Interaction of two phenothiazine derivatives with phospholipid monolayers

Biophysical Chemistry

Volumn 109, Issue 1, 2004, Pages 85-104

  Hidalgo, A A ^a   Caetano, W ^a   Tabak, M ^a   Oliveira Jr , O N ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Anionic phospholipid monolayers; Brewster angle microscopy (BAM); Chlorpromazine (CPZ); Dipalmitoyl phosphatidyl choline (DPPC); Dipalmitoyl phosphatidyl glycerol (DPPG); Phenothiazines; Surface potential; Trifluoperazine (TFP); Zwitterionic

Indexed keywords

AMPHOLYTE; CHLORPROMAZINE; DIPALMITOYLPHOSPHATIDYLCHOLINE; DIPALMITOYLPHOSPHATIDYLGLYCEROL; PHENOTHIAZINE DERIVATIVE; PHOSPHOLIPID; TRIFLUOPERAZINE;

ARTICLE; BREWSTER ANGLE MICROSCOPY; CONCENTRATION RESPONSE; DIPOLE; HYDRATION; ISOTHERM; MODEL; MORPHOLOGY; PHASE TRANSITION; PHOSPHOLIPID MEMBRANE; PRESSURE; PRIORITY JOURNAL; PROTON TRANSPORT; SURFACE PROPERTY; TEMPERATURE;

1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE; CHLORPROMAZINE; MEMBRANE POTENTIALS; MEMBRANES, ARTIFICIAL; MICROSCOPY, CONFOCAL; MOLECULAR STRUCTURE; PHOSPHATIDYLGLYCEROLS; PHOSPHOLIPIDS; TEMPERATURE; TRIFLUOPERAZINE;

EID: 1642603429     PISSN: 03014622     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bpc.2003.10.020     Document Type: Article

References (24)

1. Lasic D.D. Structure and dynamics of membranes. Hoff A.J. Applications of Liposomes. 1995;491 Elsevier. chap. 10.
2. Vandonselaar M., Hickie R.A., Quail J.W., Delbaere L.T. Trifluoperazine-induced conformational change in Ca(2+)-calmodulin. Nat. Struct. Biol. 1:1994;795-801. http://www.rcsb.org/pdb/, The Protein data Bank, code 1A29.
3. Lieber M.R., Lange Y., Weinstein R.S., Steck T.L. Interaction of chlorpromazine with human erytrocyte membrane. J. Biol. Chem. 259:1984;9225-9234.
4. Attwood D., Mosquera V., Garcia M., Suarez M.J., Sarmiento F. Comparison of the micellar properties of structurally related antidepressant drugs. J. Colloids Interface Sci. 175:1995;201-206.
5. Molnár J., Hevér A., Fakla I., Fischer J., Ocsovski I., Aszalós A. Inhibition of the transport function of membrane proteins by some substituted phenothiazines in Escherichia coli and multidrug resistance tumor cells. Anticancer Res. 17:1997;481-486.
6. Frenzel J., Arnold K., Nuhn P. Calorimetric, C-13 NMR, and P-31 NMR-studies on the interaction of some phenothiazine derivatives with dipalmitoyl phosphatidylcholine model membranes. B. B. A. 507:1978;185-197.
7. Hendrich A.B., Wesoowska O., Michalak K. Trifluoperazine induces domain formation in zwitterionic phosphatidylcholine but not in charged phosphatidylglycerol bilayers. B. B. A. 1510:2001;414-425.
8. Caetano W., Ferreira M., Tabak M., Mosquera Sanchez M.I., Oliveira O.N. Jr, Krüger P., Schalke M., Lösche M. Cooperativity of phospholipid reorganization upon interaction of dipyridamole with surface monolayers on water. Biophys. Chem. 91:2001;21-35.
9. Jutila A., Söderlund T., Pakkanen A.L., Huttunen M., Kinnunen P.K.J. Comparison of the effects of clozapine, chlorpromazine and haloperidol on membrane lateral heterogeneity. Chem. Phys. Lipids. 112:2001;151-163.
10. Agasøsler A.V., Tungodden L.M., Èejka D., Bakstand E., Sydnes L.K., Holmsen H. Chlorpromazine-induced increase in dipalmitoylphosphatidylserine surface area in monolayers at room temperature. Biochem. Pharmacol. 61:2001;817-825.
11. Agasøsler A.V., Holmsen H. Chlorpromazine associates with phosphatidylserines to cause an increase in the lipid's own interfacial molecular area - role of the fatty acyl composition. Biophys. Chem. 91:2001;37.
12. W. Caetano, Ph.D. Thesis, Instituto de Química de São Carlos-Universidade de São Paulo (2001) Estudos físico- químicos da interação de compostos heterocíclicos nitrogenados com sistemas miméticos de membrana biológicas.
13. Hasegawa T., Ushiroda Y., Kawaguchi M., Kitazawa Y., Nishiyama M., Hiraoka A., et al. UV absorption spectroscopic analysis of the molecular orientation of a drug penetrated into a DPPC membrane. Langmuir. 12:1996;1566-1571.
14. Vollhardt D., Fainerman V.B., Siegel S. Thermodynamic and textural characterization of DPPG phospholipid monolayers. J. Phys. Chem. B. 104:2000;4115-4121.
15. Brockman H. Lipid monolayers: why use half of a membrane to characterize protein-membrane interactions. Curr. Opin. Struct. Biol. 9:1999;425.
16. Beurer G., Galla H.J. Anaesthethic-phospholipid interaction, the effect of chlorpromazine on phospholipid monolayers. Eur. Biophys. J. 14:1987;403.
17. 13C-NMR and differential scanning calorimetry. B. B. A. 1464:2000;165-175.
18. Ruthven N.A.H., MacElhaney L., MacElhaney R. The structure of biological membranes. Yeagle P. The Mesomorphic Phase Behaviour of Lipid Bilayers. 1992;73 CRC Press.
19. Oliveira O.N. Jr, Taylor D.M., Morgan H. Modeling the surface potential area dependence of a stearic acid monolayer. Thin Solid Films. 210:1992;76-78.
20. Caetano W., Tabak M. Interaction of chlorpromazine and trifluoperazine with ionic micelles: electronic absorption spectroscopy studies. Spectrochimica Acta Part A. 55:1999;2513-2528.
21. Stryer L. Biochemistry. 3rd ed:1988;W.H. Freeman and Company, New York.
22. Steinberg D. Antioxidants in the prevention of human atherosclerosis. Circulation. 85:1992;2338-2343.
23. Dahl S.G. Neuroleptic antidepressants research. Usdin E., Dahl S.G., Gram L.F. Clinical Pharmacology Psychiatry. 1981;125 Macmillan, London.
24. Dalla Libera A., Scutari G., Boscolo R., Rigobello M.P., Bindoli A. Antioxidant properties of clozapine and related neuroleptics. Free Radical Res. 29:1998;151-157.