Interaction of selected anthocyanins with erythrocytes and liposome membranes

Cellular and Molecular Biology Letters

Volumn 17, Issue 2, 2012, Pages 289-308

  Bonarska Kujawa, Dorota ^a   Pruchnik, Hanna ^a   Kleszczyńska, Halina ^a  

^a WROC AW UNIVERSITY OF ENVIRONMENTAL AND LIFE SCIENCES   (Poland)

Author keywords

Anisotropy; Anthocyanins; DSC; Echinocytes; Erythrocyte membrane; Fluorescent probes; Generalized polarization; Liposomes; Phase transition

Indexed keywords

1,2 DIPALMITOYL SN GLYCERO 3 PHOSPHATIDYLCHOLINE; ANTHOCYANOSIDE DERIVATIVE; CALLISTEPHIN CHLORIDE; CHOLESTEROL; IDEAIN CHLORIDE; LIPOSOME; PHOSPHATIDYLCHOLINE; TROLOX C; UNCLASSIFIED DRUG; ANTHOCYANIN; ANTIOXIDANT; CYANIDIN 3 O GLUCOSIDE; CYANIDIN 3-O-GLUCOSIDE; DIPALMITOYLPHOSPHATIDYLCHOLINE; FLUORESCENT DYE; GLUCOSIDE; PELARGONIDIN 3 GLUCOSIDE; PELARGONIDIN-3-GLUCOSIDE;

ANIMAL CELL; ANTIOXIDANT ACTIVITY; ARTICLE; CELL MEMBRANE FLUIDITY; CELL POPULATION; CELL PROTECTION; CELLULAR PARAMETERS; CONTROLLED STUDY; DRUG BINDING; DRUG EFFECT; DRUG STRUCTURE; ECHINOCYTE; ERYTHROCYTE; ERYTHROCYTE GHOST; ERYTHROCYTE SHAPE; ERYTHROCYTE STRUCTURE; FLUOROMETRY; HYDROPHILICITY; HYDROPHOBICITY; IC 50; LIPID MEMBRANE; LIPID OXIDATION; LIPID PACKING ORDER; MEMBRANE BINDING; NONHUMAN; PHASE TRANSITION; SWINE; TEMPERATURE SENSITIVITY; TRANSITION TEMPERATURE; CELL SHAPE; CHEMICAL PHENOMENA; CHEMISTRY; CYTOLOGY; ERYTHROCYTE MEMBRANE; HUMAN; LIPID BILAYER; MEMBRANE FLUIDITY; METABOLISM;

1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE; ANTHOCYANINS; ANTIOXIDANTS; CELL SHAPE; CHOLESTEROL; ERYTHROCYTE MEMBRANE; ERYTHROCYTES; FLUORESCENT DYES; FLUOROMETRY; GLUCOSIDES; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; LECITHINS; LIPID BILAYERS; MEMBRANE FLUIDITY; PHASE TRANSITION; TRANSITION TEMPERATURE;

EID: 84864600301     PISSN: 14258153     EISSN: 16891392     Source Type: Journal    
DOI: 10.2478/s11658-012-0010-y     Document Type: Article

References (37)

