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Polycyclic aromatic hydrocarbons (polynuclears) in foods

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Residue Reviews

Abstract

Ever since benzo (a) pyrene (BaP)1 was recognized as a carcinogen, at the beginning of this century, the presence of it and of other polycyclic aromatic hydrocarbons (PAH) in the environment has received continuous attention. As a result numerous reviews have been published, the most recent ones being the following: Andelman and Suess (1970), U.S. NATIONAL ACADEMY OF SCIENCES (US NAS 1972), U.S. ENVIRONMENTAL PROTECTION AGENCY (US EPA 1975)and INTERNATIONAL AGENCY FOR RESEARCH ON CANCER (IARC 1973). A symposium on PAH has also been held recently (Freudenthal and Jones 1976).

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References

References

  • Abell, C. W., and C.Heidelberger: Interaction of carcinogenic hydrocarbons with tissues. VIII. Binding of tritium-labelled hydrocarbons to the soluble proteins of mouse skin. Cancer Research 22, 931 (1962).

    PubMed  CAS  Google Scholar 

  • Arno, A.: Extrahepatic microsomal drug metabolism with special reference to glucuronide synthesis. Academic dissertation. Monistepalvelu, Turkey (1973); cited by O. Pelkonen: Polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenicity (R. I. Freudenthal and P. Jones 1976).

    Google Scholar 

  • Ames, B. N., P. Sims, and P. L. Grover: Epoxides of carcinogenic polycyclic hydrocarbons are frameshift mutagens. Science 176, 47 (1972).

    PubMed  CAS  Google Scholar 

  • Andelman, J. B., and M. J. Suess: Polynuclear aromatic hydrocarbons in the water environment. Bull. World Health Org. 43, 479 (1970).

    PubMed  CAS  Google Scholar 

  • Aubert, C., M. Pradeand BonuoN: Effect de la pinealectomie sur les tumeurs mélaniques du hamster doré induites par l’administration (per os) d’use seule dose de 9,10-dimethyl-1,2-benz-anthracene. C. R. Acad. Sci. 271, 2465 (1970).

    CAS  Google Scholar 

  • Badger, G. M.: Mode of formation of carcinogens in human environment. Nat. Cancer Inst. Monogr. 9, 1 (1962).

    CAS  Google Scholar 

  • Bailey, E. J., and N. Dungal: Polycyclic hydrocarbons in Icelandic smoked food. Brit. J. Cancer, 12, 348 (1958).

    PubMed  CAS  Google Scholar 

  • Bast, R. C., Jr., J. P. Whitlock, Jr., H. Miller, H. J. Rapp, and H. V. Gelboin: Aryl hydrocarbon (benzo (a)pyrene) hydroxylase in human peripheral blood monocytes. Nature 250, 664 (1974).

    PubMed  CAS  Google Scholar 

  • Berenblum, I., and R. Schoental: The metabolism of 3,4-benzpyrene in mice and rats. I. The isolation of a hydroxy and a quinone derivative, and a consideration of their biological significance. Cancer Research 3, 145 (1943a).

    CAS  Google Scholar 

  • Berenblum, I., and R. Schoental: Metabolism of 1,2-benzanthracene in mice and rats. Cancer Research 3, 686 (1943b).

    CAS  Google Scholar 

  • Berenblum, I., and R. Schoental: The metabolism of chrysene: The isolation of 3-methoxychrysene by methylation of the phenolic metabolite of chrysene from rat faeces. Biochem. J. 44, 604 (1949).

    CAS  Google Scholar 

  • Berenblum, I., and R. Schoental, M. A. Crowfoot, E. R. Holiday, and R. Schoental: The metabolism of 3,4-benzpyrene in mice and rats. II. The identification of the isolated products as 8-hydroxy-3,4-benzpyrene and 3,4-benzpyrene-5,8-quinone. Cancer Research 3, 151 (1943).

    CAS  Google Scholar 

  • Berwald, Y., and L. Sachs: In vitro transformation with chemical carcinogens. Nature 200, 1182 (1963).

    PubMed  CAS  Google Scholar 

  • Berwald, Y., and L. Sachs: In vitro transformation of normal cells into tumor cells by carcinogenic hydrocarbons. J. Nat. Cancer Inst. 35, 641 (1965).

    PubMed  CAS  Google Scholar 

  • Beskrovny, A. M., A. S. Breslavsky, and O. A. Sukacheva: Razvitie inoustirovannykh aromaticheslim uglevodorodom opukholei molochnykh zhelezukrys (Development of aromatic hydrocarbon-induced tumors of the mammary gland in rats). Vop. Onkol. 16, 56 (1970).

    Google Scholar 

  • Biancifiori, C., and F. Caschera: The relation between pseudopregnancy and the chemical induction by four carcinogens of mammary and ovarian tumors in BALB/c mice. Brit. J. Cancer 16, 722 (1962).

    PubMed  CAS  Google Scholar 

  • Biancifiori, C., and F. Caschera, G. M. Bonser, and F. Caschera: Ovarian and mammary tumours in intact C.:Hb virgin mice following a limited dose of four carcinogenic chemicals. Brit. J. Cancer 15, 270 (1961).

    PubMed  CAS  Google Scholar 

  • Binet, L., and L. Mallet: Diffusion of polycyclic hydrocarbons in the animated environment. Gaz. Hôp (Paris) 135, 1142 (1963).

    CAS  Google Scholar 

  • Bloch, B., and W. Dreifuss: Ueber die experimentelle Erzeugung von Carcinomen mit Lymphdrusen-und Lungenmetastasen durch Teerbestandteile. Schweiz. Med. Wchnschr. 2, 1035 (1921).

    Google Scholar 

  • Blumer, M.: Benzpyrenes in soil. Science 134, 474 (1961).

    PubMed  CAS  Google Scholar 

  • Blumer, M., and W. W. Youngblood: Polycyclic aromatic hydrocarbons in soils and recent sediments. Science 188, 53 (1975).

    PubMed  CAS  Google Scholar 

  • Bock, F. G., and D. W. King: A study of the sensitivity of the mouse forestomach toward certain polycyclic hydrocarbons. J. Nat. Cancer Inst. 23, 833 (1959).

    PubMed  CAS  Google Scholar 

  • Bonser, G. M.: Tumors of the skin produced by blast furnace tar. Lancet i, 775 (1932).

    Google Scholar 

  • Borneff, J., F. Selenka, H. Kunte, and A. Maximos: Experimental studies on the formation of polycyclic aromatic hydrocarbons in plants. Environ. Res. 2, 22 (1968).

