Protection of superoxide-induced cholesterol oxidation by antioxidants in protic conditions

References

• Barlow JE, Bisby RH & Cundall RB (1979): Does disproportionation of superoxide produce singlet oxygen ? Radiat. Phys. Chem. 13, 73–74.
   Web of Science ®Google Scholar
• Brown A & Jessupu W (1999): Oxysterols and athero- sclerosis. Atherosclerosis 142, 1–28.
   PubMed Web of Science ®Google Scholar
• Brown MS, Faust JR & Goldstein JL (1975): Role of the low density lipoprotein receptor in regulating the content of free and esterified cholesterol in human fibroblasts. J. Clin. Invest. 55, 783–793.
   PubMed Web of Science ®Google Scholar
• Chan J & Black HS (1974): Skin carcinogenesis: choles- terol-5a, 6a-epoxide hydrase activity in mouse skin irradiated with ultraviolet light. Science 186, 1216–1217.
   PubMed Web of Science ®Google Scholar
• Chen HW, Heiniger HJ & Kandutsch AA (1975): Relation- ship between sterol synthesis and DNA synthesis in phytohemagglutinin-stimulated mouse lymphocytes. Proc. Nat. Acad. Sci. USA 72, 1050–1054.
   PubMed Web of Science ®Google Scholar
• Chicoye E, Powrie WD & Fennema O (1968): Isolation and characterization of cholesterol-5b, 6b-oxide from an aerated aqueous dispersion of cholesterol. Lipids 3, 335–339.
   PubMed Web of Science ®Google Scholar
• Fee J & Hildenbrand PG (1974): On the development of a well-defined source of superoxide ion for studies with biological systems. FEBS Lett. 39, 79–82.
   PubMed Web of Science ®Google Scholar
• Finney DJ (1951): Statistical Methods in Biological Assay. London: Charles Griffen & Co. Ltd.
   Google Scholar
• Fioriti JA & Sims RJ (1967): Autoxidation products from cholesterol. J. Am. Oil Chem. Soc. 44, 221–224.
   PubMed Web of Science ®Google Scholar
• Fragata M & Bellemare F (1980): Model of singlet oxygen scavenging by a-tocopherol in biomembranes. Chem. Phys. Lipids 27, 93–99.
   Web of Science ®Google Scholar
• Fridovich S & Porter NA (1981): Oxidation of ararchidonic acid in micelles by superoxide and hydrogen peroxide. J. Biol. Chem. 256, 260–265.
   PubMed Web of Science ®Google Scholar
• Gorman AA, Gould IR, Hamblett I & Standen MC (1984): Reversible exciplex formation between singlet oxygen 1Dg and vitamin E. Solvent and temperature effects. J. Am. Chem. Soc. 106, 6956 –6959.
   Google Scholar
• Imai H, Werthessen NT, Taylor B & Lee KT (1976): Angiotoxicity and arteriosclerosis due to contaminants of USP-grade cholesterol. Arch. Path. Lab. Med. 100, 565–572.
   PubMed Web of Science ®Google Scholar
• Imai H, Subramanyam V, LeQuesne PW & Werthessen NT (1978): Ultrastructural changes of liver due to oxidation products of cholesterol. Fed. Proc. 37, 934.
   Google Scholar
• Kandutsch AA & Chen HW (1973): Inhibition of sterol synthesis in cultured mouse cells by 7b-hydroxycholes- terol, 7a-hydroxycholesterol and 7-ketocholesterol. J. Biol. Chem. 248, 8408–8417.
   PubMed Web of Science ®Google Scholar
• Kandutsch AA, Heiniger HJ & Chen HW (1977): Effects of 25-hydroxycholesterol and 7-ketocholesterol inhibitors of sterol synthesis, administered orally to mice. Biochem. Biophys. Acta 486, 260–272.
   PubMed Web of Science ®Google Scholar
• Khan AU (1970): Singlet molecular oxygen from super- oxide anion and sensitized fluorescence of organic molecules. Science 168, 476–477.
   PubMed Web of Science ®Google Scholar
• Korycka-Dahl M & Richardson T (1980): Symposium: oxidative changes in milk. J. Dairy Sci. 63, 1181–1198.
   Google Scholar
• Kurechi I, Kikugawa K & Kato T (1980): Studies on the antioxidants. XIII. Hydrogen donating capability of antioxidants to 2, 2-diphenyl-l-picrylhydrazyl. Chem. Pharm. Bull. 28, 2089–2093.