1. Santos-Buelga, C., Escribano-Bailon, M. T. and Lattanzio, V. Recent advances in polyphenol research, Volume 2, Wiley-Blackwell, 2010, Oxford, UK.
2. Bridle, P. and Timberlake, C. F. Anthocyanins as natural food colours - selected aspects. Food Chem. 58 (1997) 101-109.
3. Chen, P. N., Chu, S. C., Chiou, H. L., Kuo, W. H., Chiang, C. L. and Hsieh, Y. S. Mulberry anthocyanins, cyaniding 3-rutinoside and cyaniding 3-glucoside, exhibited an inhibitory effect on the migration and invasion on human lung cancer cell line. Cancer Lett. 235 (2006) 248-259.
4. Feng, R., Ni, N. M., Wang, S. Y., Tourkova, I. L., Shurin, M. R., Harada, H. and Yin, X. M. Cyanidin 3-rutinoside, a natural polyphenol antioxidant, selectively kills leukemic cells by induction of oxidative stress. J. Biol. Chem. 282 (2007) 13468-13476.
5. Kong, J-M., Chia, L-S., Goh, N-K., Chia, T-F. and Brouillard, R. Analysis and biological activities of anthocyanins. Phytochemistry64 (2003) 923-933.
6. Galvano, F., La Fauci, L., Lazzarino, G., Fogliano, V., Ritieni, A., Ciappellano, S., Battistini, N. C., Tavazzi, B. and Galvano, G. Cyanidins: metabolism and biological properties. J. Nutr. Biochem. 15 (2004) 2-11.
7. Wesołowska, O., Kużdżał, M., Štrancar, J. and Michalak, K. Interaction of chemopreventive agent resveratrol and its metabolite piceatannol with model membranes. Biochim. Biophys. Acta1788 (2009) 1851-1860.
8. Ga{ogonek}siorowski, K., Szyba, K., Brokos, B., Kołaczyńska, B., Jankowiak-Włodarczyk, M. and Oszmiański, J. Antimutagenic activity of anthocyanins isolated from Aronia melanocarpa fruits. Cancer Lett. 119 (1997) 37-46.
9. Mudnic, I., Modun, D., Brizic, I., Vukovic, J., Generalic, I., Katalinic, V., Bilusic, T., Ljubenkov, I. and Boban, M. Cardiovascular effect in vitro of aqueous extract of wild strawberry (Fragaria vesca. L.) leaves. Phytomedicine16 (2009) 462-469.
10. Zduńczyk, Z., Frejnagel, S., Wróblewska, M., Juśkiewicz, J., Oszmiański, J. and Estrella, I. Biological activity of polyphenol extracts from different plant sources. Food Res. Int. 35 (2002) 183-186.
11. Stintzing, F. C. and Carle, R. Functional properties of anthocyanins and betalains in plants, food and in human nutrition. Trends Food Sci. Technol. 15 (2004) 19-38.
12. Kondo, S., Yoshikawa, H. and Miwa, N. Cytoprotective effect of fruit extracts associated with antioxidant activity against ultraviolet rays. Food Chem. 104 (2007) 1272-1276.
13. Gabrielska, J., Oszmiański, J., Komorowska, M. and Langner, M., Anthocyanin extracts with antioxidant and radical scavenging effect. Z. Naturforsch. C54 (1999) 319-324.
14. Bukowska, B., Michałowicz, J., Krokosz, A. and Sicińska, P. Comparison of the effect of phenol and its derivatives on protein and free radical formation in human erythrocytes (in vitro). Blood Cells Mol. Dis. 39 (2007) 238-244.
15. Chaudhuri, S., Banerjee, A., Basu, K., Sengupta, B. and Sengupta, P. K. Interaction of flavonoids with red blood cell membrane lipids and proteins: Antioxidant and antihemolytic effects. Int. J. Biol. Macromol. 41 (2007) 42-48.
16. Pawlikowska-Pawle{ogonek}ga, B., Gruszecki, W. I., Misiak, L. E. and Gawron, A. The study of the quercetin action on human erythrocyte membranes. Biochem. Pharmacol. 66 (2003) 605-612.
17. Suwalsky, M., Orellana, P., Avello, M. and Villena, F. Protective effect of Ugni molinae Turcz against oxidative damage of human erythrocytes. Food Chem. Toxicol. 45 (2007) 130-135.
18. Suwalsky, M., Vargas, P., Avello, M., Villena, F. and Sotomayor, C. P. Human erythrocytes are affected in vitro by flavonoids of Aristotelia chilensis (Maqui) leaves. Int. J. Pharm. 363 (2008) 85-90.
