메뉴 건너뛰기




Volumn 444, Issue 2, 1999, Pages 451-461

Protection against the bacterial mutagenicity of heterocyclic amines by purpurin, a natural anthraquinone pigment

Author keywords

Anti mutagenesis; CYP; Heterocyclic amine; Purpurin; Trp P 2

Indexed keywords

3 AMINO 1 METHYL 5H PYRIDO[4,3 B]INDOLE; ANTHRAQUINONE DERIVATIVE; CHLOROPHYLL; CYTOCHROME P450 REDUCTASE; EPIGALLOCATECHIN GALLATE; HETEROCYCLIC AMINE; PURPURIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE FERRIHEMOPROTEIN REDUCTASE;

EID: 0032853399     PISSN: 13835718     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1383-5718(99)00109-6     Document Type: Article
Times cited : (27)

References (45)
  • 1
    • 0020050254 scopus 로고
    • Mutagens, carcinogens and tumour promoters in our daily food
    • Sugimura T. Mutagens, carcinogens and tumour promoters in our daily food. Cancer. 49:1982;1970-1984.
    • (1982) Cancer , vol.49 , pp. 1970-1984
    • Sugimura, T.1
  • 2
    • 0022007203 scopus 로고
    • Carcinogenicity of mutagenic heterocyclic amines formed during the cooking process
    • Sugimura T. Carcinogenicity of mutagenic heterocyclic amines formed during the cooking process. Mutat. Res. 150:1985;33-41.
    • (1985) Mutat. Res. , vol.150 , pp. 33-41
    • Sugimura, T.1
  • 3
    • 0027278825 scopus 로고
    • Heterocyclic amines in cooked foods: Possible human carcinogens
    • Weisburger J.H. Heterocyclic amines in cooked foods: possible human carcinogens. Cancer Res. 53:1993;2422-2424.
    • (1993) Cancer Res. , vol.53 , pp. 2422-2424
    • Weisburger, J.H.1
  • 4
    • 0027254754 scopus 로고
    • Cooking procedures and food mutagens: A literature review
    • Skog K. Cooking procedures and food mutagens: a literature review. Food Chem. Toxicol. 31:1993;655-675.
    • (1993) Food Chem. Toxicol. , vol.31 , pp. 655-675
    • Skog, K.1
  • 5
    • 0027433358 scopus 로고
    • Food-borne heterocyclic amines. Chemistry, formation, occurrence and biological activities. A literature review
    • Eisenbrand G., Tang W. Food-borne heterocyclic amines. Chemistry, formation, occurrence and biological activities. A literature review. Toxicology. 84:1993;1-82.
    • (1993) Toxicology , vol.84 , pp. 1-82
    • Eisenbrand, G.1    Tang, W.2
  • 6
    • 0020582085 scopus 로고
    • Mutagens-carcinogens in food
    • Suppl.
    • Sugimura T., Sato S. Mutagens-carcinogens in food. Cancer Res. 43:1983;2596-2600. Suppl.
    • (1983) Cancer Res. , vol.43 , pp. 2596-2600
    • Sugimura, T.1    Sato, S.2
  • 7
    • 0027312075 scopus 로고
    • Binding of polyphenolic planar mutagens to chlorophyllin resulting in the inhibition of the mutagenic activity
    • Arimoto S., Fukuoka S., Itome C., Nakano H., Rai H., Hayatsu H. Binding of polyphenolic planar mutagens to chlorophyllin resulting in the inhibition of the mutagenic activity. Mutat. Res. 287:1993;293-305.
    • (1993) Mutat. Res. , vol.287 , pp. 293-305
    • Arimoto, S.1    Fukuoka, S.2    Itome, C.3    Nakano, H.4    Rai, H.5    Hayatsu, H.6
  • 8
    • 0031425480 scopus 로고    scopus 로고
    • Effects of tea and chlorophyllin on the mutagenicity of N-hydroxy-IQ: Studies of enzyme inhibition, molecular complex formation and degradation/scavenging of the active metabolites
    • Hernaez J., Xu M., Dashwood R. Effects of tea and chlorophyllin on the mutagenicity of N-hydroxy-IQ: studies of enzyme inhibition, molecular complex formation and degradation/scavenging of the active metabolites. Environ. Mol. Mutagen. 30:1997;468-474.
