New lipid formulation of amphotericin B: Spectral and microscopic analysis

Biochimica et Biophysica Acta - Biomembranes

Volumn 1664, Issue 2, 2004, Pages 172-181

  Larabi, Malika ^a   Gulik, Annette ^b   Dedieu, Jean Paul ^b   Legrand, Philippe ^a   Barratt, Gillian ^a   Cheron, Monique ^b  

^a UNIVERSITÉ PARIS SACLAY   (France)

^b CNRS   (France)

Author keywords

Amphotericin B; Circular dichroism spectrum; DMPC; DMPG; Electron microscopy; Interdigitated structure; UV visible spectrum

Indexed keywords

AMPHOTERICIN B; AMPHOTERICIN B LIPID COMPLEX; DIMYRISTOYLPHOSPHATIDYLCHOLINE; DIMYRISTOYLPHOSPHATIDYLGLYCEROL;

ARTICLE; CIRCULAR DICHROISM; DRUG FORMULATION; DRUG STRUCTURE; ELECTRON MICROSCOPY; MICROSCOPY; PRIORITY JOURNAL; SPECTROSCOPY;

AMPHOTERICIN B; CHEMISTRY, PHARMACEUTICAL; CIRCULAR DICHROISM; DIMYRISTOYLPHOSPHATIDYLCHOLINE; MICROSCOPY; MICROSCOPY, ELECTRON; PHOSPHATIDYLGLYCEROLS;

EID: 4344567797     PISSN: 00052736     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbamem.2004.05.003     Document Type: Article

References (30)

