Oxidative degradation of cholesteryl esters in low-density lipoproteins: Analysis by liquid chromatography-light scattering and protection by a new synthetic antioxidant, S20478

Fundamental and Clinical Pharmacology

Volumn 11, Issue 1, 1997, Pages 68-77

  Arborati, M ^a   Benchorba, D ^a   Lesieur, I ^b   Bizot Espiard, J G ^c   Guardiola Lemaitre, B ^c   Chapman, M J ^a   Ninio, E ^a  

^a PITIÉ SALPÊTRIÈRE HOSPITAL   (France)

^b UFR Pharmacie   (France)

^c IRIS Institut de Recherches Internationales Servier   (France)

Author keywords

Antioxidants; Conjugated dienes; HPLC light scattering; Low density lipoprotein oxidation

Indexed keywords

ANTIOXIDANT; CHOLESTEROL ESTER; LOW DENSITY LIPOPROTEIN; S 20478; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROPHOBICITY; LIPID METABOLISM; LIPID PEROXIDATION; OXIDATION; PRIORITY JOURNAL;

EID: 0031038363     PISSN: 07673981     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1472-8206.1997.tb00171.x     Document Type: Article

References (40)

1. Araki N, Horiuchi S, Rahim ATMA, Takata K, Morino Y. Microquantification of cholesterol and cholesteryl esters in rat peritoneal macrophages by reverse-phase high-performance liquid chromatography. Anal Biochem 1990;185:339-45
2. Arrio B, Arrio M, Bonnefont-Rousselot D, Catudioc JD, Packer L. Assaying low-density lipoprotein oxidation by laser light scattering. Meth Enzymol 1994;233:453-9
3. Barnhart RL, Bush SJ, Jackson RL. Concentration-dependent antioxidant activity of probucol in low density lipoproteins in vitro: probucol degradation precedes lipoprotein oxidation. J Lipid Res 1989;30:1703-10
4. Bernert JT, Akins JR, Miller DT. Direct determination of the linoleate/oleate ratio in serum cholesterol esters by liquid chromatography. Clin Chem 1982;28:676
5. Bligh EG, Dyer WJ. A rapid method of total lipid extraction and purification. Can J Biochem Physiol 1959;37:911-7
6. Breugnot C, Privat S, Guillonneau C et al. S12340: a potent inhibitor of the oxidative modification of low-density lipoprotein in vitro and ex vivo in WHHL rabbits. J Pharmacol Experiment Therapeutics 1994;269:515-20
7. Buege JA, Aust SD. Microsomal lipid peroxidation. Methods Enzymol 1976;52:302-10
8. Caboni MF, Menotta S, Lercker G. High-performance liquid chromatography separation and light-scattering detection of phospholipids from cooked beef. J Chromatogr A 1994; 683:59-65
9. Chapman MJ, Laplaud PM, Luc G et al. Further resolution of the low density lipoprotein spectrum in normal human plasma: physicochemical characteristics of discrete subspecies separated by density gradient ultracentrifugation. J Lipid Res 1988;29:442-58
10. Cheng B, Kowal J, Abraham S. Analysis of adrenal cholesteryl esters by reversed phase high performance liquid chromatography. J Liquid Res 1994;35:1115-21
11. Christie WW. Separation of lipid classes by high-performance liquid chromatography with the "mass detector". J Chromatogr 1986;361:396-9
12. Contreras JA, Castro M, Bocos C, Herrera E, Lasuncion MA. Combination of an enzymatic method and HPLC for the quantitation of cholesterol in cultured cells. J Lipid Res 1992;33:931-6
13. Esterbauer H, Rotheneder M, Striegl G et al. Vitamin E and other antioxidants protect LDL against oxidation. Fat Sci Technol 1989;91:316-24
14. Esterbauer H, Striegl G, Puhl H, Rotheneder M. Continuous monitoring of in vitro oxidation of human low-density lipoprotein. Free Radic Res Commun 1989;6:67-75
15. Greenspan MD, Lee Lo CY, Hanf DP, Yudkovitz JB. Separation and identification of triglycerides, cholesteryl esters, cholesterol, 7-dehydrocholesterol, dolichol, ubiquinone, α-tocopherol, and retinol by high performance liquid chromatography with a diode array detector. J Lipid Res 1988;29:971-6
16. Hallberg C, Haden M, Bergström M et al. Lipoprotein fractionation in deuterium oxide gradients: a procedure for evaluation of antioxidant binding and susceptibility to oxidation. J Lipid Res 1994;35:1-9
17. Hammad S, Siegel HS, Marks HL, Barbato GF. A fast HPLC analysis of cholesterol and cholesteryl esters in avian plasma. J Liquid Chromatogr 1992;15(11):2005-14
18. Hoving EB, Muskiet FAJ. Separation of cholesterol esters by silver ion chromatography using high-performance liquid chromatography or solid-phase extraction columns packed with a bonded sulphonic acid phase. J Chromatogr 1991;565:103-10