    • (1997) Environ. Mol. Mutagen , vol.30 , pp. 468-474
    • Hernaez, J.1    Xu, M.2    Dashwood, R.3
  • 9
    • 0022993761 scopus 로고
    • Effects of plant derived flavanoids and polyphenolic acids on the activity of mutagens from cooked food
    • Alldrick A.J., Flynn J., Rowland I.R. Effects of plant derived flavanoids and polyphenolic acids on the activity of mutagens from cooked food. Mutat. Res. 163:1986;225-232.
    • (1986) Mutat. Res. , vol.163 , pp. 225-232
    • Alldrick, A.J.1    Flynn, J.2    Rowland, I.R.3
  • 10
    • 0024431272 scopus 로고
    • Modification of in vivo heterocyclic amine genotoxicity by dietary flavanoids
    • Alldrick A.J., Lake B.G., Rowland I.R. Modification of in vivo heterocyclic amine genotoxicity by dietary flavanoids. Mutagenesis. 4:1989;365-370.
    • (1989) Mutagenesis , vol.4 , pp. 365-370
    • Alldrick, A.J.1    Lake, B.G.2    Rowland, I.R.3
  • 11
    • 0026083612 scopus 로고
    • Loss of heterocyclic amine mutagens by insoluble hemicellulose fiber and high-molecular-weight soluble polyphenolics of coffee
    • Kato T., Takahashi S., Kikugawa K. Loss of heterocyclic amine mutagens by insoluble hemicellulose fiber and high-molecular-weight soluble polyphenolics of coffee. Mutat. Res. 246:1991;169-178.
    • (1991) Mutat. Res. , vol.246 , pp. 169-178
    • Kato, T.1    Takahashi, S.2    Kikugawa, K.3
  • 13
    • 0028178040 scopus 로고
    • Marked antimutagenic potential of aqueous green tea extracts: Mechanism of action
    • Bu-Abbas A., Clifford M.N., Walker R., Ioannides C. Marked antimutagenic potential of aqueous green tea extracts: mechanism of action. Mutagenesis. 9:1994;325-331.
    • (1994) Mutagenesis , vol.9 , pp. 325-331
    • Bu-Abbas, A.1    Clifford, M.N.2    Walker, R.3    Ioannides, C.4
  • 14
    • 0029917381 scopus 로고    scopus 로고
    • A comparison of the antimutagenic potential of green, black and decaffeinated teas: Contribution of flavanols to the antimutagenic effect
    • Bu-Abbas A., Nunez X., Clifford M.N., Walker R., Ioannides C. A comparison of the antimutagenic potential of green, black and decaffeinated teas: contribution of flavanols to the antimutagenic effect. Mutagenesis. 11:1996;597-603.
    • (1996) Mutagenesis , vol.11 , pp. 597-603
    • Bu-Abbas, A.1    Nunez, X.2    Clifford, M.N.3    Walker, R.4    Ioannides, C.5
  • 15
    • 0030519429 scopus 로고    scopus 로고
    • Effects of isothiocyanates on cytochrome P4501A1 and 1A2 activity and on the mutagenicity of heterocyclic amines
    • Hamilton S.M., Teel R.W. Effects of isothiocyanates on cytochrome P4501A1 and 1A2 activity and on the mutagenicity of heterocyclic amines. Anticancer Res. 16:1996;3597-3602.
