Nowa wersja platformy, zawierająca wyłącznie zasoby pełnotekstowe, jest już dostępna.
Przejdź na https://bibliotekanauki.pl

PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
2004 | 13 | 5 |
Tytuł artykułu

Quercetin reduces prooxidant action of organometallic compounds on lipsome membranes irradiated with UV

Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
We studied the effects of UV radiation on the degree of phosphatidylcholine (PC) liposome membrane oxidation in the presence of such toxic organometallic compounds (TOC) as diphenyltin dichloride (DPhT), triphenyltin chloride (TPhT), dibutyltin dichloride (DBT), tributyltin chloride (TBT), triphenyllead chloride (TPhL) and tributyllead chloride (TBL). PC liposome oxidation was also investigated in the presence of quercetin (Que) and equimolar mixtures of Que and TOC in order to determine the protective properties of this natural antioxidant with respect to liposome membrane oxidation induced by UV light. Concentration of the compounds studied was 10 µM. The degree of liposome oxidation was measured using the TBARS (Thiobarbitutric Reactive Substances) test. The sequence thus obtained of relative induction of PC oxidation due to TOC was as follows: TBT > TPhT = DBT > DPhT = TPhL > TBL. The results of studies with Que indicate its high efficacy in the antioxidative action of equimolar mixtures of Que and TOC. From our study it follows that quercetin forms complexes both with phenyl- and butyl- tin and lead compounds. A high antiradical (towards DPPH radical) activity of the associates with respect to the activity of quercetin alone was also found. This result can partly explain the antioxidative properties of Que in the studied solution, connected with their antiradical action and chelating posibility towards the organometallic compounds studied. A factor that differentiates the antioxidant activity of the complexes Que-TOC is probably their differentiated location in the liposome membrane bilayer. A factor that differentiates the antioxidant activity of the complexes Que-TOC is probably their differ­entiated location in the liposome membrane bilayer.
Wydawca
-
Rocznik
Tom
13
Numer
5
Opis fizyczny
p.509-514,fig.,ref.
Twórcy
autor
  • Agricultural University, Norwida 25, 50-375 Wroclaw, Poland
Bibliografia
  • 1. CRAIG P.J. Environmental aspects of organometallic chem­istry. In: Comprehensive organometallic chemistry. Wilkin­son G., Stone F.G.A., Abel E.W. (eds). Pergamon Press, Oxford pp 979-1019, 1982.
  • 2. BOYER I.T. Toxicity of dibutyltin, tributyltin and other organotin compounds to human and to experimental animals. Toxicology 55, 253, 1989.
  • 3. AMBROSINI A., BERTOLI E., TANFANI F., ZOLESE G. Effect of the fungicydes tributyltin chloride on multilamellar liposomes: fluorescence studies. Chem. Phys. Lipids 59, 189, 1991.
  • 4. LANGNER M., GABRIELSKA J., KLESZCZYŃSKA H., PRUCHNIK H. Effect of phenyltin compounds in lipid bilayer organization. App. Organomet. Chem. 12, 99, 1998.
  • 5. RADECKA H., ZIELIŃSKA D., RADECKI J. Interaction of organic derivatives of tin (IV) and lead (IV) with model lipid membranes. Sci.Total Environ. 234, 147, 1999.
  • 6. CHICANO J.J., ORTIZ A., TERUEL J.A., ARANDA F.J. Organotin compounds promote the formation of non-lamel­lar phases in phosphatidylcholine membranes. Bioch. Bio- phys. Acta 1558, 70, 2002.
  • 7. CHICANO J.J., ORTIZ A., TERUEL J.A., ARANDA F.J. Organotin compounds alter the physical organization of phosphatidylcholine membranes. Bioch. Biophys. Acta 1510, 330, 2001.
  • 8. HLADYSZOWSKI J., GABRIELSKA J., ORDON P., PRZESTALSKI S., LANGNER M. The effect of steric constraints on the adsorption of phenyltin onto the dipal- mitoylphosphatidylcholine bilayer. J. Mol. Biol. 189, 213, 2002.
  • 9. HOWARD J.A., TAIT J.C., TONG S.B. Organometallic peroxy radicals. Part 5. Trialkylsilylperoxy and trialkylstan- nylperoxy radical. Can. J. Chem. 57, 2761, 1979.
  • 10. RAMSTOECK E.R., HOEKSTRA W.G., GANTHER H.E. Trialkyllead metabolism and lipid peroxydation in vivo in vitamin E and selenium-deficent rats, as measured by ethane production. Toxicol. Appl. Pharmacol. 54, 251, 1980.
  • 11. SHIMOI K., MASUDA S., SHEN B., FUROGORI M., KINAE N. Radioprotective effects of antioxidative plant flavonoids in mice. Mutation Res. 350, 153, 1996.
