Partition coefficients of polyphenols for phosphatidylcholine investigated by HPLC with an immobilized artificial membrane column

Bioscience, Biotechnology and Biochemistry

Volumn 72, Issue 12, 2008, Pages 3289-3292

  Uekusa, Yoshinori ^a   Takeshita, Yuko ^a   Ishii, Takeshi ^a   Nakayama, Tsutomu ^a  

^a UNIVERSITY OF SHIZUOKA   (Japan)

Author keywords

HPLC; IAM partition coefficient (KIAM); Immobilized artificial membrane (IAM); Lipid membranes; Polyphenol

Indexed keywords

BIOLOGICAL MEMBRANES; CYTOLOGY; LIPIDS; LIPOSOMES; MEMBRANES; PHENOLS; PHOSPHOLIPIDS;

HPLC; IAM PARTITION COEFFICIENT (KIAM); IMMOBILIZED ARTIFICIAL MEMBRANE (IAM); LIPID MEMBRANES; POLYPHENOL;

CELL MEMBRANES;

ANTHOCYANIN; FLAVONOID; PHENOL DERIVATIVE; PHOSPHATIDYLCHOLINE; POLYPHENOLS;

ARTICLE; ARTIFICIAL MEMBRANE; CELL MEMBRANE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INSTRUMENTATION; METABOLISM;

ANTHOCYANINS; CELL MEMBRANE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLAVONOIDS; MEMBRANES, ARTIFICIAL; PHENOLS; PHOSPHATIDYLCHOLINES;

EID: 58149094691     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.80435     Document Type: Article

References (23)

1. Heim, K. E., Tagliaferro, A. R., and Bobilya, D. J., Flavonoid antioxidants: chemistry, metabolism and structure-activity relationships. J. Nutr. Biochem., 13, 572-584 (2002).
2. Lotito, S. B., and Frei, B., Relevance of apple polyphenols as antioxidants in human plasma: contrasting in vitro and in vivo effects. Free Radic. Biol. Med., 36, 201-211 (2004).
3. Sakthivelu, G., Akitha Devi, M. K., Giridhar, P., Rajasekaran, T., Ravishankar, G. A., Nikolova, M. T., Angelov, G. B., Todorova, R. M., and Kosturkova, G. P., Isoflavone composition, polyphenol content, and antioxidant activity of soybean seeds from India and Bulgaria. J. Agric. Food Chem., 56, 2090-2095 (2008).
4. Mazza, G. J., Anthocyanins and heart health. Ann. Ist. Super. Sanita, 43, 369-374 (2007).
5. Yang, C. S., Landau, J. M., Huang, M. T., and Newmark, H. L., Inhibition of carcinogenesis by dietary polyphenolic compounds. Annu. Rev. Nutr., 21, 381-406 (2001).
6. Song, J. M., Lee, K. H., and Seong, B. L., Antiviral effect of catechins in green tea on influenza virus. Antiviral Res., 68, 66-74 (2005).
7. Ikeda, I., Imasato, Y., Sasaki, E., Nakayama, M., Nagao, H., Takeo, T., Yayabe, F., and Sugano, M., Tea catechins decrease micellar solubility and intestinal absorption of cholesterol in rats. Biochim. Biophys. Acta, 1127, 141-146 (1992).
8. Kajiya, K., Kumazawa, S., and Nakayama, T., Steric effects on interaction of tea catechins with lipid bilayers. Biosci. Biotechnol. Biochem., 65, 2638-2643 (2001).
9. Kajiya, K., Ichiba, M., Kuwabara, M., Kumazawa, S., and Nakayama, T., Role of lipophilicity and hydrogen peroxide formation in the cytotoxity of flavonols. Biosci. Biotechnol. Biochem., 65, 1227-1229 (2001).
10. Kajiya, K., Kumazawa, S., and Nakayama, T., Effects of external factors on the interaction of tea catechins with lipid bilayers. Biosci. Biotechnol. Biochem., 66, 2330-2335 (2002).
11. Kato, R., Kajiya, K., Tokumoto, H., Kumazawa, S., and Nakayama, T., Affinity of isoflavonoids for lipid bilayers evaluated with liposomal systems. Biofactors, 19, 179-187 (2003).
12. Ong, S., Liu, H., Qiu, X., Bhat, G., and Pidgeon, C., Membrane partition coefficients chromatographically measured using immobilized artificial membrane surfaces. Anal. Chem., 67, 755-762 (1995).
13. Liu, H., Cohen, D. E., and Pidgeon, C., Single step purification of rat liver aldolase using immobilized artificial membrane chromatography. J. Chromatogr. B Biomed. Sci. Appl., 703, 53-62 (1997).
14. Chan, E. C. Y., Tan, W. L., Ho, P. C., and Fang, L. J., Modeling Caco-2 permeability of drugs using immobilized artificial membrane chromatography and physicochemical descriptors. J. Chromatogr. A, 1072, 159-168 (2005).
15. Kotecha, J., Shah, S., Rathod, I., and Subbaiah, G., Relationship between immobilized artificial membrane chromatographic retention and human oral absorption of structurally diverse drugs. Int. J. Pharm., 333, 127-135 (2007).
16. Ducarme, A., Neuwels, M., Goldstein, S., and Massingham, R., IAM retention and blood brain barrier penetration. Eur. J. Med. Chem., 33, 215-223 (1998).
17. Taillardat-Bertschinger, A., Martinet, C. A., Carrupt, P. A., Reist, M., Caron, G., Fruttero, R., and Testa, B., Molecular factors influencing retention on immobilized artifical membranes (IAM) compared to partitioning in liposomes and n-octanol. Pharm. Res., 19, 729-737 (2002).
18. Uekusa, Y., Kamihira, M., and Nakayama, T., Dynamic behavior of tea catechins interacting with lipid membranes as determined by NMR spectroscopy. J. Agric. Food Chem., 55, 9986-9992 (2007).
19. Kumazawa, S., Kajiya, K., Naito, A., Saitô, H., Tuzi, S., Tanio, M., Suzuki, M., Nanjo, F., Suzuki, E., and Nakayama, T., Direct evidence of interaction of a green tea polyphenol, epigallocatechin gallate, with lipid bilayers by solid-state nuclear magnetic resonance. Biosci. Biotechnol. Biochem., 68, 1743-1747 (2004).
20. Kajiya, K., Kumazawa, S., Naito, A., and Nakayama, T., Solid-state NMR analysis of the orientation and dynamics of epigallocatechin gallate, a green tea polyphenol, incorporated into lipid bilayers. Magn. Reson. Chem., 46, 174-177 (2008).
21. Kamihira, M., Nakazawa, H., Kira, A., Mizutani, Y., Nakamura, M., and Nakayama, T., Interaction of tea catechins with lipid bilayers investigated by a quartz-crystal microbalance analysis. Biosci. Biotechnol. Biochem., 72, 1372-1375 (2008).
22. Scheidt, H. A., Pampel, A., Nissler, L., Gebhardt, R., and Huster, D., Investigation of the membrane localization and distribution of flavonoids by high-resolution magic angle spinning NMR spectroscopy. Biochim. Biophys. Acta, 1663, 97-107 (2004).
23. Ollila, F., Halling, K., Vuorela, P., Vuorela, H., and Slotte, J. P., Characterization of flavonoid-biomembrane interactions. Arch. Biochem. Biophys., 399, 103-108 (2002).