    • (1996) Anticancer Res. , vol.16 , pp. 3597-3602
    • Hamilton, S.M.1    Teel, R.W.2
  • 16
    • 0029073521 scopus 로고
    • Strong anti-mutagenic activity of the novel lipophilic antioxidant 1-O-hexyl-2,3,5-trimethyl-hydroquinone against heterocyclic amine-induced mutagenesis in the Ames assay and its effect on metabolic activation of 2-amino-6-methyldipyrido[1,2-a:3′,2′-d]imidazole (Glu-P-1)
    • Hirose M., Iwata S., Ito E., Nihro Y., Takahashi S., Mizoguchi Y., Miki T., Satoh T., Ito N., Shirai T. Strong anti-mutagenic activity of the novel lipophilic antioxidant 1-O-hexyl-2,3,5-trimethyl-hydroquinone against heterocyclic amine-induced mutagenesis in the Ames assay and its effect on metabolic activation of 2-amino-6-methyldipyrido[1,2-a:3′,2′-d]imidazole (Glu-P-1). Carcinogenesis. 16:1995;2227-2232.
    • (1995) Carcinogenesis , vol.16 , pp. 2227-2232
    • Hirose, M.1    Iwata, S.2    Ito, E.3    Nihro, Y.4    Takahashi, S.5    Mizoguchi, Y.6    Miki, T.7    Satoh, T.8    Ito, N.9    Shirai, T.10
  • 17
    • 0038197969 scopus 로고
    • Erste vorläufige ergebnisse einer studie über die litholytsche wirksamkeit von urol auf calcium oxalatsteine
    • Suppl.
    • Gebhardt M. Erste vorläufige ergebnisse einer studie über die litholytsche wirksamkeit von urol auf calcium oxalatsteine. Fortschr. Urol. Nephrol. 14:1979;34-40. Suppl.
    • (1979) Fortschr. Urol. Nephrol. , vol.14 , pp. 34-40
    • Gebhardt, M.1
  • 18
    • 0026769537 scopus 로고
    • The mutagenic constituents of Rubia tinctorum
    • Kawasaki Y., Goda Y., Yoshihara K. The mutagenic constituents of Rubia tinctorum. Chem. Pharm. Bull. 40:1992;1504-1509.
    • (1992) Chem. Pharm. Bull. , vol.40 , pp. 1504-1509
    • Kawasaki, Y.1    Goda, Y.2    Yoshihara, K.3
  • 20
    • 0029420940 scopus 로고
    • Mechanisms of cytochrome P4501A2-mediated formation of N-hydroxy arylamines and heterocyclic amines and their reaction with guanyl residues
    • in: R.H. Adamson, J.-A. Gustafsson, N. Ito, M. Nagao, T. Sugimura, K. Wakabayashi, Y. Yamazoe (Eds.), Prinston Scientific Publishing, Princeton, NJ, USA
    • F.P. Guengerich, G. Humphreys, C.-H. Yun, G.J. Hammons, F.F. Kadlubar, Y. Seto, O. Okazaki, M.V. Martin, Mechanisms of cytochrome P4501A2-mediated formation of N-hydroxy arylamines and heterocyclic amines and their reaction with guanyl residues, in: R.H. Adamson, J.-A. Gustafsson, N. Ito, M. Nagao, T. Sugimura, K. Wakabayashi, Y. Yamazoe (Eds.), Proceedings of the 23rd International Symposium of the Princess Takamatsu Cancer Research Fund. Prinston Scientific Publishing, Princeton, NJ, USA, 1995, pp. 78-84.
    • (1995) Proceedings of the 23rd International Symposium of the Princess Takamatsu Cancer Research Fund , pp. 78-84
    • Guengerich, F.P.1    Humphreys, G.2    Yun, C.-H.3    Hammons, G.J.4    Kadlubar, F.F.5    Seto, Y.6    Okazaki, O.7    Martin, M.V.8
  • 21
    • 0022764120 scopus 로고
    • Prostaglandin H-synthase-mediated bioactivation of the amino acid pyrolysate product Trp-P-2
    • Petry T.W., Kraus R.S., Eling T.E. Prostaglandin H-synthase-mediated bioactivation of the amino acid pyrolysate product Trp-P-2. Carcinogenesis. 7:1986;1397-1400.
