Literature DB >> 15118877

Molecular aspects of the interaction between amphotericin B and a phospholipid bilayer: molecular dynamics studies.

Kamil Sternal1, Jacek Czub, Maciej Baginski.   

Abstract

Amphotericin B (AmB) is a polyene macrolide antibiotic used to treat systemic fungal infections. The molecular mechanism of AmB action is still only partly characterized. AmB interacts with cell-membrane components and forms membrane channels that eventually lead to cell death. The interaction between AmB and the membrane surface can be regarded as the first (presumably crucial) step on the way to channel formation. In this study molecular dynamics simulations were performed for an AmB-lipid bilayer model in order to characterize the molecular aspects of AmB-membrane interactions. The system studied contained a box of 200 dimyristoylphosphatidylcholine (DMPC) molecules, a single AmB molecule placed on the surface of the lipid bilayer and 8,065 water molecules. Two molecular dynamics simulations (NVT ensemble), each lasting 1 ns, were performed for the model studied. Two different programs, CHARMM and NAMD2, were used in order to test simulation conditions. The analysis of MD trajectories brought interesting information concerning interactions between polar groups of AmB and both DMPC and water molecules. Our studies show that AmB preferentially took a vertical position, perpendicular to the membrane surface, with no propensity to enter the membrane. Our finding may suggest that a single AmB molecule entering the membrane is very unlikely.

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Year:  2004        PMID: 15118877     DOI: 10.1007/s00894-004-0190-0

Source DB:  PubMed          Journal:  J Mol Model        ISSN: 0948-5023            Impact factor:   1.810


  44 in total

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Authors:  M Bonilla-Marín; M Moreno-Bello; I Ortega-Blake
Journal:  Biochim Biophys Acta       Date:  1991-01-09

2.  Fluid phase structure of EPC and DMPC bilayers.

Authors:  H I Petrache; S Tristram-Nagle; J F Nagle
Journal:  Chem Phys Lipids       Date:  1998-09       Impact factor: 3.329

Review 3.  Amphotericin B: new life for an old drug.

Authors:  S Hartsel; J Bolard
Journal:  Trends Pharmacol Sci       Date:  1996-12       Impact factor: 14.819

4.  Spectrophotometric analysis of organisation of dipalmitoylphosphatidylcholine bilayers containing the polyene antibiotic amphotericin B.

Authors:  M Gagoś; R Koper; W I Gruszecki
Journal:  Biochim Biophys Acta       Date:  2001-03-09

5.  The role of amphotericin B amino group basicity in its antifungal action. A theoretical approach.

Authors:  M Bagiński; P Gariboldi; E Borowski
Journal:  Biophys Chem       Date:  1994-04       Impact factor: 2.352

6.  One-sided action of amphotericin B on cholesterol-containing membranes is determined by its self-association in the medium.

Authors:  J Bolard; P Legrand; F Heitz; B Cybulska
Journal:  Biochemistry       Date:  1991-06-11       Impact factor: 3.162

Review 7.  Amphotericin B and its new formulations: pharmacologic characteristics, clinical efficacy, and tolerability.

Authors:  M Tiphine; V Letscher-Bru; R Herbrecht
Journal:  Transpl Infect Dis       Date:  1999-12       Impact factor: 2.228

8.  The formation of amphotericin B ion channels in lipid bilayers.

Authors:  G Fujii; J E Chang; T Coley; B Steere
Journal:  Biochemistry       Date:  1997-04-22       Impact factor: 3.162

9.  Polyene antibiotic amphotericin B in monomolecular layers: spectrophotometric and scanning force microscopic analysis.

Authors:  Wieslaw I Gruszecki; Mariusz Gagos; Peter Kernen
Journal:  FEBS Lett       Date:  2002-07-31       Impact factor: 4.124

10.  Theoretical study of the complexation of amphotericin B with sterols.

Authors:  J Langlet; J Bergès; J Caillet; J P Demaret
Journal:  Biochim Biophys Acta       Date:  1994-04-20
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  12 in total

1.  Comparative molecular dynamics study of lipid membranes containing cholesterol and ergosterol.

Authors:  Jacek Czub; Maciej Baginski
Journal:  Biophys J       Date:  2006-01-06       Impact factor: 4.033

2.  The interaction of dipole modifiers with amphotericin-ergosterol complexes. Effects of phospholipid and sphingolipid membrane composition.

Authors:  Olga S Ostroumova; Svetlana S Efimova; Ekaterina V Mikhailova; Ludmila V Schagina
Journal:  Eur Biophys J       Date:  2014-02-23       Impact factor: 1.733

Review 3.  Amphotericin B membrane action: role for two types of ion channels in eliciting cell survival and lethal effects.

Authors:  B Eleazar Cohen
Journal:  J Membr Biol       Date:  2010-11-18       Impact factor: 1.843

4.  FTIR spectroscopic study of molecular organization of the antibiotic amphotericin B in aqueous solution and in DPPC lipid monolayers containing the sterols cholesterol and ergosterol.

Authors:  Mariusz Gagoś; Marta Arczewska
Journal:  Eur Biophys J       Date:  2012-07-26       Impact factor: 1.733

5.  Comparative pharmacodynamic interaction analysis between ciprofloxacin, moxifloxacin and levofloxacin and antifungal agents against Candida albicans and Aspergillus fumigatus.

Authors:  Theodouli Stergiopoulou; Joseph Meletiadis; Tin Sein; Paraskevi Papaioannidou; Ioannis Tsiouris; Emmanuel Roilides; Thomas J Walsh
Journal:  J Antimicrob Chemother       Date:  2008-12-24       Impact factor: 5.790

6.  Aggregation and physiological effect on plant cells of amphiphilic calix[4]resorcinarenes with hydroxymethylmethylamide and carboxymethyl groups.

Authors:  I S Ryzhkina; W D Habicher; Y u V Kiseleva; A P Timosheva; A I Konovalov; Yu N Valitova; G N Mardanova; A N Tsentsevitskii; L Kh Gordon
Journal:  Dokl Biochem Biophys       Date:  2007 Mar-Apr       Impact factor: 0.788

7.  Investigation of channel-forming activity of polyene macrolide antibiotics in planar lipid bilayers in the presence of dipole modifiers.

Authors:  S S Efimova; L V Schagina; O S Ostroumova
Journal:  Acta Naturae       Date:  2014-10       Impact factor: 1.845

8.  Pore-forming activity of new conjugate antibiotics based on amphotericin B.

Authors:  Svetlana S Efimova; Anna N Tevyashova; Evgenia N Olsufyeva; Evgeny E Bykov; Olga S Ostroumova
Journal:  PLoS One       Date:  2017-11-29       Impact factor: 3.240

Review 9.  Recent progress in the study of the interactions of amphotericin B with cholesterol and ergosterol in lipid environments.

Authors:  Daniel Michał Kamiński
Journal:  Eur Biophys J       Date:  2014-08-31       Impact factor: 1.733

10.  Unveiling the Synergistic Interaction Between Liposomal Amphotericin B and Colistin.

Authors:  Rita Teixeira-Santos; Elisabete Ricardo; Ricardo J Branco; Maria M Azevedo; Acácio G Rodrigues; Cidália Pina-Vaz
Journal:  Front Microbiol       Date:  2016-09-13       Impact factor: 5.640

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