    CAS  Google Scholar 

  • Boyland, E.: The biological significance of metabolism of polycyclic compounds. Biochem. Soc. Symp. 5, 40 (1950).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: Metabolism of polycyclic compounds. 20. The metabolism of phenanthrene in rabbits and rats: Mercapturic acids and related compounds. Biochem. J. 84, 564 (1962a).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: Metabolism of polycyclic compounds. 21. The metabolism of phenan-threne in rabbits and rats: dihydrodihydroxy compounds and related glucosiduronic acids. Biochem. J. 84, 571 (1962b).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: Metabolism of polycyclic compounds. 23. The metabolism of pyrene in rats and rabbits. Biochem. J. 90, 391 (1964a).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: Metabolism of polycyclic compounds. 24. The metabolism of benz(a)-anthracene. Biochem. J. 91, 493 (1964b).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: Metabolism of polycyclic aromatic hydrocarbons. The metabolism of 7,12-dimethylbenzanthracene by rat-liver homogenates. Biochem. J. 95, 780 (1965a).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: The metabolism of benz (a) anthracene and dibenz (a,h) anthracene and their 5,6-epoxy-5,6-dihydro derivatives by rat-liver homogenates. Biochem. J. 97, 7 (1965b).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: The effect of pretreatment with adrenal-protein compounds on the metabolism of 7,12-dimethylbenz (a) anthracene related compounds by rat-liver homogenates. Biochem. J. 104, 394 (1967a).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims: Carcinogenic activities in mice of compounds related to benz (a) anthracene. Int. J. Cancer 2, 500 (1967b).

    CAS  Google Scholar 

  • Boyland, E., and P. Sims, and G. Wolf: Metabolism of polycyclic compounds. 6. Conversion of phenanthrene into dihydroxydihydrophenanthrenes. Biochem. J. 47, 64 (1950).

    PubMed  CAS  Google Scholar 

  • Boyland, E., and P. Sims, M. Kimura, and P. Sims: Metabolism of polycyclic aromatic hydrocarbon compounds. 26. The hydroxylation of some polycyclic aromatic hydrocarbons by the ascorbic acid model hydroxylating system and by rat-liver microsome. Biochem. J. 92, 631 (1964).

    PubMed  CAS  Google Scholar 

  • Brookes, P., and M. E. Duncan: Carcinogenic hydrocarbons and human cells in culture. Nature 234, 40 (1971).

    PubMed  CAS  Google Scholar 

  • Brookes, P., and M. E. Duncan, and P. D. Lawley: Evidence of the binding of polynuclear aromatic hydrocarbons to nucleic acids of mouse skin: Relation between carcinogenic power of hydrocarbons and their binding to DNA. Nature 202, 781 (1964).

    PubMed  CAS  Google Scholar 

  • Burxi, K., and E. Bresnick: Early morphologic alterations in mouse skin after topical application of 3-methylcholanthrene and its metabolites. J. Nat. Cancer Inst. 55, 171 (1975).

    Google Scholar 

  • Burxi, K., and E. Bresnick, R. A. Seibert, and E. Bresnick: Induction of benzpyrene hydroxylase activity in fetal rat liver explants. I. Metabolism of 3-methylcholanthrene and differential effects of its derivatives of benzpyrene hydroxylase activity. Biochem. Biophys. Acta. 260, 98 (1972).

    Google Scholar 

  • Busbee, D. L.: Aryl hydrocarbon hydroxylase induction in human leukocytes. Science 178, 315 (1972).

    PubMed  CAS  Google Scholar 

  • Cahnmann, H. J., and M. Kuratsune: Determination of polycyclic aromatic hydro- carbons in oysters collected in polluted water. Anal. Chem. 29, 1312 (1957).

    CAS  Google Scholar 

  • Cantrell, E. T., G. A. Warr, D. L. Busbee, and R. R. Martin: Induction of aryl hydrocarbon hydroxylase in human pulmonary alveolar macrophages by cigarette smoking. J. Clin. Invest. 52, 1881 (1973).

    PubMed  CAS  Google Scholar 

  • Carroll, K. K., and H. T. Knor: Effects of dietary fat and dose level of 7,12- dimethylbenz (alpha)-anthracene on mammary tumor incidence in rats. Cancer Res. 30, 2260 (1970).

    PubMed  CAS  Google Scholar 

  • Cavaliers, E., H. Garcia, P. Mailander, and K. Patil: Isotope effect on the carcinogenicity of 3-methylcholanthrene in mouse skin by selective deuteration of the 1-methylene group: Biological evidence for a mechanism of tumor initiation. Chem-Biol. Interactions 11, 179 (1975).

    Google Scholar 

  • Cavaliers, E., H. Garcia, P. Mailander, and K. Patil, R. Roth, and E. G. Rogan: Metabolic activation of aromatic hydrocarbons by one-electron oxidation in relation to the mechanism of tumor initiation. In R. I. Freudenthal and P. Jones(ed.): Polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenicity, p. 181. New York: Raven Press (1976).

    Google Scholar 

  • Chen, L.: Further studies of the effect of bone marrow cells on chemically induced lymphoma in C5,BL/6 mice. Brit. J. Cancer 24, 554 (1970).

    PubMed  CAS  Google Scholar 

  • Chen, T. T., and C. Heidelberger: Cultivation in vitro of cells derived from adult C3H mouse ventral prostate. J. Nat. Cancer Inst. 42, 903 (1969a).

    CAS  Google Scholar 

  • Chen, T. T., and C. Heidelberger: In vitro malignant transformation of cells derived from mouse prostate in the presence of 3-MCA. J. Nat. Cancer Inst. 49, 925 (1969b).

    Google Scholar 

  • Chen, T. T., and C. Heidelberger: Quantitative studies on the malignant transformations of mouse prostate cells by carcinogenic hydrocarbons. Int. J. Cancer 4, 166 (1969e).

    CAS  Google Scholar 

  • Conney, A. H., E. C. Miller, and J. A. Miller: Substrate-induced synthesis and other properties of benzpyrene hydroxylase in rat liver. J. Biol. Chem. 228, 753 (1957).

    PubMed  CAS  Google Scholar 

  • Cook, J. W., C. L. Hewetr, and I. Hreger: The isolation of a cancer-producing hydrocarbon from coal tar. Parts I, II, and III. J. Chem. Soc., p. 397 (1933).

    Google Scholar 

  • Cooxson, M. J., P. Sims, and P. L. Grover: Mutagenicity of epoxides of polycyclic hydrocarbons correlates with carcinogenicity of parent hydrocarbons. Nature New Biol. 234, 186 (1971).

    Google Scholar 

  • Crocker, T. T., B. I. Nielsen, and I. Lasnizzxi: Carcinogenic hydrocarbons: Effects on suckling rat trachea in organ culture. Arch. Environ. Health 10, 240 (1965).

    PubMed  CAS  Google Scholar 

  • Daniel, P. M., O. E. Paarr, and M. M. Pbicaard: Metabolism of labelled carcinogenic hydrocarbons in rats. Nature 215, 1142 (1967).

    PubMed  CAS  Google Scholar 

  • Davies, W., and J. R. Wilmsiivbst: Carcinogens formed in the heating of food stuffs. Formation of 3,4-benzopyrene from starch at 370–390°C. Brit. J. Cancer 14, 295 (1960).

    PubMed  CAS  Google Scholar 

  • Diamond, L., C. Sardet, and G. H. Rothblat: The metabolism of 7,12-dimethylbenz (a) anthracene in cell cultures. Int. J. Cancer 3, 838 (1968).

    PubMed  CAS  Google Scholar 

  • Dipaolo, J. A., P. Donovan, and R. Nelson: Quantitative studies of in vitro trans- formation by chemical carcinogens. J. Nat. Cancer Inst. 42, 867 (1969a).