    • (1986) Carcinogenesis , vol.7 , pp. 1397-1400
    • Petry, T.W.1    Kraus, R.S.2    Eling, T.E.3
  • 22
    • 0029420932 scopus 로고
    • Superoxide radical generation from heterocyclic amines
    • in: R.H. Adamson, J.-A. Gustafsson, N. Ito, M. Nagao, T. Sugimura, K. Wakabayashi, Y. Yamazoe (Eds.), Prinston Scientific Publishing, Princeton, NJ, USA
    • H. Maeda, K. Sato, T. Akaike, Superoxide radical generation from heterocyclic amines, in: R.H. Adamson, J.-A. Gustafsson, N. Ito, M. Nagao, T. Sugimura, K. Wakabayashi, Y. Yamazoe (Eds.), Proceedings of the 23rd International Symposium of the Princess Takamatsu Cancer Research Fund. Prinston Scientific Publishing, Princeton, NJ, USA, 1995, pp. 103-112.
    • (1995) Proceedings of the 23rd International Symposium of the Princess Takamatsu Cancer Research Fund , pp. 103-112
    • Maeda, H.1    Sato, K.2    Akaike, T.3
  • 23
    • 0029064349 scopus 로고
    • Non-specific inhibition of cytochrome P450 activation in human and rat liver microsomes
    • Yun C.-H., Jeong H.G., Jhoun J.W., Guengerich F.P. Non-specific inhibition of cytochrome P450 activation in human and rat liver microsomes. Carcinogenesis. 16:1995;1437-1440.
    • (1995) Carcinogenesis , vol.16 , pp. 1437-1440
    • Yun, C.-H.1    Jeong, H.G.2    Jhoun, J.W.3    Guengerich, F.P.4
  • 24
    • 0026690640 scopus 로고
    • Modified metabolism of a carcinogen, 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) by liver S9 from Schistosoma japonicum-infected mice
    • Arimoto S., Matsuoka H., Aji T., Ishii A., Wataya Y., Hayatsu H. Modified metabolism of a carcinogen, 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) by liver S9 from Schistosoma japonicum-infected mice. Mutat. Res. 282:1992;177-182.
    • (1992) Mutat. Res. , vol.282 , pp. 177-182
    • Arimoto, S.1    Matsuoka, H.2    Aji, T.3    Ishii, A.4    Wataya, Y.5    Hayatsu, H.6
  • 25
    • 0021068767 scopus 로고
    • Synthesis of hydroxyamino, nitroso and nitro derivatives of Trp-P-2 and Glu-P-1, amino acid pyrolysate mutagens, and their direct mutagenicities towards Salmonella typhimurium TA98 and TA98NR
    • Saito K., Yamazoe Y., Kamataki T., Kato R. Synthesis of hydroxyamino, nitroso and nitro derivatives of Trp-P-2 and Glu-P-1, amino acid pyrolysate mutagens, and their direct mutagenicities towards Salmonella typhimurium TA98 and TA98NR. Carcinogenesis. 4:1983;1547-1550.
    • (1983) Carcinogenesis , vol.4 , pp. 1547-1550
    • Saito, K.1    Yamazoe, Y.2    Kamataki, T.3    Kato, R.4
  • 26
    • 0016685233 scopus 로고
    • Methods of detecting carcinogens and mutagens with the Salmonella/mammalian-microsome mutagenicity test
    • Ames B.N., McCann J., Yamasaki E. Methods of detecting carcinogens and mutagens with the Salmonella/mammalian-microsome mutagenicity test. Mutat. Res. 31:1975;347-364.
    • (1975) Mutat. Res. , vol.31 , pp. 347-364
    • Ames, B.N.1    McCann, J.2    Yamasaki, E.3
  • 28
    • 0020533372 scopus 로고
    • Revised methods for the Salmonella mutagenicity test
    • Maron D.M., Ames B.N. Revised methods for the Salmonella mutagenicity test. Mutat. Res. 113:1983;173-215.
