Summary
The interaction of furosemide with different phospholipids was investigated. Its influence on the lipid structure was inferred from its effect on the phase transition properties of lipids and on the conductance of planar bilayer membranes. The thermotropic properties of dipalmitoyl phosphatidylcholine, phosphatidylethanolamine (natural), dipalmitoyl phosphatidylethanolamine, brain sphingomyelin, brain cerebrosides and phosphatidylserine in the presence and absence of furosemide were investigated by differential scanning calorimetry,. The modifying effect of furosemide seems to be strongest on phosphatidylethanolamine (natural) and sphingomyelin bilayers. The propensity of furosemide to decrease the electrical resistance of planar lipid membranes was also studied and it is shown that the drug facilitates the transport of ions. Partition coefficients of furosemide between lipid bilayers and water were measured.
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Abbreviations
- DSC:
-
differential scanning calorimetry
- PLM:
-
planar lipid membranes
- DPPC:
-
dipalmitoyl phosphatidylcholine
- DMPC:
-
dimyristoyl phosphatidylcholine
- PE:
-
phosphatidyl ethanol
References
Allen, R.C. 1983. Sulfonamide diuretics.In: Diuretics. E.J. Cragoe, editor. pp. 49–200. John Wiley, New York
Bach, D. 1983. Calorimetric studies of model and natural membranes.In: Biomembrane Structure and Function. D. Chapman, editor. p. 1. MacMillan, London
Barenholz, Y., Suurkuusk, J., Mountacastle, D., Thompson, T.E., Biltonen, R.L. 1976. A calorimetric study of the thermotropic behavior of aqueous dispersions of natural and synthetic sphingomyelins.Biochemistry 15:2441–2447
Bruggeman, E.P., Melchior, D.L. 1983. Alterations in the organization of phosphatidylcholine/cholesterol bilayers by tetrahydrocanabinol.J. Biol. Chem. 258:8298–8303
Brugnara, C., Canessa, M., Cusi, D., Tosteson, D.C., 1986. Furosemide-sensitive Na and K fluxes in human red cells.J. Gen. Physiol. 87:91–112
Calhoun, W.I., Shipley, G.G. 1979. Fatty, acid composition and thermal behavior of natural sphingomyelins.Biochim. Biophys. Acta 555:436–441
Canessa, M., Brugnara, C., Cusi, D., Tosteson, D.C. 1986. Modes of operation and variable stoichiometry of the furosemide-sensitive Na and K fluxes in human red cells.J. Gen. Physiol. 87:113–142
Carmel, G., Rodrigue, F., Carriere, S., Le Grimellec, C. 1985. Composition and physical properties of lipids from plasma membranes of dog kidneys.Biochim. Biophys. Acta 818:149–157
Janiak, M.J., Small, D.M., Shipley, G.G. 1976. Nature of the thermal pretransition of synthetic phospholipids: Dimyristoyl and dipalmitoyl-lecithin.Biochemistry 15:4575–4580
Montal, M., Mueller, P. 1972. Formation of biomolecular membranes from lipid monolayers and a study of their electrical properties.Proc. Natl. Acad. Sci. USA 69:3561–3566
O'Leary, T.J., Ross, P.D., Levin, J.W. 1984. Effects of anesthetics and nonanesthetic steroids on dipalmitoylphosphatidyl-choline liposomes. A calorimetric and Raman spectroscopic investigations.Biochemistry 23:4636–4641
Orita, Y., Ando, A., Takamitsu, Y., Abe, M. 1972. The pK of furosemide and its metal-chelating activity.Chem. Abstr. 77:346
Rand, R.P., Chapman, D., Larsson, K. 1975. Tilted hydrocarbon chains of dipalmitoyl lecithin became perpendicular to the bilayer before melting.Biophys. J. 15:1117–1124
Shipley, G.G., Avecilla, L.S., Small, D.M. 1974. Phase behavior and structure of aqueous dispersions of sphingomyelin.J. Lipid Res. 15:124–131
Velazquez, H., Wright, A.S. 1986. Control by drugs of renal potassium handling.Toxicology 26:293–309
Vodyanov, V., Vodyanov, I., Murphy, R.B. 1985. Furosemide blocks the apomorphine-elicited Cl-channel activity of rat striatal dopamine receptors functionally reconstituted into bimolecular lipid membrane.Neurosci. Lett. 62:103–106
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Bach, D., Vinkler, C., Miller, I.R. et al. Interaction of furosemide with lipid membranes. J. Membrain Biol. 101, 103–111 (1988). https://doi.org/10.1007/BF01872825
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DOI: https://doi.org/10.1007/BF01872825