    CAS  Google Scholar 

  • Dipaolo, J. A., P. Donovan, and R. Nelson, R. L. Nelson, and P. J. Donvan: Sarcoma-producing cell lines derived from clones transformed in vitro by benzo (a)pyrene. Science 165, 917 (1969b).

    Google Scholar 

  • Dipple, A., P. D. Lawley, and P. Brookes: Theory of tumor initiation by chemical carcinogens: Dependence of activity on structure of ultimate carcinogen. Eur. J. Cancer 4, 493, (1968).

    PubMed  CAS  Google Scholar 

  • Dontenwill, W., and U. Mona: Experimentelle Untersuchungen zum Problem der Carcinomentstehung im Respirationstrakt. I. Die unterschiedlicke Wirkung des Benzpyrens auf die Epithelien der Haut, der Mundhoehle und der Trachea des Goldhamsters. Z. Krebsforsch 65, 56 (1962).

    PubMed  CAS  Google Scholar 

  • Donn, R.: Die Aufnahme von Alkaloiden und Benzpyren durch intakte Pflanzenwurzeln. Naturwiss. 52, 166 (1965).

    Google Scholar 

  • Draudt, H. N.: The meat smoking process: A review. Food Technol. 17, 85 (1963).

    Google Scholar 

  • Duncan, M., P. Brookes, and A. Dipple: Metabolism and binding to cellular marcomolecules of a series of hydrocarbons by mouse embryo cells in culture. Int. J. Cancer 4, 813 (1969).

    PubMed  CAS  Google Scholar 

  • Eskin, B. A., S. A. Murphey, and M. R. Dunn: Induction of breast cancer in altered thyroid states. Nature 218, 1162 (1968).

    CAS  Google Scholar 

  • Fahmy, O. G., and M. J. Fahmy: Oxidative activation of benz(a)anthracene and methylated derivatives in mutagenesis and carcinogenesis. Cancer Res. 33, 2354 (1973).

    PubMed  CAS  Google Scholar 

  • Falk, H. L., P. Kotin, S. K. Lee, and A. J. Nathan: Intermediary metabolism of benzo (a) pyrene in the rat. J. Nat. Cancer Inst. 28, 699 (1962).

    CAS  Google Scholar 

  • Farber, E.: Biochemistry of carcinogenesis. Cancer Res. 28, 1859 (1968).

    PubMed  CAS  Google Scholar 

  • Fedobenko, Z. P., and N. Ya. Yanysreva: Experimental reproduction of tumors of the antral part of the stomach in mice by administration of various doses of 3,4-benzpyrene. Hyg. and Sanit. 32, 168 (1967).

    Google Scholar 

  • Filipovic, J., and L. Tom: Polycyclische Kohlenwasserstoffe in geraeucherten jugoslawischen Fleischwaren. Fleischwirtschaft 51, 1323 (1971).

    CAS  Google Scholar 

  • Flaks, A., and P. Sims: The activities of some polycyclic aromatic hydrocarbons and their “K-region” epoxides in an in vitro-in vivo carcinogenicity test system. Brit. J. Cancer 32, 604 (1975).

    PubMed  CAS  Google Scholar 

  • Flesher, J. W., and K. L. Sydnor: Comparative studies on distribution of DMBA-3H and 7-hydroxy-DMBA-3H and their carcinogenic activity. Int. J. Cancer 5, 253 (1970).

    PubMed  CAS  Google Scholar 

  • Frethein, K.: Carcinogenic polycyclic aromatic hydrocarbons in Norwegian smoked meat. J. Agr. Food Chem. 24, 976 (1976).

    Google Scholar 

  • Freudentital, R. I., and P. Jones: Carcinogenesisa comprehensive survey. Vol. I. Polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenesis. New York: Raven Press (1976).

    Google Scholar 

  • Freudentital, R. I., and P. Jones, A. P. Leber, D. Emmerling, and P. Clarke: The use of high pressure liquid chromatography to study chemically induced alterations in the pattern of benzo(a)pyrene metabolism. Chem.-Biol. Interactions 11, 449 (1975).

    Google Scholar 

  • Fried, J., and D. E. Schumm: One electron transfer oxidation of 7,12-dimethylbenz(a)anthracene, a model for the metabolic activation of carcinogenic hydrocarbons. J. Amer. Chem. Soc. 89, 5508 (1967).

    CAS  Google Scholar 

  • Gelboin, H. V.: A microsome dependent binding of benzo(a)pyrene. Cancer Res. 29, 1272 (1969).

    PubMed  CAS  Google Scholar 

  • Gelboin, H. V., N. Kinoshita, and F. J. Wiebel: Microsomal hydroxylase: Induction and role in polycyclic hydrocarbon carcinogenesis and toxicity. Fed. Proc. 31, 1298 (1972).

    PubMed  CAS  Google Scholar 

  • Gosilman, L. M., and C. Heidelberger: Binding of tritium-labelled polycyclic hydrocarbons of mouse skin. Cancer Res. 27, 1678 (1967).

    Google Scholar 

  • Graf, W.: About the natural occurrence and significance of carcinogenic polycyclic hydrocarbons. Med. Klim. 60, 561 (1965).

    Google Scholar 

  • Grimmer, G.: Cancerogeme Kohlenwasserstoffe in der Umgebung des Menschen. Erdoel Kohle 19, 578 (1966).

    CAS  Google Scholar 

  • Grimmer, G., and H. Bohnke: Polycyclic aromatic hydrocarbon profile analysis of high-protein foods, oils, and fats by gas chromatography. J. Assoc. Official Anal. Chemists 58, 725 (1975).

    CAS  Google Scholar 

  • Grimmer, G., and H. Bohnke, and A. Hilderbrand: Concentration and estimation of 14 polycyclic aromatic hydrocarbons at low levels in high-protein foods, oils, and fats. J. Assoc. Official Anal. Chemists 55, 631 (1972).

    CAS  Google Scholar 

  • Grover, P. L., and P. Sims: Interactions of K-region epoxides of phenanthrene and dibenz(a,h) anthracene with nucleic acid and histone. Biochem. Pharmacol. 19, 225 (1971).

    Google Scholar 

  • Grover, P. L., and P. Sims, A. I1ewer, and P. Sims: Epoxides as microsomal metabolites of polycyclic hydrocarbons. Fed. European Biochem. Soc. Letters 18, 76 (1971a).

    CAS  Google Scholar 

  • Grover, P. L., and P. Sims, A. I1ewer, and P. Sims: Formation of K-region epoxides as microsomal metabolites of pyrene and benzapyrene. Biochem. Pharmacol. 21, 2713 (1972).

    PubMed  CAS  Google Scholar 

  • Grover, P. L., and P. Sims, A. I1ewer, and P. Sims: K region epoxides of polycyclic hydrocarbons: formation and further metabolism of benz(a)anthracene 5,6-oxide by human lung preparation. FEBS Letters 34, 63 (1973).

    PubMed  CAS  Google Scholar 

  • Grover, P. L., and P. Sims, A. I1ewer, and P. Sims, E. Huberman, H. Marquardt, T. Kuroki, and C. Heidelberger: In vitro transformation of rodent cells by K-region derivatives of polycyclic hydrocarbon. Proc. Nat. Acad. Sci. U.S. 68, 1098 (1971b).