    • (1983) Mutat. Res. , vol.113 , pp. 173-215
    • Maron, D.M.1    Ames, B.N.2
  • 30
    • 50449100139 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes: II. Solubilization, purification, and properties
    • Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes: II. Solubilization, purification, and properties. J. Biol. Chem. 239:1964;2379-2387.
    • (1964) J. Biol. Chem. , vol.239 , pp. 2379-2387
    • Omura, T.1    Sato, R.2
  • 31
    • 73849173955 scopus 로고
    • Hepatic triphosphopyridine nucleotide (TPN)-cytochrome c reductase: Isolation, characterization and kinetic studies
    • Phillips A.H., Langdon R.G. Hepatic triphosphopyridine nucleotide (TPN)-cytochrome c reductase: isolation, characterization and kinetic studies. J. Biol. Chem. 237:1962;2652-2660.
    • (1962) J. Biol. Chem. , vol.237 , pp. 2652-2660
    • Phillips, A.H.1    Langdon, R.G.2
  • 34
    • 0032565539 scopus 로고    scopus 로고
    • Iron-chlorophyllin-mediated conversion of 3-hydroxyamino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2(NHOH)) into its nitroso derivative
    • Arimoto-Kobayashi S., Inada N., Nakano H., Rai H., Hayatsu H. Iron-chlorophyllin-mediated conversion of 3-hydroxyamino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2(NHOH)) into its nitroso derivative. Mutat. Res. 400:1998;259-269.
    • (1998) Mutat. Res. , vol.400 , pp. 259-269
    • Arimoto-Kobayashi, S.1    Inada, N.2    Nakano, H.3    Rai, H.4    Hayatsu, H.5
  • 35
    • 0020955270 scopus 로고
    • Ultimate forms of mutagenic and carcinogenic heterocyclic amines produced by pyrolysis
    • Nagao M., Fujita Y., Wakabayashi K., Sugimura T. Ultimate forms of mutagenic and carcinogenic heterocyclic amines produced by pyrolysis. Biochem. Biophys. Res. Commun. 114:1983;626-631.
    • (1983) Biochem. Biophys. Res. Commun. , vol.114 , pp. 626-631
    • Nagao, M.1    Fujita, Y.2    Wakabayashi, K.3    Sugimura, T.4
  • 37
    • 0028949369 scopus 로고
    • Metabolic activation of heterocyclic aromatic amines catalyzed by human arylamine N-acetyltransferase isozymes (NAT1 and NAT2) expressed in Salmonella typhimurium
    • Wild D., Feser W., Michel S., Lord H.L., Josephy P.D. Metabolic activation of heterocyclic aromatic amines catalyzed by human arylamine N-acetyltransferase isozymes (NAT1 and NAT2) expressed in Salmonella typhimurium. Carcinogenesis. 16:1995;643-648.
    • (1995) Carcinogenesis , vol.16 , pp. 643-648
    • Wild, D.1    Feser, W.2    Michel, S.3    Lord, H.L.4    Josephy, P.D.5
  • 38
    • 0022339812 scopus 로고
    • DNA strand cleavage in vitro by 3-hydroxyamino-1-methyl-5H-pyrido[4-3-b]indole, a direct-acting mutagen formed in the metabolism of carcinogenic 3-amino-1-methyl-5H-pyrido[4,3-b]indole
    • Wakata A., Oka N., Hiramoto K., Yoshioka A., Negishi K., Wataya Y., Hayatsu H. DNA strand cleavage in vitro by 3-hydroxyamino-1-methyl-5H-pyrido[4-3-b]indole, a direct-acting mutagen formed in the metabolism of carcinogenic 3-amino-1-methyl-5H-pyrido[4,3-b]indole. Cancer Res. 45:1985;5867-5871.
