The effect of superoxide anion in the production of seven major cholesterol oxidation products in aptoric and protic conditions

International Journal of Food Sciences and Nutrition

Volumn 48, Issue 2, 1997, Pages 151-159

  Lee, Joo Hee ^a   Shoeman, D W ^b   Kim, Song Suk ^b   Csallany, A Saari ^b  

^a Gyeongsang National University   (South Korea)

^b UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

25 HYDROXYCHOLESTEROL; 7 OXOCHOLESTEROL; 7ALPHA HYDROXYCHOLESTEROL; 7BETA HYDROXYCHOLESTEROL; CHOLESTEROL; EPOXIDE; HYDROGEN PEROXIDE; HYDROXYL RADICAL; SUPEROXIDE;

AQUEOUS SOLUTION; ARTICLE; AUTOOXIDATION; CAPILLARY GAS CHROMATOGRAPHY; ELECTROCHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ULTRAVIOLET RADIATION;

EID: 0030980520     PISSN: 09637486     EISSN: None     Source Type: Journal    
DOI: 10.3109/09637489709006975     Document Type: Article

References (37)

1. Beauchamp C & Fridovich I (1971): Mechanism for the production of ethylene from methional. Generation of the hydroxyl radical by xanthine oxidase. J. Biol. Chem. 245, 4641-4646.
2. Beck JP & Crastes de Paulet A, eds (1988): Activitès Biologiques des Oxysterols. Paris. Editions INSERM.
3. Behar D, Czapski G, Rabani J, Dorfman LM & Schwarz HA (1970): The acid dissociation constant and decay kinetics of the perhydroxyl medical. J. Phys. Chem. 741, 3209-3215.
4. Benditt EP (1977) Implications of the monoclonal character of human atherosclerotic plagues. Am. J. Path. 86, 693-702.
5. Birnboim HC & Kanabu-Kaminska M (1985): The production of DNA strand breaks in human leukocytes by superoxide anion may involve a metabolic process. Proc. Natl. Acad. Sci. USA 82, 6820-6824.
6. Biswas S, MacDougall JDB & Cook RP (1964): The effect of various steroids, mainly of the C27 series, on the growth of chick heart explants. Br. J. Exp. Path. 45, 13-20.
7. Black HS & Douglas PR (1972): A model system for the evaluation of the role of cholesterol oxide in ultraviolet carcinogen. Cancer Res. 32, 2630-2632.
8. Butler J & Halliwell B (1982): Reaction of iron-EDTA chelates with the superoxide radical Arch. Biochem. Biophys. 218, 174-178.
9. Csallany A, Saari, Kindom SE, Addis PB & Lee Joo Hee (1989): HPLC method for quantitation of cholesterol and four of its major oxidation products in muscle and liver tissues. Lipids 24, 652-655.
10. Dauben WG & Payot PH (1956): Radiation induced oxidation of cholesterol. J. Am. Chem. Soc. 78, 5657-5660.
11. Engl LL & Brooks P (1971): Cholesterol is stable. Steroids 17, 531-536.
12. Fee JA & Hildebrand PG (1974): On the development of a well defined source of superoxide ion for studies with biological systems FEES Lett. 39, 79-82.
13. Fee JA, Bergamini R & Briggs RG (1975): Observations on the mechanism of the oxygen/dialuric acid-induced hemolysis of vitamin E-deficient rat red blood cell and the protective roles of catalase and superoxide dismutase. Arch. Biochem. Biophys. 169, 160-167.
14. Fridovich I (1970): Quantitative aspects of the production of superoxide anion radical by milk xanthine oxidase. J. Biol Chem. 245, 4053-4057.
15. Halliwell B (1978): Superoxide-dependent formation of hydroxyl radicals in the presence of iron chelates. FEBS Lett. 92, 321-326.
16. Kandutsch AA & Chen HW (1973): Inhibition of sterol synthesis in cultured mouse cells by 7β-hydroxycholesterol. 7α-hydroxycholesterol and 7-ketocholesterol. J. Biol Chem. 248, 8408-8417.
17. Kellogg EW III & Fridovich I (1977): Liposome oxidation and erythrocyte lysis by enzymically generated superoxide and hydrogen peroxide. J. Biol. Chem. 252, 6721-6728
18. King MM, Lai EK & McCay PB (1975): Singlet oxygen production associated with enzyme-catalyzed lipid peroxidation in live microsomes. J. Biol. Chem. 250, 6496-6502.
19. Koppenol WH, Butler J & Leeuwen JW (1978): The HaberWeiss cycle. Photochem. Photobiol. 28, 655-650.
20. Korycka-Dahl M & Richardson T (1979): Photogeneration of superoxide anion upon illumination of bovine milk serum proteins with fluorescent light in the presence of riboflavin. J. Dairy Sci 62, 183-188.
21. Loomis CR, Shipley GG & Small DM (1979): The phase behavior of hydrated cholesterol. J. Lipid Res. 20, 525-535.
22. Massy VS, Strickland SG, Mayhew LG, Howell PC, Engel RG, Mattews & Sullivan PA (1969): The production of superoxide anion radicals in the reaction of reduced flavins and flavoproteins with molecular oxygen. Biochem. Biophys. Res. Commun. 36, 891-897.
23. McCord JM & Day ED (1978): Superoxide-dependent production of hydroxyl radical catalyzed by iron-EPTA complex. FEBS Lett. 86, 139-142.
24. Mill JT, Mehler MF & Adamany AM (1980): Effect of 25-hydroxycholesterol on disposition and turnover of membrane components in cultured aortic smooth muscle cells. Fed. Proc. 39, 3009.
25. Misra HP & Fridovich I (1971): The generation of superoxide radical during the autoxidation of ferredoxins. J. Biol. Chem. 246, 6886-6890.
26. Misra HP & Fridovich I (1972): The univalent reduction of oxygen by reduced flavins and quinones. J. Biol. Chem. 247, 188-192
27. Ozawa T & Hanaki A (1981): Reactions of superoxide with water and with hydrogen peroxide. Chem. Pharm. Bull. 29, 926-928.
28. Park SW & Addis PB (1985): Capillary column gas-liquid chromatographic resolution of oxidized cholesterol derivatives. Anal. Biochem. 149, 275-283.
29. Peng SK & Morin RJ, eds (1992): Biological Effects of Cholesterol Oxides. Boca Raton: CRC Press.
30. Ross D, Cotgreave I & Moldeus P (1985): The interaction of reduced glutathione with active oxygen species generated by xanthine-oxidase catalyzed metabolism of xanthine. Biochem. Biophys. Acta 841, 278-282.
31. Sawyer DT & Gibian MJ (1979): The chemistry of superoxide ion. Tetrahedron 35, 1471-1481.
32. Sawyer DT & Valentine JS (1981): How super is superoxide? Acc. Chem. Res. 14, 393-400.
33. Smith LL (1996): Review of progress in sterol oxidations: 1987-1995. Lipids 31, 453-487.
34. Smith LL & Johnson BH (1989): Biological activities of oxysterols. Free Radical Biol. Med. 7, 285-332.
35. Smith LL &. Brooks P (1971): Cholesterol is stable. Steroids 17, 531-536.
36. Taylor CB, Peng SK, Werthessen NT, Tham P & Lee KT (1979): Spontaneously occurring angiotoxic derivatives of cholesterol. Am. J. Clin. Nutr. 32, 40-57.
37. Tien M, Suigen BA & Aust SD (1982): An investigation into the role of hydroxyl radical in xanthine oxidase-dependent lipid peroxidation. Arch. Biochem, Biophys. 216, 142-151.