    Google Scholar 

  • Grover, P. L., and P. Sims, A. I1ewer, and P. Sims, E. Huberman, H. Marquardt, T. Kuroki, and C. Heidelberger, P. Simms, B. C. Mitchley, and F. J. C. Roe: The carcinogenicity of polycyclic hydrocarbon epoxides in new born mice. Brit. J. Cancer 31, 182 (1975).

    PubMed  CAS  Google Scholar 

  • Guerrero, H., E. R. Biehl, and C. T. Kenner: High-pressure liquid chromatography of benzo (a) pyrene and benzo (ghi)perylene in oil-contaminated shellfish. J. Assoc. Official Anal. Chemists 59, 989 (1976).

    CAS  Google Scholar 

  • Gunther, F. A., and F. Buzzetti: Occurrence, isolation, and identification of poly-nuclear hydrocarbons as residues. Residue Reviews 9, 90 (1965).

    PubMed  CAS  Google Scholar 

  • Gunther, F. A., and F. Buzzetti, and W. E. Westlake: Residue behavior of polynuclear hydrocarbons on and in oranges. Residue Reviews 17, 81 (1967).

    PubMed  CAS  Google Scholar 

  • Haenni, E. O.: Analytical control of polycyclic aromatic hydrocarbons in food and food additives. Residue Reviews 24, 41 (1968).

    PubMed  CAS  Google Scholar 

  • Haenni, E. O., F. L. Joe, J. W. Howard, and R. L. Leibel: A more sensitive and selective ultraviolet absorption criterion for mineral oil. J. Assoc. Official Agr. Chemists 45, 59 (1962a).

    CAS  Google Scholar 

  • Haenni, E. O., J. W. Howard, and F. L. Joe: Dimethyl sulfoxide: A superior analytical extraction solvent for polynuclear hydrocarbons and for some highly chlorinated hydrocarbons. J. Assoc. Official Agr. Chemists 45, 67 (1962b).

    CAS  Google Scholar 

  • Harper, K. H.: The carcinogenicity of benzo (a) pyrene metabolites. Ann. Rept. Brit. Emp. Cancer Campaign 35, 151 (1957).

    Google Scholar 

  • Harper, K. H.: The intermediary metabolism of polycyclic hydrocarbons. Brit. J. Cancer 13, 718 (1959a).

    PubMed  CAS  Google Scholar 

  • Harper, K. H.: Metabolism of 1,2-benzanthracene in the rabbit. Brit. J. Cancer 13, 746 (1959b).

    CAS  Google Scholar 

  • Hartwell, J.: Survey of compound which have been tested for carcinogenic activity. Pub. Health Serv., Washington, D.C. Pub. No. 149 (1951).

    Google Scholar 

  • Heidelberger, C., and P. T. Iype: Malignant transformation in vitro by carcinogenic hydrocarbons. Science 155, 214 (1967).

    PubMed  CAS  Google Scholar 

  • Harper, K. H., H. I. Hadler, and G. Wolf: The metabolic degradation in the mouse of 1,2,5,6-dibenzanthracene-9, 10“. IV. Some quinone metabolites retaining the intact ring system. J. Amer. Chem. Soc. 75, 1303 (1953).

    Google Scholar 

  • Howard, J. W., and T. Fazio: A review of polycyclic aromatic hydrocarbons in foods. J. Agr. Food Chem. 17, 527 (1969).

    CAS  Google Scholar 

  • Howard, J. W., and T. Fazio, and E. O. Haenni: The extraction and determination of polynuclear hydrocarbons in paraffin waxes. J. Assoc. Official Anal. Chemist 46, 933 (1963).

    CAS  Google Scholar 

  • Howard, J. W., and T. Fazio, and F. L. Joe, Jr.: An ultraviolet absorption criterion for total polynuclear aromatic hydrocarbon content of petroleum waxes in food additive use. J. Assoc. Official Anal. Chemists 48, 304 (1965).

    CAS  Google Scholar 

  • Howard, J. W., and T. Fazio, R. T. Teague, R. H. White, and B. E. Fry, Jr.: Extraction and estimation of polycyclic aromatic hydrocarbons in smoked foods. I. General method. J. Assoc. Official Anal. Chemists 49, 595 (1966a).

    CAS  Google Scholar 

  • Howard, J. W., and T. Fazio, R. H. White, B. E. Fry, and E. W. Turicchi: Extraction and estimation of polycyclic aromatic hydrocarbons in smoked foods. II. Benzo(a)pyrene. J. Assoc. Official Anal. Chemists 49, 611 (1966b).

    Google Scholar 

  • Howard, J. W., and T. Fazio, E. W. Turicchi, R. H. White, and T. Fazio: Extraction and estimation of polycyclic aromatic hydrocarbons in vegetable oils. J. Assoc. Official Anal. Chemists 49, 1236 (1966c).

    Google Scholar 

  • Howard, J. W., and T. Fazio, and R. H. White: Polycyclic aromatic hydrocarbons in solvents used in extraction of edible oils. J. Agr. Food Chem. 16, 72 (1968a).

    CAS  Google Scholar 

  • Howard, J. W., and T. Fazio, and B. A. Klimeck: Extraction and estimation of polycyclic aromatic hydrocarbons in total diet composites. J. Assoc. Official Anal. Chemists 51, 122 (1968b).

    Google Scholar 

  • Huberman, E., J K Selkirk, and C. Heidelberger: Metabolism of polycyclie aromatic hydrocarbons in cell cultures. Cancer Res. 31, 2161 (1971a).

    CAS  Google Scholar 

  • Howard, J. W., and T. Fazio, L. Aspiras, C. Heidelberger, P. L. Grover, and P. Srnls: Mutagenicity to mammalian cells of epoxides and other derivatives of polycyclic hydrocarbons. Proc. Nat. Acad. Sci. U.S. 68, 3195 (1971b).

    Google Scholar 

  • Howard, J. W., and T. Fazio, P. L. Grover, T. Kuroki, P. Sims, and C. Heidelberger: K-region epoxides are more active than hydrocarbons in producing transformation in vitro. Proc. Amer. Assoc. Cancer Res. 12, 79 (1971c).

    Google Scholar 

  • Howard, J. W., and T. Fazio, T. Kuroki, H. Marquardt, J. K. Selkirk, C. Heidelberger, P. L. Grover, and P. Sims: Transformation of hamster embryo cells by epoxides and other derivatives of polycyclic hydrocarbons. Cancer Research 32, 1391 (1972).

    Google Scholar 

  • Huggins, C., and N. C. Yang: Induction and extinction of mammary cancer. Science 137, 257 (1962).

    PubMed  CAS  Google Scholar 

  • Hulbert, P. B.: Carbonium ion as ultimate carcinogen of polycyclic aromatic hydrocarbons. Nature 256, 146 (1975).

    PubMed  CAS  Google Scholar 

  • International Agency for Research or Cancer: IARC monographs on the evaluation of carcinogenic risk of the chemical to man. Vol. 3, Lyon, France (1973).

    Google Scholar 

  • Janss, D. H., R. C. Moon, and C. C. Irving: The binding of 7,12-dimethylbenz(a)anthracene to mammary parenchyma DNA and protein in vivo. Cancer Res. 32, 254 (1972).