19. Arora, A., Byren, T. M., Nair, M. G. and Strasburg, G. M. Modulation of liposomal membrane fluidity by flavonoids and isoflavonoids. Arch. Biochem. Biophys. 373 (2000) 102-109.
20. Chaudhuri, S., Biswapathik, P. and Sengupta, P. K. Ground and excited state proton transfer and antioxidant activity of 7-hydroxyflavone in model membranes: Absorption and fluorescence spectroscopic studies. Biophys. Chem. 139 (2009) 29-36.
21. Perez-Fons, L., Garzon, M. T. and Micol, V. Relationship between the antioxidant capacity and effect of rosemary (Rosmarinus officinalis L.) polyphenols on membrane phospholipid order. J. Agric. Food. Chem. 58 (2010) 161-171.
22. Bonarska-Kujawa, D., Pruchnik, H., Oszmiański, J., Sarapuk, J. and Kleszczyńska, H. Changes caused by fruit extracts in the lipid phase of biological and model membranes. Food Biophys. 6 (2011) 58-67.
23. Maddy, A. H., Dunn, M. J. and Kelly, P. G. The characterisation of membrane proteins by centrifugation and gel electrophoresis. A comparison of proteins prepared by different methods. Biochim. Biophys. Acta288 (1972) 263-278.
24. Dodge, J. T., Mitchell, C. and Hanahan, D. J. The preparation and chemical characteristics of hemoglobin-free ghosts of erythrocytes. Arch. Biochem. 100 (1963) 119-130.
25. Bradford, M. M. Rapid and sensitive method for the quantization of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72 (1976) 248-254.
26. Deuticke, B. Membrane lipids and proteins as a basis of red cell shape and its alternations. In: Red Cell Membrane Transport in Health and Disease. (Bernhardt, I. and Ellory, J. C. Eds.). Springer 2003, 27-60.
27. Lakowicz, J. R. Fluorescence polarization. In: Principles of Fluorescence Spectroscopy. Plenum Press. New York. London. 2006, 353-382.
28. Bagatolli, L. A., Maggio, B., Aguilar, F., Sotomayor, C. P. and Fidelio, G. D. Laurdan properties in glycosphingolipid-phospholipid mixtures: a comparative fluorescence and calorimetric study. Biochim. Biophys. Acta1325 (1997) 80-90.
29. Parasassi, T., Krasnowska, E. K., Bagatolli, L. and Gratton, E. Laurdan and Prodan as polarity-sensitive fluorescent membrane probes. J. Fluoresc. 8 (1998) 365-373.
30. Iglic, A., Kralj-Iglic, V. and Hagerstand, V. H. Amphiphile induced echinocyte-spheroechinocyte transformation of red blood cell shape. Eur. Biophys. J. 27 (1998) 335-339.
31. Isomaa, B., Hagerstrand, H. and Paatero, G. Shape transformations induced by amphiphiles in erythrocytes. Biochim. Biophys. Acta899 (1987) 93-103.
32. Sheetz, M. P. and Singer, S. J. Biological membranes as bilayer couples. A molecular mechanism of drug-erythrocyte interactions. Proc. Nat. Acad. Sci. USA71 (1974) 4457-4461.
33. Harris, F. M., Best, K. B. and Bell, J. D. Use of Laurdan fluorescence intensity and polarization to distinguish between changes in membrane fluidity and phospholipid order. Biochim. Biophys. Acta1565 (2002) 123-128.
34. Dumas, D., Muller, S., Gouin, F., Baros, F., Viriot, M-L. and Stoltz, J. F. Membrane fluidity and oxygen diffusion in cholesterol-enriched erythrocyte membrane. Arch. Biochem. Biophys. 341 (1997) 34-39.
35. Tiera, V. A. O., Winnik, F. M. and Tiera, M. J. Interaction of amphiphilic derivatives of chitosan with DPPC (1, 2-dipalmitoyl-sn-glycero-3- phosphocholine). J. Therm. Anal. Calorim. 100 (2010) 309-313.
36. Arora, A. and Strasburg, G. M. Development and validation of fluorescence spectroscopic assays to calculate antioxidant efficacy. J. Am. Oil Chem. Soc. 74 (1997) 1031-1040.
37. Massey, J. B. Interaction of ceramides with phosphatidylcholine, sphingomyelin and sphingomyelin/cholesterol bilayers. Biochim. Biophys. Acta1510 (2001) 167-184.