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Volumn 1760, Issue 6, 2006, Pages 973-979

Modulation of polyene antibiotics self-association by ions from the Hofmeister series

Author keywords

Amphotericin B; Hofmeister ions; Polyene antibiotic; Self association; Solubility; Toxicity; Water structure

Indexed keywords

AMPHOTERICIN B; AMPHOTERICIN B 3 (N',N' DIMETHYLAMINO)PROPYLAMIDE; AMPHOTERICIN B DERIVATIVE; AMPHOTERICIN B METHYL ESTER; ANTIBIOTIC AGENT; ANTIFUNGAL AGENT; CITRIC ACID; ION; MONOMER; N ACETYLAMPHOTERICIN B; N ACETYLAMPHOTERICIN B METHYL ESTER; PERCHLORATE; PHOSPHATE; SULFATE; THIOCYANATE; TRICHLOROACETIC ACID; UNCLASSIFIED DRUG; UREA;

EID: 33744516255     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbagen.2006.02.004     Document Type: Article
Times cited : (16)

References (44)
  • 1
    • 0030449320 scopus 로고    scopus 로고
    • Amphotericin B: new life for an old drug
    • Hartsel S., and Bolard J. Amphotericin B: new life for an old drug. Trends Pharmacol. Sci. 17 (1996) 445-449
    • (1996) Trends Pharmacol. Sci. , vol.17 , pp. 445-449
    • Hartsel, S.1    Bolard, J.2
  • 2
    • 0033035461 scopus 로고    scopus 로고
    • Activity of a heat-induced reformulation of amphotericin B deoxycholate (Fungizone) against Leishmania donovani
    • Petit C., Yardley V., Gaboriau F., Bolard J., and Croft S.L. Activity of a heat-induced reformulation of amphotericin B deoxycholate (Fungizone) against Leishmania donovani. Antimicrob. Agents Chemother. 43 (1999) 390-392
    • (1999) Antimicrob. Agents Chemother. , vol.43 , pp. 390-392
    • Petit, C.1    Yardley, V.2    Gaboriau, F.3    Bolard, J.4    Croft, S.L.5
  • 3
    • 0034097242 scopus 로고    scopus 로고
    • Amphotericin B inhibits the generation of the scrapie isoform of the prion protein in infected cultures
    • Mangé A., Nishida N., Milhavet O., McMahon H.E.M., Casanova D., and Lehman S. Amphotericin B inhibits the generation of the scrapie isoform of the prion protein in infected cultures. J. Virol. 74 (2000) 3135-3140
    • (2000) J. Virol. , vol.74 , pp. 3135-3140
    • Mangé, A.1    Nishida, N.2    Milhavet, O.3    McMahon, H.E.M.4    Casanova, D.5    Lehman, S.6
  • 4
    • 12944305792 scopus 로고    scopus 로고
    • Potent plasmodicidal activity of a heat-induced reformulation of deoxycholate-amphotericin B (Fungizone) against Plasmodium falciparum
    • Hatabu T., Takada T., Taguchi N., Suzuki N., Sato K., and Kano S. Potent plasmodicidal activity of a heat-induced reformulation of deoxycholate-amphotericin B (Fungizone) against Plasmodium falciparum. Antimicrob. Agents Chemother. 49 (2005) 493-496
    • (2005) Antimicrob. Agents Chemother. , vol.49 , pp. 493-496
    • Hatabu, T.1    Takada, T.2    Taguchi, N.3    Suzuki, N.4    Sato, K.5    Kano, S.6
  • 5
    • 0026437668 scopus 로고
    • Effects of aggregation and solvent on the toxicity of amphotericin B to human erythrocytes
    • Legrand P., Romero E.A., Cohen B.E., and Bolard J. Effects of aggregation and solvent on the toxicity of amphotericin B to human erythrocytes. Antimicrob. Agents Chemother. 36 (1992) 2518-2522
    • (1992) Antimicrob. Agents Chemother. , vol.36 , pp. 2518-2522
    • Legrand, P.1    Romero, E.A.2    Cohen, B.E.3    Bolard, J.4
  • 6
    • 0020637999 scopus 로고
    • Differences in the interaction of the polyene antibiotic amphotericin B with cholesterol- or ergosterol-containing phospholipid vesicles. A circular dichroism and permeability study
    • Vertut-Croquin A., Bolard J., Chabbert M., and Gary-Bobo C. Differences in the interaction of the polyene antibiotic amphotericin B with cholesterol- or ergosterol-containing phospholipid vesicles. A circular dichroism and permeability study. Biochemistry 22 (1983) 2939-2944