    PubMed  CAS  Google Scholar 

  • Jull, J. W., and A. Russell: Mechanism of induction of ovarian tumors in the mouse by 7,12-dimethylbenz(a) anthracene. VII. Relative activities of parent hydrocarbon and some of its metabolites. J. Nat. Cancer Inst. 44, 841 (1970).

    PubMed  CAS  Google Scholar 

  • Kennaway, E. L.: The formation of cancer in producing substances from clsoprene. J. Pathol. Bact. 27, 233 (1924).

    CAS  Google Scholar 

  • Kennaway, E. L.:Experiments on cancer-producing substances. Brit. Med. J. 2, 1 (1925).

    PubMed  CAS  Google Scholar 

  • Kern, W.: About the occurrence of chrysene in soil. Heiv. chim. Acta. 30, 1595 (1947).

    CAS  Google Scholar 

  • Keysell, G. R., J. Booth, P. L. Grover, A. Hewer, and P. Sims: The formation of “K-region” epoxides as hepatic microsomal metabolites of 7-methylbenz (a)-anthracene and 7,12-dimethylbenz(a) anthracene and their 7-hydroxymethyl derivatives. Biochem. Pharmacol. 22, 2853 (1973).

    PubMed  CAS  Google Scholar 

  • Kßvoshita, N., B. Shears, and H. V. Gelboin: K-region and non-K-region metabolism of benzo(a)pyrene by rat liver microsomes. Cancer Res. 33, 1937 (1973).

    Google Scholar 

  • Klein, M.: Susceptibility of strain BbAF1/J hybrid infant mice to tumorigenesis with 1,2-benzanthracene, deoxycholic acid and 3-methylcholanthrene. Cancer Res. 23, 1701 (1963).

    PubMed  CAS  Google Scholar 

  • Knorr, M., and D. Schenk: About the question of the synthesis of PA by bacteria. Arch. Hyg. (Berlin) 152, 282 (1968).

    CAS  Google Scholar 

  • Koe, B. K., and L. Zechmeister: The isolation of carcinogenic and other polycyclic aromatic hydrocarbons from Barnacles, II. The goose Barnacle. Arch. Biochem. Biophys. 41, 396 (1952).

    PubMed  CAS  Google Scholar 

  • Kovacs, K., and A. Somogyi: Suppression by spironolactone of 7,12-dimethylbenz(a)-anthracene-induced, mammary tumors. Eur. J. Cancer 6, 195 (1970).

    PubMed  CAS  Google Scholar 

  • Krarup, T.: Effect of 9,10-dimethyl-1,2-benzanthracene on the mouse ovary. Acta Endocrinologica 64, 489 (1970a).

    Google Scholar 

  • Krarup, T.: Effect of 9,10-dimethyl-1,2-benzanthracene on the mouse ovary. Brit. J. Cancer 24, 168 (1970b).

    Google Scholar 

  • Kuntzman, R., L. C. Mark, L. Brand, M. Jacobson, W. Levin, and A. H. Conney: Metabolism of drugs and carcinogens by human liver enzymes. J. Pharmacol. Expt. Therap. 152, 151 (1966).

    CAS  Google Scholar 

  • Kuratsune, M., and W. C. Hueper: Polycyclic aromatic hydrocarbons in coffee soots. J. Nat. Cancer Inst. 20, 37 (1958).

    PubMed  CAS  Google Scholar 

  • Kuratsune, M., and W. C. Hueper: Polycyclic aromatic hydrocarbons in roasted coffee. J. Nat. Cancer Inst. 24, 463 (1960).

    PubMed  CAS  Google Scholar 

  • Larionow, L. F., and N. G. Soboleva: Gastric tumors experimental produced in mice by means of benzopyrene and dibenzanthracene. Vestn. Rentgenol. Radio]. 20, 276 (1938).

    Google Scholar 

  • Lasnitzki, I.: Precancerous changes induced by 20-methylcholanthrene in mouse prostates grown in vitro. Brit. J. Cancer 5, 345 (1951).

    PubMed  CAS  Google Scholar 

  • Lasnitzki, I.: The effect of estrone alone and combined with 20-methylcholanthrene on mouse prostate glands grown in vitro. Cancer Res. 14, 632 (1954).

    PubMed  CAS  Google Scholar 

  • Lasnitzki, I.: The effect of 3,4-benzopyrene on human foetal lung grown in vitro. Brit. J. Cancer 10, 510 (1956).

    PubMed  CAS  Google Scholar 

  • Lasnitzki, I.: Growth pattern of the mouse prostate gland in organ culture and its response to sex hormones, Vitamin A and 3-methylcholanthrene. Nat. Cancer Inst. Monogr. 12, 381 (1963).

    CAS  Google Scholar 

  • Lasnitzki, I.:, and S. R. Pelc: Effect of 20-methylcholanthrene on DNA synthesis in mouse prostate grown in vitro. Expt. Cell Research 13, 140 (1957).

    CAS  Google Scholar 

  • Leber, P., G. Kerchner, and R. I. Freudenthal: A comparison of benzo(a)pyrene metabolism by primates, rats, and miniature swine. In R. I. Freudenthal and P. Jones (ed.): Polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenesis, p. 35. New York: Raven Press (1976).

    Google Scholar 

  • Leitch, A.: Paraffin cancer and its experimental production. Brit. Med. J. ii, 1104 (1922).

    Google Scholar 

  • Levin, W., A. H. Conney, and A. P. Alvares: Induction of benzo (a) pyrene hydroxylase in human skin. Science 176, 419 (1972).

    PubMed  CAS  Google Scholar 

  • Levin, W., A. H. Conney, and A. P. Alvares, A. W. Wood, H. Yagi, P. M. Dansette, D. M. Jerina, and A. H. Conney: Carcinogenicity of benzo (a)pyrene 4,5-, 7,8- and 9,10-oxides on mouse skin. Proc. Nat. A.ad. Sci. U.S.A. 73, 245 (1976).

    Google Scholar 

  • Lijinsky, W., and C. R. Rana: Polycyclic aromatic hydrocarbons in commercial solvents. Toxicol. Applied Pharmacol. 3, 469, (1961).

    CAS  Google Scholar 

  • Lijinsky, W., and C. R. Rana, and P. Shubix: Benzo (a)pyrene and other polynuclear hydrocarbons in charcoal-broiled meat. Science 145, 53 (1964).

    PubMed  CAS  Google Scholar 

  • Lijinsky, W., and C. R. Rana, and P. Shubix: The detection of polycyclic aromatic hydrocarbons in liquid smoke and some foods. Toxicol. Applied Pharmacol. 7, 337 (1965a).

    CAS  Google Scholar 

  • Lijinsky, W., and C. R. Rana, and P. Shubix: Polynuclear Hydrocarbon carcinogens in cooked meat and smoked food. Ind. Med. & Surg. Feb., p. 152 (1965b).

    Google Scholar 

  • Lijinsky, W., and C. R. Rana, and P. Shubixand A. E. Ross: Production of carcinogenic polynuclear hydrocarbons in the cooking of food. Food Cosmet. Toxicol. 5, 343 (1967).

