Interaction of clonixin with EPC liposomes used as membrane models

Journal of Pharmaceutical Sciences

Volumn 94, Issue 6, 2005, Pages 1277-1287

  Ferreira, Helena ^a   Lúcio, Marlene ^a   Lima, José L F C ^a   Matos, Carla ^b   Reis, Salette ^a  

^a UNIVERSITY OF PORTO   (Portugal)

^b UNIVERSIDADE FERNANDO PESSOA   (Portugal)

Author keywords

Clonixin; Drug interaction; Drug location; Fluorescence spectroscopy; Light scattering; Liposomes; Membrane fluidity; Partition coefficient; UV Vis spectroscopy

Indexed keywords

12 (9 ANTHROYLOXY)FATTY ACID; 2 (9 ANTHROYLOXY)FATTY ACID; 6 (9 ANTHROYLOXY)FATTY ACID; 9 (9 ANTHROYLOXY)FATTY ACID; CLONIXIN; EGG YOLK PHOSPHATIDYLCHOLINE; FATTY ACID DERIVATIVE; LIPOSOME; PHOSPHATIDYLCHOLINE; UNCLASSIFIED DRUG; WATER;

ACIDITY; ANISOTROPY; ARTICLE; BILAYER MEMBRANE; CONCENTRATION RESPONSE; DRUG DISTRIBUTION; DRUG STRUCTURE; FLUORESCENCE ANALYSIS; MEMBRANE FLUIDITY; MEMBRANE MODEL; MEMBRANE STRUCTURE; PARTITION COEFFICIENT; PHOTOCHEMICAL QUENCHING; PROTON TRANSPORT; SPECTROPHOTOMETRY; STEADY STATE; ZETA POTENTIAL;

EID: 21344456131     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1002/jps.20351     Document Type: Article

References (41)