   Google Scholar
• Lee JH, Shoeman DW, Kim S-S & Csallany AS (1977): The effect of superoxide anion in the production of seven major cholesterol oxidation products in aprotic and protic conditions. Int. J. Food Sci. Nutr. 48, 151–159.
   Google Scholar
• McCord JM & Fridovich I (1969): Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein). J. Biol. Chem. 244, 6049–6055.
   PubMed Web of Science ®Google Scholar
• 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.
   PubMedGoogle Scholar
• Misra HP & Fridovich I (1972): The univalent reduction of oxygen by reduced flavins and quinones. J. Biol. Chem. 247, 188–192.
   PubMed Web of Science ®Google Scholar
• Parks OW, Schwartz DP, Keeney M & Damicl JN (1966): Isolation of 7-cholesten-3-one from butterfat. Nature 210, 416–417.
   PubMed Web of Science ®Google Scholar
• Peng SK, Tham P, Taylor CB & Mikkelson B (1979): Cytotoxicity of cholesterol oxidation derivatives on cultured aortic smooth muscle cells and their effect on cholesterol biosynthesis. Am. J. Clin. Nutr. 32, 1033–1042.
   PubMed Web of Science ®Google Scholar
• Pokorny J, Vasakova M & Pospisil J (1961): Study of the stability of fats and its influence. VI. Comparison of activities of various phenolic antioxidants in stabilization of lard. Sb. VSCHT Praze 5, 173–177.
   Google Scholar
• Pospisil J & Pokorny J (1964): Antioxydacni propravk y protechnicke tuky zivocisneho puvodu. Mastne kuseliny, kosmeticke emulse a pribuzne latky. Czechoslov. Pat. 110, 419.
   Google Scholar
• Ross D, Cotgreave I & Moldeus P (1985): The interaction of reduced glutathione with active oxygen species generated by xanthine-oxidase-catalyzed metabolism of xanthine. Biochim. Biophys. Acta 841, 278–282.
   PubMed Web of Science ®Google Scholar
• Salonen JT & Nyssonen K (1977): Lipoprotein oxidation and progression of carotid atherosclerosis. Circulation 95, 840–840.
   Google Scholar
• Singh A & Koppenol WH (1978): Introduction: inter- conversion of singlet oxygen and related species. Photo- chem. Photobiol. 28, 429–433.
   PubMed Web of Science ®Google Scholar
• Smith LL & Van Lier JE (1970): Sterol metabolism. 26-Hydroxycholesterol levels in the human aorta. Athero- sclerosis 12, 1–14.
   PubMed Web of Science ®Google Scholar
• Smith LL, Smart VB & Made Gowda NM (1986): Mutagenic sterol hydroperoxides. Mutat. Res. 161, 39–48.
   PubMedGoogle Scholar
• Stich HF, Karim J, Koropatrick J & Lo L (1976): Mutagenic action of ascorbic acid. Nature 260, 722–724.
   PubMed Web of Science ®Google Scholar
• Tsai LS & Hudson CA (1984): Cholesterol oxides in commercial dry egg products: isolation and identifica- tion. J. Food Sci. 49, 1245–1248.
   Web of Science ®Google Scholar
• Turrens JF & Boveris A (1980): Generation of superoxide anion by the NADH dehydrogenase of bovine heart mitochondria. Biochem. J. 191, 421–427.
   PubMed Web of Science ®Google Scholar
• Van Lier JE & Smith LL (1967): Sterol metabolism. I. 26-Hydroxycholesterol in the human aorta. Biochemistry 6, 3269–3278.
   PubMed Web of Science ®Google Scholar
• Vine D & Croft K (1997): Absorption of dietary cholesterol oxidation products and incorporation into rat lymph chylomicrons. Lipids 32, 887–893.
   PubMed Web of Science ®Google Scholar
• Wallace WJ, Maxwell JC & Caughey WS (1974): The mechanisms of hemoglobin autoxidation. Evidence for proton-assisted nucleophilic displacement of superoxide by anions. Biochem. Biophys. Res. Commun. 57, 1104–1110.
   PubMed Web of Science ®Google Scholar
• Zieden B & Diczfalusy U (1997): Higher 7b-hydrox- ycholesterol in high cardiovascular risk population. Atherosclerosis 134, 172.
   Web of Science ®Google Scholar
• Zieden B, Kaminskas A, Kristenson M, Kucinskiene Z, Vessby B, Olsson AG & Diczfalusy U (1999): Increased plasma 7b-hydroxycholesterol concentration s in a population with a high risk for cardiovascula r disease. Arterioscter. Thromb. Vasc. Biol. 19(4), 967–971.
   PubMed Web of Science ®Google Scholar