    CAS  Google Scholar 

  • Lorenz, E., and H. L. Stewart: Tumors of alimentary tract in mice fed carcinogenic hydrocarbons in mineral oil emulsions. J. Nat. Cancer Inst. 9, 173 (1948).

    PubMed  CAS  Google Scholar 

  • Malanoski, A. J., E. L. Greenfield, C. J. Barnes, J. M. Worthington, and F. L. Joe, Jr.: Survey of polycyclic aromatic hydrocarbons in smoked foods. J. Assoc. Official Anal. Chemists 51, 114 (1968).

    CAS  Google Scholar 

  • Mallet, L.: Investigation on the presence of BP-type PH in the deep sediments underlying the Seine bed downstream from Paris. Gaz Hôp (Paris) 138, 69 (1966).

    CAS  Google Scholar 

  • Mallet, L., and M. Heros: Pollution des terres végétales par les hydrocarbures polybenzéniques du type benzo-3,4-pyrene. C. R. Acad. Sci. (Paris) 254, 958 (1962).

    CAS  Google Scholar 

  • Marquardt, H., T. Kuroki, E. Huberman, J. K. Selkirk, C Heidelberger, P. L. Grover, and P. Sims: Malignant transformation of cells derived from mouse prostate by epoxides and other derivatives of polycyclic hydrocarbons. Cancer Res. 32, 716 (1972).

    PubMed  CAS  Google Scholar 

  • Mason, H. S.: Oxidases. Ann. Review Biochem. 34, 595 (1965).

    CAS  Google Scholar 

  • Masuda, Y., and M. Kuratsune: Polycyclic aromatic hydrocarbons in smoked fish, Y., and M. Kuratsune: Polycyclic aromatic hydrocarbons in smoked fish, “Katsuobushi. ” GANN 62, 27 (1971).

    PubMed  CAS  Google Scholar 

  • Masuda, Y., and M. Kuratsune, K. Mori, and M. Kuratsune: Polycyclic aromatic hydrocarbons in common Japanese foods. I. Broiled fish, roasted barley, shoyu and caramel. GANN 57, 133 (1966a).

    CAS  Google Scholar 

  • Masuda, Y., and M. Kuratsune, T. Hirohata, and M. Kuratsune: Carcinogenesis in the esophagus. III. Polycyclic aromatic hydrocarbons and phenols in whisky. GANN 57, 549 (1966b).

    CAS  Google Scholar 

  • Masuda, Y., and M. Kuratsune: Polycyclic aromatic hydrocarbons formed by pyrolysis of carbohydrates, amino acids and fatty acids. GANN 58, 69 (1967).

    PubMed  CAS  Google Scholar 

  • Miller, E. C., and J. A. Miller: Low carcinogenicity of the K-region epoxides of 7-methylbenz(a) anthracene and benz (a) anthracene in mouse and rat. Proc. Soc. Expt. Biol. Med. 124, 915 (1967).

    CAS  Google Scholar 

  • Moloney, W. C., M. Batata, and V. King: Leukemogenesis in the rat: further observations. J. Nat. Cancer Inst. 46, 1139 (1971).

    PubMed  CAS  Google Scholar 

  • Murray, J. A.: Experimental tar cancer in mice. Brit. Med. J. 2, 795 (1921).

    Google Scholar 

  • Neal, J., and R. H. Rigdon: Gastric tumors in mice fed benzo (a)pyrene: a quantitative study. Texas Rept. Biol. Med. 25, 553 (1967).

    CAS  Google Scholar 

  • Nebert, D. W., J. Winker, and H. V. Gelboin: Aryl hydrocarbon hydroxylase activity in human placenta from cigarette smoking and non-smoking women. Cancer Res. 29, 1763 (1969).

    PubMed  CAS  Google Scholar 

  • Nebert, D. W., J. Winker, and H. V. Gelboin, W. F. Benedict, J. E. Gielen, F. Oesch, and J. Daly: Aryl hydrocarbon hydroxylase, epoxide hydrase, and 7,12-dimethylbenz (a) anthracene-produced skin tumorigenesis in the mouse. Molec. Pharmacol. 8, 374 (1972).

    CAS  Google Scholar 

  • Oesch, F.: Purification and specificity of a human microsomal epoxide hydrase. Biochem. J. 139, 77 (1974).

    PubMed  CAS  Google Scholar 

  • Oesch, F., and J. W. Daly: Solubilization, purification and properties of a hepatic epoxide hydrase. Biochem. Biophys. Acta. 227, 692 (1971).

    PubMed  CAS  Google Scholar 

  • Oesch, F., and J. W. Daly, N. Kaubisch, D. M. Jerina, and J. W. Daly: Hepatic epoxide hydrase: structure-activity relationships for substrates and inhibitors. Biochem. 10, 4858 (1971).

    CAS  Google Scholar 

  • Oesch, F., and J. W. Daly, H. Thoenen, and H. Fahrlaender: Epoxide hydrase in human liver biopsy specimens: assay and properties. Biochem. Pharmacol. 23, 1307 (1974).

    PubMed  CAS  Google Scholar 

  • Panalaks, T.: Determination and identification of polycyclic aromatic hydrocarbons in smoked and charcoal-broiled food products by high pressure liquid chromatography and gas chromatography. J. Environ. Sci. Health, 4, 299 (1976a).

    Google Scholar 

  • Oesch, F., and J. W. Daly: Unpublished data (1976b).

    Google Scholar 

  • Passey, R. D.: Experimental soot cancer. Brit. Med. J. ii, 1112 (1922).

    Google Scholar 

  • Pelkonen, O.: Metabolism of benzo(a)pyrene in human adult and fetal tissues. In R. I. Freudenthal and P. Jones (ed.): Polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenesis, p. 9. New York: Raven Press (1976).

    Google Scholar 

  • Oesch, F., and J. W. Daly, and N. T. Kaluci: Epoxidation of xenobiotics in the human fetus and placenta: A possible mechanism of drug-induced injuries. Biochem. Pharmacol. 24, 1445 (1975).

    Google Scholar 

  • Oesch, F., and J. W. Daly, P. Arvela, and N. T. Karki: 3,4-benzpyrene and N-methylaniline metabolizing enzymes in immature foetus and placenta. Acta Phanmacol. Toxicol. 30, 385 (1972).

    Google Scholar 

  • Proni, G., P. Roccm, and S. Grilli• Binding of 7,12-dimethylbenz(a)anthracene and benzo (a) pyrene to nucleic acid and proteins of organs in rats. Cancer Res. 30, 1020 (1970).

    Google Scholar 

  • Rasmussen, R. E., and I. V. Wang: Dependence of specific metabolism of benzo(a)-pyrene on the inducer of hydroxylase activity. Cancer Res. 34, 2290 (1974).

    PubMed  CAS  Google Scholar 

  • Rhee, K. S., and L. J. Bratzier: Benzo(a)pyrene in smoked meat products. J. Food Sci. 35, 146 (1970).

    Google Scholar 

  • Ricdon, R. H., and J. Neal: Gastric carcinomas and pulmonary adenomas in mice fed benzo(a)pyrene. Texas Rept. Biol. Med. 24, 195 (1966).

    Google Scholar 

  • Ricdon, R. H., and J. Neal: Relationship of leukemia to lung and stomach tumors in mice fed benzo-(a) pyrene. Proc. Soc. Expt. Biol. (N.Y.) 130, 146 (1969).