  • 12. RICE-EVANS C.A., MILLER N.J., PAPANGA G. Antioxidant properties of phenolic compounds. Trends Plant Sci. 2, 152, 1997.
  • 13. PAPANGA G., MILLER N.J., RICE-EVANS C.A. The polyphenolic content of fruit and vegetables and their anti- oxidant activites. What does a serving constitute? Free Rad. Res. 30, 153, 1999.
  • 14. WILLIAMSON G. Hydrophobic antioxidants in food and nutrition: mechanism of action of the flavonoid, quercetin. Proceed. Euro Food Chem. X., FECS-Event 234, 1, 1999.
  • 15. AFANAS'EV I.B., DOROZHKO A.I., BRODSKII A.V., KOSTYUK V.A., POTAPOVITCH A.I. Chelating and free radical scavenging mechanism of inhibitiry action of rutin and quercetin in lipid peroxidation. Biochem. Pharmacol. 38, 1763, 1989.
  • 16. BORS W., HELLER W., MICHEL C., SARAN M. Flavonoids as antioxidants, determination of radical-scavenging efficiencies. Methods Enzymol. 186, 343, 1990.
  • 17. BOVERIS A.D., PUNTARULO S. Free-radical scavenging action of natural antioxidants. Nutrition Research 18, 1545, 1998.
  • 18. MOREL I., CILLARD P., CILLARD J. Flavonoid-metal interaction in biological system. In: Rice-Evans C, Packer L, eds. Flavonoids in health and disease. Marcel Dekker INC. New York, Basel, Hong Kong pp163-176, 1998.
  • 19. HÄKKINEN S.H., KÄRENLAMPI S.O., HEINONEN M., MYKKÄNEN H.M., TÖRRÖNEN A.R. Content of the flavonols quercetin, myricetin, and kaempferol in 25 edible berries. J. Agric. Food Chem. 47, 2274, 1999.
  • 20. HERTOG M.G.L., HOLLMAN P.C.H., KATAN M.B. Con­tents of potentially anticarciogenic flavonoids of 28 veg­etables and 9 fruits commonly consumed in the Nederlands. J. Agric. Food Chem. 40, 2379, 1992.
  • 21. CAO G., SOFIC E., PRIOR R.L. Antioxidant and pro- oxidant behaviour of flavonoids, structure-activity relation­ships. Free Radic. Biol. Med. 22, 749, 1997.
  • 22. TERAO J., PISKULA M., YAO Q. Protective effect of epicatechin, epicatechin gallate, and quercetin on lipid peroxidationin phospholipid bilayers. Arch. Biochem. Biophys. 308, 278, 1994.
  • 23. IOKU K., TSUSHIDA T., TAKEI Y., NAKATANI N.,TERAO J. Antioxidative activity of quercetin and quercetin monoglucosides in solution and phospholipid bilayers. Biochim. Biophys. Acta 1234, 99, 1995.
  • 24. GORDON M.H., ROEDIG-PENMAN A. Antioxidant ac­tivity of quercetin and miricetin in liposomes. Chem. Phys. Lipids 97, 79, 1998.
  • 25. OYAMA Y., FUCHS P.A., KATAYAMA N., NODA K. Myrecetin and quercetin, the flavonoid constituents of Gingo Biloba extract, greatly reduce oxidative metabolism in both resting and Ca2+ loaded neurons. Brain Res. 635, 125, 1994.
  • 26. WANG H., JOSEPH J.A. Structure-activity relationships of quercetin in antagonizing hydrogen peroxide-induce cal­cium dysregulation in PC12 cells. Free Radical Biol. Med. 27, 683, 1999.
  • 27. CAI Q., RAHN R.O., ZHANG R. Dietary flavonoids, quercetin, luteolin and genistein, reduce oxidative damage and lipid peroxidation and quench free radicals. Cancer Lett. 119, 99, 1997.
  • 28. LIM B.O., YU B.P., CHO S. H., HER E., PARK D.K. The in­hibition by quercetin and ganhuangenin on oxidatively modi­fied low density lipoprotein. Phytother. Res. 12, 340, 1998.
  • 29. TERAO J. Dietary flavonoids as antioxidants in vivo: Conjugated metabolites of (-) -epikatechin and quercetin partipate in antioxidative defense in blood plasma. J. Med. Invest. 46, 159, 1999.
  • 30. SINGLETON W.S., GRAY M.S., BROWN L.M., WHITE J.L. Chromatographically homogenous lecithin from egg phospholipid. J. Am. Oil Chem. Soc. 42, 53, 1965.
  • 31. GABRIELSKA J., OSZMIAŃSKI J., ŻYŁKA R., KO­MOROWSKA M. Antioxidant activity of flavones from Scutellaria baicalensis in lecithin liposomes. Z. Naturforch. 52c,_307, 1997.
  • 32. BUEGE J.A., AUST S.D. Microsomal lipid peroxidation. Methods Enzymol. 52c, 302, 1978.
  • 33. BRAND-WILLIAMS W., CUVELIER M.E., BERSET C. Use of free radical method to evaluete antioxidant activity. Lebens.-Wiss. u.-Technol. 28, 25, 1995.
  • 34. CONNORS K. Binding constant. John Wiley & Sons, Inc 1987.
  • 35. CORNARD J.P., MERLIN J.C. Structural and spectroscopic investigation of 5-hydroksyflavone and its complex with aluminium. J. Mol. Struc. 569, 129 2001.
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.agro-article-5fe557a1-73e0-4a6b-9210-e4472ef260aa
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.