19. Kamido H, Kuksis A, Marai L, Myher JJ. Preparation, chromatography and mass spectrometry of cholesteryl ester and glycerolipid-bound aldehydes. Lipids 1992;27:645-50
20. Kermasha S, Kubow S, Goetghebeur M. Comparative high-performance liquid chromatographic analyses of cholesterol and its oxidation products using diode-array ultraviolet and laser light-scattering detection. J Chromatogr A 1994;685: 229-35
21. Kritharides L, Jessup W, Gifford J, Dean RT. A method for defining the stages of low-density lipoprotein oxidation by the separation of cholesterol- and cholesteryl ester-oxidation products using HPLC. Anal Biochem 1993;213:79-89
22. Kuksis A, Myher JJ, Geher K. Quantitation of plasma lipids by gas-liquid chromatography on high temperature polarizable capillary columns. J Lipids Res 1993;34:1029-38
23. Kuo JC, Yeung ES. Determination of free and esterified cholesterol in human serum by high-performance liquid chromatography and optical activity detection. J Chromatogr 1982;229:293
24. Lenz ML, Hughes H, Mitchell JR et al. Lipid hydroperoxy and hydroxy derivatives in copper-catalyzed oxidation of low density lipoprotein. J Lipid Res 1990;31:1043-50
25. Lesieur M, Caignard DH, Lesieur I, Devissaguet M, Guardiola B. New chalcones, their preparation procedure and their pharmaceutical composition that they contain. European Patent Application no478446, 1991
26. Lohninger A, Preis P, Linhart L, Sommogy SV, Landau M, Kaiser E. Determination of plasma free fatty acids, free cholesterol, cholesteryl esters, and triacylglycerols directly from total lipid extract by capillary gas chromatography. Anal Biochem 1990;186:243-50
27. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ. Protein measurement with Folin phenol reagent. J Biol Chem 1951; 193:265-75
28. Lutzke BS, Braughler JM. An improved method for the identification and quantitation of biological lipids by HPLC using laser light-scattering detection. J Lipids Res 1990;31: 2127-30
29. Noble RP. Electrophoretic separation of plasma lipoproteins in agarose gel. J Lipid Res 1968;9:693-700
30. Parthasarathy S, Prinz DJ, Boyd D, Joy L, Steinberg D. Macrophage oxidation of LDL generates a modified form recognized by the scavenger receptor. Arteriosclerosis 1986;6:505-10
31. Sasahara M, Raines EW, Chait A et al. Inhibition of hypercholesterolemia-induced atherosclerosis in the nonhuman primate by probucol. I. Is the extent of Atherosclerosis related to resistance of LDL to oxidation? J Clin Invest 1994;94:155-64
32. Skipski VP. Blood Lipids and Lipoproteins: Quantitative Composition and Metabolism. New York: Wiley Interscience, 1972;471-584
33. Steinberg D, Parthasarathy S, Carew TE, Khoo JC, Witztum JL. Modifications of low-density lipoprotein that increase its atherogenicity. N Eng J Med 1989;320:915-24
34. Steinbrecher UP, Parthasarathy S, DS L, Witztum JL, Steinberg D. Modification of low density lipoprotein by endothelial cells involves lipid peroxidation and degradation of low density lipoprotein phospholipids. Proc Natl Acad Sci USA 1984;81:3383-7
35. Suzuki KS, Sakata N, Kitani A et al. Characterization of human monocytic cell line, U937, in taking up acetylated low-density lipoprotein and cholesteryl ester accumulation. A flow cytometric and HPLC study. Biochim Biophys Acta 1990; 1042:210-6
36. Vanderyse L, Devreese AM, Baert J et al. Structural and functional properties of apolipoprotein B in chemically modified low density lipoproteins. Atherosclerosis 1992;97:187-99
37. Vedie B, Myara I, Pech MA et al. Fractionation of charge-modified low density lipoproteins by fast protein liquid chromatography. J Lipid Res 1991;32:1359-69
38. Vercaemst R, Union A, Rosseneu M. Separation and quantitation of free cholesterol and cholesteryl esters in a macrophage cell line by high-performance liquid chromatography. J Chromatogr 1989;494:43-52
39. Vercaemst R, Union A, Rosseneu M, De Craene I, De Backer G, Komitzer M. Quantitation of plasma free cholesterol and cholesteryl esters by high performance liquid chromatography. Study of a normal population. Atherosclerosis 1989;78:245-50
40. Wang T, Yu WG, Powell WS. Formation of monohydroxy derivatives of arachidonic acid, linoleic acid, and oleic acid during oxidation of low density lipoprotein by copper ions and endothelial cells. J Lipid Res 1992;33:525-3