1. Klein T, Ullrich V, Pfeilschifter J, Nüsing R. 1998. On the induction of Cyclooxygenase-2, inducible nitric oxid synthase and soluble phospholipase A2 in rat mesangial cells by a nonsteroidal anti-inflammatory drug: The role of cyclic AMP. Mol Pharmacol 53:385-391.
2. Knazek RA, Liu SC, Dave JR, Keller RJ. 1981. Indomethacin causes a simultaneous decrease of both prolactin binding and fluidity of mouse liver membranes. Prostag Med 6:403-411.
3. Beccerica E, Piergiacomi G, Cutarola G, Ferretti G. 1989. Effect of antirheumatic drugs on lymphocyte membrane fluidity in rheumatoid arthritis: A fluorescence polarization study. Pharmacology 38:16-22.
4. Beccerica E, Ferretti G, Cutarola G, Cervini C. 1990. Diacethylrhein and rhein: In vivo and in vitro effect on lymphocyte membrane fluidity. Pharmacol Res 22:277-285.
5. Simonetti O, Ferretti G, Offidani AM, Gervasi P, Curantola G, Bossi G. 1996. Plasma membrane fluidity of keratinocytes of normal and psoriatic skin: A study using fluorescence anisotropy of trimethylammonium diphenylhexatriene (TMA-DPH). Arch Dermatol Res 288:51-54.
6. Lasic DD. 1993. Liposomes-From Physics to applications. New York: Elsevier.
7. Mason RP, Rhodes DG, Herbette LG. 1991. Reevaluating equilibrium and kinetic binding parameters for lipophilic drugs based on a structural model for drug interaction with biological membrane. J Med Chem 34:869-877.
8. Betageri GV, Rogers JA. 1988. The liposome as a distribution model in QSAR studies. Int J of Pharm 46:95-102.
9. Welti R, Mullikin LJ, Yoshimura T, Helmkamp GM. 1984. Partition of amphiphilic molecules into phospholipid vesicles and human erythrocyte ghosts: Measurements by ultraviolet difference spectroscopy. J Biochem 23:6086-6091.
10. Kitamura K, Imayoshi N. 1992. Second-derivative spectrophotometric determination of the binding constant between chlorpromazine and cyclodextrin in aqueous solutions. Ana Sci 8:497-501.
11. Kitamura K, Imayoshi N, Goto T, Shiro H, Mano T, Nakai Y. 1995. Second derivative spectrophotometric determination of partition coefficients of chlorpromazine and promazine between lecithin bilayer vesicles and water. Anal Chim Acta 304:101-106.
12. Gürsoy A, Senyücel B. 1997. Characterization of ciprofloxacin liposomes: Derivative ultraviolet spectrophotometric determinations. J Microencapsul 14:769-776.
13. McLaughlin S. 1989. The electrostatic properties of membranes. Annu Rev Biophys Biophys Chem 18:113-136.
14. Cevc G. 1990. Membrane electrostatics. Biochim Biophys Acta 1131:311-382.
15. Russel AJ, Fersht AR. 1987. Rational modifications of enzyme catalysis by engineering surface charge. Nature 328:496-500.
16. Volwerk JJ, Jost PC, Haas GHDe, Griffith OH. 1986. Activation of porcine pancreatic phospholipase A2 by the presence of negative charges at the lipid-water interface. Biochemistry 25:1726-1733.
17. Blatt E, Sawyer WH. 1985. Depth-dependent fluorescent quenching in micelles and membranes. Biochim Biophys Acta 822:43-62.
18. Thulborn KR, Tilley LM, Sawyer WH, Treolar FE. 1979. The use of n-(9-anthroyloxy) fatty acids to determine fluidity and polarity gradients in phospholipid bilayers. Biochim Biophys Acta 558:166-178.
19. Melo ECCA, Costa SMB. 1987. A critical evaluation of partition constants in nonionic micelles. J Phys Chem 91:5635-5640.
20. Katsikas H, Quinn PJ. 1983. Fluorescence probe studies of the distribution of ubiquinone homologues in bilayers of dipalmitoylglycerophosphocholine. Eur J Biochem 131:607-612.
21. Fato R, Battino M, Esposti MD, Castelli GP, Lenaz G. 1986. Determination of partition and lateral diffusion coefficients of ubiquinones by fluorescence quenching of n-(9-anthroyloxy)stearic acids in phospholipid vesicles and mitochondrial membranes. Biochemistry 25:3378-3390.
22. Stillwell W, Ehringer W, Wassall SR. 1992. Interaction of α-tocopherol with fatty acids in membranes and ethanol. Biochim Biophys Acta 1105:237-244.
23. Dave JR, Witorsch RJ. 1983. Indomethacin decreases both luteinizing hormone binding and fluidity of testicular microsomal membranes in rat. Prostag Leukotr Med 12:371-380.
24. Ferreira H, Lucio M, de Castro B, Gameiro P, Lima JL, Reis S. 2003. Partition and location of nimesulide in EPC liposomes: A spectrophotometric and fluorescence study. Anal Bioanal Chem 377:293-298.
25. Coutinho A, Prieto M. 1993. Ribonuclease T1 and alcohol dehydrogenase fluorescence quenching by acrylamide: A laboratory experiment for undergraduate students. J Chem Educ 70:425-428.
26. Gran G. 1952. Determination of the equivalence point in potentiometric titrations. Part II. Analyst 77:661-671.
27. Gans P, Sabatini A, Vacca A. 1999. Determination of equilibrium constants from spectrophotometric data obtained from solutions of known pH: The program pHab. Ann Chim 89:45-49.
28. McClare CWF. 1971. An accurate and convenient organic phosphorus assay. Anal Biochem 39:527-530.
29. New RRC. 1990. Liposomes-A practical approach. New York: Oxford University Press.
30. Matos C, Castro B, Gameiro P, Lima JLFC, Reis S. 2004. Zeta-potential measurements as a tool to quantify the effect of charged drugs on the surface potential of egg phosphatidylcholine liposomes. Langmuir 20:369-377.
31. Takács-Novák K, Avdeef A, Box KJ, Podányi B, Szász G. 1994. Determination of protonation macro- and microconstants and octanol/water partition coefficient of the anti-inflammatory drug niflumic acid. J Pharm & Biomed Anal 11:1369-1377.
32. White SH, Jacobs RE, King GI. 1987. Partial specific volumes of lipid and water in mixtures of egg lecithin and water. J Biophys 52:663-665.
33. Castro B, Gameiro P, Lima JLFC, Matos C, Reis S. 2001. A fast and reliable spectroscopic method for the determination of membrane-water partition coefficients of organic compounds. Lipids 36:89-96.
34. Castro B, Gameiro P, Lima JL, Matos C, Reis S. 2001. Location and partition coefficients of antiinflammatory drugs in EPC liposomes. A fluorescence quenching study using n-(9-antroyloxy)-stearic probes. Colloid Surface A 190:205-212.
35. McLaughlin S, Harary H. 1976. The hydrophobic adsorption of charged molecules to bilayer membranes: A test of the applicability of the Stern equation. Biochemistry 15:1941-1948.
36. Connors KA. 1987. Binding constants. The measurement of molecular complex stability. New York: John Wiley & Sons, pp. 59-61.
37. Rooney EK, East JM, Jones OT, McWhieter J, Simmonds AC, Lee AG. 1983. Interaction of fatty acids with lipid bllayers. Biochim Biophys Acta 728:159-170.
38. Lacowicz JR. 1999. Principles of fluorescence spectroscopy, 2nd ed. New York: Kluwer Academic/Plenum Press.
39. Thulborn KR, Sawyer WH. 1978. Properties and the locations of a set of fluorescent probes sensitive to the fluidity gradient of the lipid bilayer. Biochim Biophys Acta 511:125-140.
40. Vincent M, de Foresta B, Gallay J, Alfsen A. 1982. Nanosecond fluorescence anisotropy decays of n-(9-anthroyloxy) fatty acids in dipalmitoylphosphatidylcholine vesicles with regard to isotropic solvents. Biochemistry 21:708-716.
41. Lúcio M, Ferreira H, Lima JLFC, Matos C, Castro B, Reis S. 2004. Influence of some anti-inflammatory drugs in membrane fluidity studied by fluorescence anisotropy measurements. Phys Chem Chem Phys 6:1493-1498.