Action of Pyrroloquinolinequinol As an Antioxidant Against Lipid Peroxidation in Solution

Antioxidants and Redox Signaling

Volumn 1, Issue 4, 1999, Pages 547-554

  Miyauchi, Kazuhiro ^a   Urakami, Teiji ^a   Abeta, Hiroyuki ^a   Shi, Honglian ^a   Noguchi, Noriko ^a   Niki, Etsuo ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA TOCOPHEROL; ANTIOXIDANT; BENZHYDRYL DERIVATIVE; FREE RADICAL; GALVINOXYL; LINOLEIC ACID; LINOLEIC ACID METHYL ESTER; PERHYDROXYL RADICAL; PEROXIDE; PYRROLOQUINOLINEQUINONE; QUINOLONE DERIVATIVE; QUINONE DERIVATIVE; WATER;

ANIMAL; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; ELECTRON SPIN RESONANCE; HUMAN; LIPID PEROXIDATION; METABOLISM; OXIDATION REDUCTION REACTION; SOLUTION AND SOLUBILITY; SPECTROPHOTOMETRY;

ANIMALS; ANTIOXIDANTS; BENZHYDRYL COMPOUNDS; ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICALS; HUMANS; LINOLEIC ACIDS; LIPID PEROXIDATION; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PEROXIDES; PQQ COFACTOR; QUINOLONES; QUINONES; SOLUTIONS; SPECTROPHOTOMETRY; VITAMIN E; WATER;

EID: 0033302465     PISSN: 15230864     EISSN: None     Source Type: Journal    
DOI: 10.1089/ars.1999.1.4-547     Document Type: Article

References (26)