    Google Scholar 

  • Ricdon, R. H., and J. Neal, and J. Mack: Leukemia in mice fed benzo(a) pyrene. Texas Rept. Biol. Med. 25, 422 (1967).

    Google Scholar 

  • Ricdon, R. H., and J. Neal:, M. C. Benge, H. Kirchoff, J. Mack, and J. Neal: Leukemia in mice fed benzo(a)pyrene: A clinical, pathologic and hematologic study. Texas Rept. Biol. Med. 27, 803 (1969).

    Google Scholar 

  • Roller, M. R., and C. Heidelberger: Attempts to produce carcinogenesis in organ cultures of mouse prostate with polycyclic hydrocarbons. Int. J. Cancer 2, 509 (1967).

    PubMed  CAS  Google Scholar 

  • Selkirk, J. K., E. Huberman, and C. Heidelberger: An epoxide is an intermediate in the microsomal metabolism of the chemical carcinogen, dibenz (a,h) anthracene. Biochem. Biophys. Res. Commun. 43, 1010 (1971).

    PubMed  CAS  Google Scholar 

  • Selkirk, J. K., E. Huberman, and C. Heidelberger, R. G. Croy, and H. V. Gelboin: Benzo(a)pyrene metabolites: Efficient and rapid separation by high-pressure chromatography. Science 184, 169 (1974a).

    Google Scholar 

  • Selkirk, J. K., E. Huberman, and C. Heidelberger, P. P. Roller, and H. V. Gelboin: High-pressure liquid chromatographic analysis of benzo(a)pyrene metabolism and covalent binding and the mechanism of action of 7,8-benzoflavone and 1,2 epoxy-3.3-trichloropropane. Cancer Res. 34, 3474 (1974b).

    Google Scholar 

  • Selkirk, J. K., E. Huberman, and C. Heidelberger, and H. V. Gelboin: Isolation and characterization of benzo(a)pyrene-4,5-epoxide as a metabolite of benzo(a) pyrene. Arch. Biochem. Biophys. 168, 322 (1975).

    PubMed  CAS  Google Scholar 

  • Selkirk, J. K., E. Huberman, and C. Heidelberger: High-pressure liquid chromatographic separation of 10 BaP phenols and the identification of 1-phenol and 7-phenol as new metabolites. Cancer Res. 36, 922 (1976a).

    Google Scholar 

  • Selkirk, J. K., E. Huberman, and C. Heidelberger, S. K. Yang, and. H. V. Gelboin: Analysis of benzo(a)pyrene metabolism in human liver and lymphocytes and kinetic analysis of benzo (a) pyrene in rat liver microsomes. In R. I. Freudenthal and P. Jones (ed.): Polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenesis, p. 153. New York: Raven Press (1976b).

    Google Scholar 

  • Shubik, P., and J. Hartwell: Survey of compounds which have been tested for carcinogenic activity. Pub. Health Serv. Pub. 149, Supplement, Public Health Service, Washington, D.C. (1957).

    Google Scholar 

  • Shubik, P., and J. Hartwell: Survey of compounds which have been tested for carcinogenic activity. Pub. Health Serv. Publ. 149, Supplement 2, Public Health Service, Washington, D.C. (1969).

    Google Scholar 

  • Shubik, P., and J. Hartwell:, U. Saffiotti, W. Lijinsky, G. Pietra, H. Rapport, B. Toth, C. R. Rara, L. Tomatis, R. Feldman, and H. Ramabi: Studies on the toxicity of petroleum waxes. Toxicol. Applied Pharmacol. 4, (supplement), 1 (1962).

    Google Scholar 

  • Simon, S., A. A. Rydinski, F. W. Tauber, R. M. Pencyla, and D. O. Westerberg: Effects of cellulose causing on absorption of polycyclic hydrocarbons in wood smoke by absorbents. J. Agr. Food Chem. 17, 1128 (1969).

    CAS  Google Scholar 

  • Smis, P.: Metabolism of polycyclic compounds. 19. The metabolism of phenanthrene in rabbits and rats: phenols and sulphuric esters. Biochem. J. 84, 558 (1962).

    Google Scholar 

  • Smis, P.: The metabolism of 3-methylcholanthrene and some related compounds by rat-liver homogenates. Biochem. J. 98, 215 (1966).

    Google Scholar 

  • Smis, P.: The carcinogen activities in mice of compounds related to 3-methylcholanthrene. Int. J. Cancer 2, 505 (1967a).

    Google Scholar 

  • Smis, P.: The metabolism of 7- and 12-methylbenz (a) anthrene and their derivatives. Biochem. J. 105, 591 (1967b).

    Google Scholar 

  • Smis, P.: The metabolism of benzo (a) pyrene by rat liver homogenates. Biochem. Pharmacol. 16, 613 (1967c).

    Google Scholar 

  • Smis, P.: The metabolism of some aromatic hydrocarbons by mouse embryo cell cultures. Biochem. Pharmacol. 19, 285, (1970a).

    Google Scholar 

  • Smis, P.: Qualitative and quantitative studies on the metabolism of a series of aromatic hydrocarbons by rat-liver preparations. Biochem. Pharmacol. 19, 795 (1970b).

    Google Scholar 

  • Slaga, T. J., D. L. Berry, M. R. Jucisau, S. Thompson, S. G. Buty, and A. Viaje: Effects of benzoflavones and trichloropropene oxide on polynuclear aromatic hydrocarbon metabolism and initiation of skin tumors. In R. I. Freudenthal and P. Jones (ed): polynuclear aromatic hydrocarbons: Chemistry, metabolism and carcinogenesis, p. 127. New York: Raven Press (1976).

    Google Scholar 

  • Snell, K C, and H. L. Stewart: Pulmonary adenomatosis induced in DBA/2 mice by oral administration of dibenz (a,h) anthracene. J. Nat. Cancer Inst. 28, 1043 (1962).

    PubMed  CAS  Google Scholar 

  • Smis, P.: Induction of pulmonary adenomatosis in DBA/2 mice by the oral admin-istration of dibenz(a,h) anthracene. Acta Un. Int. Cancer. 19, 692 (1963).

    Google Scholar 

  • Soos, K.: Poliaromâs szénhidrogének meghatârozâsa âsvânyolajtermékekben és élelmiszerekben (Determination of polyaromatic hydrocarbons in mineral oil products and foods). Elelmiszervizsg. Közl. 18, 45 (1972).

    CAS  Google Scholar 

  • Soos, K.: Gehalt an cancerogenen polyaromatischen Kohlenwasserstoffen in ungarischem Getreide. Z. Lebensm. Untersuch.-Forsch. 156, 344 (1974).

    CAS  Google Scholar 

  • Speier, J., and L. W. Wattenberg: Alterations in microsomal metabolism of BaP in mice fed butylated hydroxyanisole. J. Nat. Cancer Inst. 55, 469 (1975).

    PubMed  CAS  Google Scholar 

  • Thobsteinsson, T.: Polycyclic hydrocarbons in commercially and home-smoked food in Iceland. Cancer, 23, 455 (1969).