    • (1985) Cancer Res. , vol.45 , pp. 5867-5871
    • Wakata, A.1    Oka, N.2    Hiramoto, K.3    Yoshioka, A.4    Negishi, K.5    Wataya, Y.6    Hayatsu, H.7
  • 40
    • 0025361213 scopus 로고
    • Carcinogenicity of naturally occurring 1-hydroxyanthroquinone in rats: Induction of large bowel, liver and stomach neoplasms
    • Mori H., Yoshimi N., Iwata H., Mori Y., Hara A., Tanaka T., Kawaii K. Carcinogenicity of naturally occurring 1-hydroxyanthroquinone in rats: induction of large bowel, liver and stomach neoplasms. Carcinogenesis. 11:1990;799-802.
    • (1990) Carcinogenesis , vol.11 , pp. 799-802
    • Mori, H.1    Yoshimi, N.2    Iwata, H.3    Mori, Y.4    Hara, A.5    Tanaka, T.6    Kawaii, K.7
  • 41
    • 0029997654 scopus 로고    scopus 로고
    • Toxicity and tumorigenicity of purpurin, a natural hydroxyanthraquinone in rats: Induction of bladder neoplasms
    • Mori H., Ohnishi M., Kawamori T., Sugie S., Tanaka T., Ino N., Kawaii K. Toxicity and tumorigenicity of purpurin, a natural hydroxyanthraquinone in rats: induction of bladder neoplasms. Cancer Letters. 102:1996;193-198.
    • (1996) Cancer Letters , vol.102 , pp. 193-198
    • Mori, H.1    Ohnishi, M.2    Kawamori, T.3    Sugie, S.4    Tanaka, T.5    Ino, N.6    Kawaii, K.7
  • 42
    • 0023260454 scopus 로고
    • Investigations on DNA binding in rat liver and in Salmonella and on mutagenicity in the Ames test by emodin, a natural anthraquinone
    • Bösch R., Friederich U., Lutz W.K., Brocker E., Bachmann M., Schlatter Ch. Investigations on DNA binding in rat liver and in Salmonella and on mutagenicity in the Ames test by emodin, a natural anthraquinone. Mutat. Res. 188:1987;161-168.
    • (1987) Mutat. Res. , vol.188 , pp. 161-168
    • Bösch, R.1    Friederich, U.2    Lutz, W.K.3    Brocker, E.4    Bachmann, M.5    Schlatter, Ch.6
  • 43
    • 0032437644 scopus 로고    scopus 로고
    • Carcinogenicity and DNA adduct formation observed in ACI rats after long term treatment with madder root, Rubia tinctorum L.
    • Westendorf J., Pfau W., Schulte A. Carcinogenicity and DNA adduct formation observed in ACI rats after long term treatment with madder root, Rubia tinctorum L. Carcinogenesis. 19:1998;2163-2168.
    • (1998) Carcinogenesis , vol.19 , pp. 2163-2168
    • Westendorf, J.1    Pfau, W.2    Schulte, A.3
  • 44
    • 0026586185 scopus 로고
    • Formation of genotoxic metabolites from anthraquinone glycosides, present in Rubia tinctorum L.
    • Blömeke B., Poginsky B., Schmutte C., Marquardt H., Westendorf J. Formation of genotoxic metabolites from anthraquinone glycosides, present in Rubia tinctorum L. Mutat. Res. 265:1992;263-272.
    • (1992) Mutat. Res. , vol.265 , pp. 263-272
    • Blömeke, B.1    Poginsky, B.2    Schmutte, C.3    Marquardt, H.4    Westendorf, J.5
  • 45
    • 0025076734 scopus 로고
    • Sensitive method for the detection of mutagenic nitoarenes and aromatic amines: New derivatives of Salmonella typhimurium tester strains possessing elevated O-acetyltransferase levels
    • Watanabe M., Ishidate M. Jr., Nohmi T. Sensitive method for the detection of mutagenic nitoarenes and aromatic amines: new derivatives of Salmonella typhimurium tester strains possessing elevated O-acetyltransferase levels. Mutat. Res. 234:1990;337-348.
    • (1990) Mutat. Res. , vol.234 , pp. 337-348
    • Watanabe, M.1    Ishidate M., Jr.2    Nohmi, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.