982 . The metabolism of menadione (2‐methyl‐1,4‐naphthoquinone) by isolated hepatocytes . J. Biol. Chem. , 257 : 12419 – 12425 .
   PubMed Web of Science ®Google Scholar
• Vukasovic , P. , Stojanovic , T. and Kosovac , V. 1966 . Les insectes s'attaquant aux graines de tournesol (Helianthe, Helianthes annus L.) en Yugoslavie . J. Stored Prod. Res. , 2 : 69 – 73 .
   Google Scholar
• Wefers , H. and Sies , H. 1983 . Hepatic low‐level chemiluminescence during redox cycling of menadione and the menadione‐glutathione conjugate: Relation to glutathione and NAD(P)H:quinone reductase (DT‐diaphorase) activity . Arch. Biochem. Biophys. , 224 : 568 – 578 .
   PubMed Web of Science ®Google Scholar