    Google Scholar 

  • Thobsteinsson, T., and G. Thordason: Polycyclic hydrocarbons in singed food in Iceland. Cancer 21, 390 (1968).

    Google Scholar 

  • Tilgner, D. J., and H. Daun: Polycyclic aromatic hydrocarbons (polynuclears) in smoked foods. Residue Reviews 27, 19 (1969).

    PubMed  CAS  Google Scholar 

  • Tom, L.: Cancerogene Stoffe in geraeucherten Fleischwaren. Fleischwirt. 49, 1611 (1969).

    Google Scholar 

  • Tom, L.: Polycyclische Kohlenwasserstoffe in geraeucherten Schinken und Bauchspeck. Fleischwirt. 51, 1069 (1971).

    Google Scholar 

  • Tom, L., and W. Blass: Einfluss der Raeuchertechnologie auf den Gehalt von geraeucherten Fleischwaren an cancerogenen Kohlenwasserstoffen. Fleischwirt. 52, 1121 (1972a).

    Google Scholar 

  • Tom, L.: 4-Benzpyren-Gehalt verschiedener Raeucherpraeparate. Fleischwirt. 52, 1171 (1972b).

    Google Scholar 

  • Tom, L.: Einfluss der Raeuchertechnologie auf den Gehalt von geraeucherten Fleischwaren an cancerogenen Kohlenwasserstoffen. Fleischwirt. 52, 1419 (1972c).

    Google Scholar 

  • Tom, L.: Tracor/Jitco, Inc.: Survey of compounds which have been tested for carcinogenic activity. Pub. Health Serv. Publ. No. 149, Washington, D.C. Government Printing Office (1973).

    Google Scholar 

  • Tsutsui, H.: Ober das Kuenstlich erzeugte Cancroid bei der Maus. GANN 12, 17 (1918).

    Google Scholar 

  • Turkiya, N. G., G. L. Chechelashvili, P. N. Krasnyanskaya, and D. S. Beniashvili: Rol’nekotorykh peregretykh pishchevykh zhiroovkhimicheskom cantserogeneze (Significance of some superheated edible fats in chemical carcinogenesis). Vop. Pitan. 30, 31 (1971).

    CAS  Google Scholar 

  • Umans, R. S., S. A. Lesko, and P. O. Ptso: Chemical linkage of carcinogenic 3,4benzpyrene to DNA in aqueous solution induced by peroxide and iodine. Nature 221, 763 (1969).

    PubMed  CAS  Google Scholar 

  • U. S. Environmental Protection Agency: Scientific and technical assessment report on particulate polycyclic organic matter. Washington, D.C. (1975).

    Google Scholar 

  • U. S. National Academy of Science: Particulate polycyclic organic matter. Washington, D.C. (1972).

    Google Scholar 

  • Warner, J. S.: Quantitative determination of hydrocarbons in marine organisms. Nat. Bur. Stand. (U.S.), Spec. Publ. 409, 195 (1974).

    CAS  Google Scholar 

  • Wattenberg, L. W., and J. L. Leong: Inhibition of the carcinogenic action of benzo(a)pyrene by flavones. Cancer Res. 30, 1922 (1970).

    PubMed  CAS  Google Scholar 

  • Weisburger, J. H., M. Klein, E. K. Weisburger, R. M. Glass, G. Woodard, and M. T. I. Cronin: Comparison of the effect of the carcinogen n-hydroxy-n-2fluorenylacetamide in infant and weanling rats. J. Nat. Cancer Inst. 45, 29 (1970).

    PubMed  CAS  Google Scholar 

  • White, R. H., J. W. Howard, and C. J. Barnes: Determination of polycyclic aromatic hydrocarbons in liquid smoke flavors. J. Agr. Food Chem. 19, 143 (1971).

    CAS  Google Scholar 

  • Whitlock, J. P., H. L. Cooper, Jr., and H. V. Gelboin: Aryl hydrocarbon hydroxylase is stimulated in human lymphocytes by mitogens and benz(a)anthracene. Science 177, 618 (1972).

    PubMed  CAS  Google Scholar 

  • Wiebel, F. J., J. C. Leutz, L. Diamond, and H. V. Gelboin: Aryl hydrocarbon hydroxylase in microsomes from rat tissues: differential inhibition and stimulation by benzoflavones and organic solvents. Arch. Biochem. Biophys. 144, 78 (1971).

    PubMed  CAS  Google Scholar 

  • Wilk, M., and W. Girke: Radical cations of carcinogenic alternant hydrocarbons, amines, and azo dyes, and their reactions with nucleobases. In E. D. Bergmanand B. Pullman, (eds): Physicochemical mechanisms of carcinogenesis. Proc. Internat. Symp. Jerusalem, 21–25 Oct., 1968. Jerusalem: Israel Acad. Sci. and Humanities (1969).

    Google Scholar 

  • Wilk, M., and W. Girke, and H. Schwab: Zum Transportphaenomen und Wirkungsmechanismus des 3,4-benzpyrens in der Zelle. Z. Naturforsch. 236, 431 (1968).

    Google Scholar 

  • Yamagiwa, K., and K. Iciikawa: Experimentelle Studie über die Pathogenese der Epithelialgeschwulste. Mitt. Med. Fak. Univ. Tokyo 15, 295 (1915).

    Google Scholar 

  • Young, S., D. M. Cowan, and C. Davidson: Production of mammary carcinomas in rats by 9,10-dimethyl-1,2-benzanthracene and its relationship to the oestrous cycle. Brit. J. Cancer 24, 328 (1970).

    PubMed  CAS  Google Scholar 

  • Zechmeister, L., and B. K. Koe: The isolation of carcinogenic and other polycyclic aromatic hydrocarbons from barnacles. Arch. Biochem. 35, 1 (1952).

    PubMed  CAS  Google Scholar 

Additional references not considered in text

  • Soós, K.: Vizsgáló eljárás a füstölt élelmiszerek 3,4-benzpirén-tartalmának meghatározására. (Method for the determination of 3,4-benzopyrene in smoked foods.) Egészségtudomány 20, 348 (1976).

    Google Scholar 

  • Soós, K., and I. Fözy: Különbözö kávéfajták karcinogén poliaromas szénhidrogéntartal-mának vizsgálata. (The determination of carcinogenic polyaromatic carbohydrates in different coffee products). Edesipar 25, 65 (1974).

    Google Scholar 

  • Soós, K., G. Hajdu, and K. Kostyal: Policiklusos aromás szénhidrogének vizsgalata füstölt élelmiszerekben. (The determination of polycyclic aromatic carbohydrates in smoked foods). Egészségtudomány 18, 325 (1974).

    Google Scholar 

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  1. Toxicological Evaluation Division, Bureau of Chemical Safety, Food Directorate, Health Protection Branch, Health and Welfare Canada, Ottawa, Ontario, Canada, K1A 0L2

    Mei-Tein Lo & Emil Sandi

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Lo, MT., Sandi, E. (1978). Polycyclic aromatic hydrocarbons (polynuclears) in foods. In: Gunther, F.A., Gunther, J.D. (eds) Residue Reviews. Residues of Pesticides and Other Contaminants in the Total Environment, vol 69. Springer, New York, NY. https://doi.org/10.1007/978-1-4612-6281-7_2

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