1. ABERG, F., APPELKVIST, E., DALLNER, G., and ERNSTER, L. (1992). Distribution and redox state of ubiquinones in rat and human tissues. Arch. Biochem. Biophys. 295, 230-234.
2. BOWRY, V.W., and STOCKER, R. (1993). Tocopherol-mediated peroxidation. The prooxidant effect of vitamin E on the radical-initiated oxidation of human low-density lipoprotein. J. Am. Chem. Soc. 115, 6029-6044.
3. DAVIDSON, V.L. (ed.) (1992). Principles and Applications of Quinoproteins. Marcel Dekker, Inc., New York.
4. DUINE, J.A., FRANK, J.J., and JONGEJAN, J.A. (1979). Glucose dehydrogenase from Acinetobacter calcoaceticus. A 'quinoprotein'. FEBS Lett. 108, 443-146.
5. GOTOH, N., SHIMIZU, K., KOMURO, E., TSUCHIYA, J., NOGUCHI, N., and NIKI, E. (1992). Antioxidant activities of probucol against lipid peroxidations. Biochim. Biophys. Acta 1128, 147-154.
6. HAMAGISHI, Y., MURATA, S., KAMEI, H., OKI, T., ADACHI, O., and AMEYAMA, M. (1990). New biological properties of pyrroloquinoline quinone and its related compounds: inhibition of chemiluminescence, lipid peroxidation and rat paw edema. J. Pharmacol. Exp. Therapeut. 255, 980-985.
7. 2) and molecular oxygen. Bull. Chem. Soc. Jpn. 59, 1911-1914.
8. KILLGORE, J., SMIDT, C., DUICHI, L., ROMERO-CHAPMAN, N., TINKER, D., REISTER, K., MELKO, M., HYDE, D., and RUCKER, R.B. (1989). Nutritional importance of pyrroloquinoline quinone. Science 245, 850-852.
9. KUMAZAWA, T., SENO, H., URAKAMI, T., MATSUMOTO, T., and SUZUKI, O. (1992). Trace levels of pyrroloquinoline quinone in human and rat samples detected by gas chromatography/mass spectrometry. Biochim. Biophys. Acta 1156, 62-66.
10. LACORT, M., LEAL, A.M., LIZA, A.M., LIZA, M., MARTIN, C., MARTINEZ, R., and RUIZ-LARREA, M.B. (1995). Protective effect of estrogens and catacholestrogeris against peroxidative membrane damage in vitro. Lipids 30, 141-146.
11. NAITO, Y., KUMAZAWA, T., KINO, I., and SUZUKI, O. (1993). Effect of pyrroloquinoline quinone (PQQ) and PQQ-oxazone on DNA synthesis of cultured human fibroblasts. Life Sci. 52, 1909-1915.
12. NIKI, E., SAITO, T., KAWAKAMI, A., and KAMIYA, Y. (1984). Inhibition of oxidation of methyl linoleate in solution by vitamin E and vitamin C. J. Biol. Chem. 259, 4177-4182.
13. NISHIGORI, H., YAZUNAG, M., MIZUMURA, M., LEE J.W., and IWATSURU, M. (1989). Preventive effects of pyrroloquinoline quinone on formation of cataract and decline of lenticular and hepatic glutathione of developing chick embryo after glucocorticoid treatment. Life Sci. 45, 593-598.
14. NOGUCHI, N., YAMSHITA, H., GOTOH, N., YAMAMOTO, Y., NUMANO, R., and NIKI, E. (1998). 2,2′-Azobis(4-methoxy-2,4-dimethylvaleronitrile), a new lipid-soluble azo initiator: application to oxidations of lipids and low-density lipoprotein in solution and in aqueous dispersions. Free Rad. Biol. Med. 24, 259-268.
15. PAPAS, A.M. (ed.) (1999). Antioxidant Status, Diet, Nutrition, and Health. (CRC Press, Boca Raton, FL).
16. SALISBURY, S.A., FORREST, H.S., GRUESE, W.B.T., and KENNARD, O. (1979). A novel coenzyme from bacterial primary alcohol dehydrogenases. Nature 280, 843-844.
17. SHI, H., NOGUCHI, N., and NIKI, E. (1999a). Comparative study on dynamics of antioxidative action of α-tocopheryl, hydroquinone, ubiquinol and α-tocopherol, against lipid peroxidation. Free Rad. Biol. Med. (in press).
18. SHI, H., NOGUCHI, N., and NIKI, E. (1999b). Dynamics of antioxidant action of ubiquinol: a reappraisal. Bio-Factors 9, 141-148.
19. STEINBERG, D., PARTHASARATHY, S., CAREW, T.E., KHOO, J.C., and WITZTUM, J.L. (1989). Beyond cholesterol. Modification of low-density lipoprotein that increase its atherogenicity. N. Engl. J. Med. 320, 915-924.
20. 2. Biochim. Biophys. Acta 964, 175-182.
21. URAKAMI, T., SUGAMURA, K., ARAKI, H., and YOSHIDA, C. (1993). Characteristics of coenzyme PQQ obtained from culture broth of microorganism. Vitamins (Japan) 67, 485-491.
22. URAKAMI, T., SUGAMURA, K., and NIKI, E. (1995/1996a) Characterization of imidazopyrroloquinoline compounds synthesized from coenzyme PQQ and various amino acids. BioFactors 5, 75-81.
23. URAKAMI, T., SASAKI, J., SUZUKI, K., and KOMAGATA, K. (1995) Characterization and description of Hyphomicrobium denitrificans sp. nov. Int. J. Syst. Bacteriol. 45, 528-532.
24. URAKAMI, T., TANAKA, A., YAMAGUCHI, K., TSUJI, T., and NIKI, E. (1995/1996b). Synthesis of esters of coenzyme PQQ and IPQ, and stimulation of nerve growth factor production. BioFactors 5, 139-146.
25. URAKAMI, T., YOSHIDA, C., AKAIKE, T., MAEDA, H., NISHIGORI, H., and NIKI, E. (1997). Synthesis of monoesters and pyrroloquinoline quinone and imidazopyrroloquinoline, and radical scavenging activities using electron spin resonance in vitro and pharmacological activity in vivo. J. Nutr. Sci. Vitaminol. 43, 19-33.
26. WATANABE, A., HOBARA, N., and TSUJI, T. (1988). Protective effect of pyrroloquinoline quinone against experimental liver injury in rats. Curr. Ther. Res. 44, 896-901.