1. Bolard J., Legrand P., Heitz F., Cybulska B. One-sided action of amphotericin B on cholesterol-containing membranes is determined by its self-association in the medium. Biochemistry. 30:1991;5707-5715
2. Alder-Moore J.P, Proffitt R. Development, characterisation, efficacy and mode of action of AmBisome, a unilamellar liposomal formulation. J. Liposome Res. 3:1993;429-450
3. Janoff A.S., Boni L.T., Popescu M.C., Minchey S.R., Cullis P.R., Madden T.D., Taraschi T., Gruner S.M., Shyamsunder E., Tate M.W. Unusual lipid structures selectively reduce the toxicity of amphotericin B. Proc. Natl. Acad. Sci. U. S. A. 85:1988;6122-6126
4. Guo L.S.S., Working P.K. Complexes of Amphotericin B and cholesteryl sulfate. J. Liposome Res. 3:1993;437-490
5. Janoff A.S., Perkins W.R., Saletan S.L, Swenson C.E. Amphotericin B lipid complex (ABLC™): a molecular rationale for the attenuation of AmB related toxicities. J. Liposome Res. 3:1993;451-471
6. Janknegt R., de Marie S., Bakker-Woudenberg I.A., Crommelin D.J. Liposomal and lipid formulations of amphotericin B. Clinical pharmacokinetics. Clin. Pharmacokinet. 23:1992;279-291
7. Mullen A.B., Carter K.C., Baillie A.J. Comparison of the efficacies of various formulations of amphotericin B against murine visceral leishmaniasis. Antimicrob. Agents Chemother. 41:1997;2089-2092
8. Bolard J., Seigneuret M., Boudet G. Interaction between phospholipid bilayer membranes and the polyene antibiotic amphotericin B: lipid state and cholesterol content dependence. Biochim. Biophys. Acta. 599:1980;280-293
9. S. Stainmesse, H. Fessi, J.P. Devissaguet, F. Puisieux, Procédé de preparation de systeme colloidaux dispersibles de lipides amphiphiles sous forme de liposomes submicroniques, 894018571, (1989), European patent.
10. Chen W., Bittman R. Kinetics of association of amphotericin B with vesicles. Biochemistry. 16:1977;4145-4149
11. Jullien S., Vertut-Croquin A., Brajtburg J., Bolard J. Circular dichroism for the determination of amphotericin B binding to liposomes. Anal. Biochem. 172:1988;197-202
12. Espuelas M.S., Legrand P., Irache J.M., Gamazo C., Orecchioni A.M., Devissaguet J.Ph., Ygartua P. Poly(ε-caprolactone) nanospheres as an alternative way to reduce amphotericin B toxicity. Int. J. Pharm. 158:1997;19-27
13. Gaboriau F., Cheron M., Petit C., Bolard J. Heat-induced superaggregation of amphotericin B reduces its in vitro toxicity: a new way to improve its therapeutic index. Antimicrob. Agents Chemother. 41:1997;2345-2351
14. Kawabata M., Onda M., Mita T. Effect of aggregation of AmB on lysophosphatidylcholine micelles as related to its complex formation with cholesterol or ergosterol. J. Biochem. 129:2001;732-775
15. Perkins W.R., Minchey S.R., Boni L.T., Swenson C.E., Popescu M.C., Pasternack R.F., Janoff A.S. Amphotericin B-phospholipid interactions responsible for reduced mammalian cell toxicity. Biochim. Biophys. Acta. 1107:1992;271-282
16. Milhaud J., Michels B. Binding of nystatin and amphotericin B with sterol-free L-dilauroylphosphatidylcholine bilayers resulting in the formation of dichroic of lipid superstructures. Chem. Phys. Lipids. 101:1999;223-235
17. Milhaud J., Lancelin J.M., Michels B., Blume A. Association of polyene antibiotic with sterol-free lipid membranes: I. hydrophobic binding of filipin to dimyristoylphosphatidylcholine bilayers. Biochim. Biophys. Acta. 1278:1996;223-232
18. Baginski M., Resat H., McCammon J.A. Molecular properties of amphotericin B membrane channel: a molecular dynamics simulation. Mol. Pharmacol. 52:1997;560-570
19. Grant C.W., Hamilton K.S., Hamilton K.D., Barber K.R. Physical biochemistry of a liposomal amphotericin B mixture used for patient treatment. Biochim. Biophys. Acta. 984:1989;11-20
20. Guo L.S. Amphotericin B colloidal dispersion: an improved antifungal therapy. Adv. Drug Deliv. Rev. 47:2001;149-163
21. Asher I.M., Schwartzman G. the USARG Florey K. Amphotericin B. Analytical Profiles of Drug Substances. vol. 6:1988;1-42 Academic Press Inc., New York, NY, USA
22. Millié P., Langlet J., Bergés J., Caillet J., Demaret J.-P. Self-association of Amphotericin B in water. Theoretical energy and spectroscopy studies. J. Phys. Chem., B. 103:1999;10883-10891
23. Shervani Z., Etori H., Taga K., Yoshida T., Okabayashi H. Aggregation of polyene antibiotics as studied by electronic absorption and circular dichroism spectroscopies. Colloids Surf., B Biointerfaces. 7:1996;31-38
24. Hung C.T., Lan F.C., Pierrier D.G., Souter A. A stability study of amphotericin study in aqueous media using factorial design. Int. J. Pharm. 44:1988;117-123
25. Mazerski J., Grzybowska J., Borowski E. Influence of net charge on the aggregation and solubility behaviour of amphotericin B and its derivatives in aqueous media. Eur. Biophys. J. 18:1990;159-164
26. Witzke N.M., Bittman R. Dissociation kinetics and equilibrium binding properties of polyene antibiotic complexes with PC/sterol vesicles. Biochemistry. 23:1984;1668-1674
27. Mazerski J., Bolard J., Borowski E. Effect of the modifications of ionizable groups of amphotericin B on its ability to form complexes with sterols in hydroalcoholic media. Biochim. Biophys. Acta. 1236:1995;170-176
28. Romanini D., Avalle G., Nerli B., Pico G. Thermodynamic and spectroscopic features of the behavior of amphotericin B in aqueous medium. Biophys. Chem. 77:1999;69-77
29. Larabi M., Yardley V., Loiseau P.M., Appel M., Legrand P., Gulik A., Bories C., Croft S.L., Barratt G. A new stable lipid suspension of amphotericin B: toxicological evaluation and antileishmanial activity. Antimicrob. Agents Chemother. 47:2003;3774-3779
30. Larabi M., Pages N., Pons F., Appel M., Gulik A., Schlatter J., Bouvet S., Barratt G. Study of the toxicity of a new lipid complex formulation of amphotericin B. J. Antimicrob. Chemother. 53:2003;81-88