    • (1983) Biochemistry , vol.22 , pp. 2939-2944
    • Vertut-Croquin, A.1    Bolard, J.2    Chabbert, M.3    Gary-Bobo, C.4
  • 7
    • 0024372021 scopus 로고
    • Polydispersity of aggregates formed by the polyene antibiotic amphotericin B and deoxycholate. A spin label study
    • Lamy-Freund M.T., Ferreira V.F.N., and Schreier S. Polydispersity of aggregates formed by the polyene antibiotic amphotericin B and deoxycholate. A spin label study. Biochim. Biophys. Acta 981 (1989) 207-212
    • (1989) Biochim. Biophys. Acta , vol.981 , pp. 207-212
    • Lamy-Freund, M.T.1    Ferreira, V.F.N.2    Schreier, S.3
  • 8
    • 0026026658 scopus 로고
    • Characterization and time-dependence of amphotericin B-deoxycholate aggregation by quasielastic light scattering
    • Lamy-Freund M.T., Schreier S., Peitzsch R.M., and Reed W.F. Characterization and time-dependence of amphotericin B-deoxycholate aggregation by quasielastic light scattering. J. Pharm. Sci. 80 (1991) 262-266
    • (1991) J. Pharm. Sci. , vol.80 , pp. 262-266
    • Lamy-Freund, M.T.1    Schreier, S.2    Peitzsch, R.M.3    Reed, W.F.4
  • 9
    • 0027175592 scopus 로고
    • Effect of aggregation on the kinetics of autoxidation of the polyene antibiotic amphotericin B
    • Lamy-Freund M.T., Ferreira V.F., Faljoni-Alario A., and Schreier S. Effect of aggregation on the kinetics of autoxidation of the polyene antibiotic amphotericin B. J. Pharm. Sci. 82 (1993) 162-166
    • (1993) J. Pharm. Sci. , vol.82 , pp. 162-166
    • Lamy-Freund, M.T.1    Ferreira, V.F.2    Faljoni-Alario, A.3    Schreier, S.4
  • 10
    • 9444248164 scopus 로고    scopus 로고
    • Amphotericin B molecular organization as an essential factor to improve activity/toxicity ratio in the treatment of visceral leishmaniasis
    • Sanchez-Brunete J.A., Dea M.A., Rama S., Bolas F., Alunda J.M., Torrado-Santiago S., and Torrado J.J. Amphotericin B molecular organization as an essential factor to improve activity/toxicity ratio in the treatment of visceral leishmaniasis. J. Drug Target 12 (2004) 453-460
    • (2004) J. Drug Target , vol.12 , pp. 453-460
    • Sanchez-Brunete, J.A.1    Dea, M.A.2    Rama, S.3    Bolas, F.4    Alunda, J.M.5    Torrado-Santiago, S.6    Torrado, J.J.7
  • 11
    • 0032428829 scopus 로고    scopus 로고
    • In-vivo therapeutic efficacy in experimental murine mycoses of a new formulation of deoxycholate-amphotericin B obtained by mild heating
    • Petit C., Chéron M., Joly V., Rodrigues J.M., Bolard J., and Gaboriau F. In-vivo therapeutic efficacy in experimental murine mycoses of a new formulation of deoxycholate-amphotericin B obtained by mild heating. J. Antimicrob. Chemother. 42 (1998) 779-785
    • (1998) J. Antimicrob. Chemother. , vol.42 , pp. 779-785
    • Petit, C.1    Chéron, M.2    Joly, V.3    Rodrigues, J.M.4    Bolard, J.5    Gaboriau, F.6
  • 12
    • 0033655688 scopus 로고    scopus 로고
    • N-methyl-N-d-fructosyl amphotericin B methyl ester (MFAME), a novel antifungal agent of low toxicity: Monomer/micelle control over selective toxicity
    • Cybulska B., Gadomska I., Mazerski J., Grzybowska J., Borowski E., Chéron M., and Bolard J. N-methyl-N-d-fructosyl amphotericin B methyl ester (MFAME), a novel antifungal agent of low toxicity: Monomer/micelle control over selective toxicity. Acta Biochim. Pol. 47 (2000) 121-131
    • (2000) Acta Biochim. Pol. , vol.47 , pp. 121-131
    • Cybulska, B.1    Gadomska, I.2    Mazerski, J.3    Grzybowska, J.4    Borowski, E.5    Chéron, M.6    Bolard, J.7
  • 13
    • 0242361226 scopus 로고    scopus 로고
    • Comparison of LNS-AMB, a novel low-dose formulation of amphotericin B with lipid nano-sphere (LNS), with commercial lipid-based formulations
    • Fukui H., Koike T., Nakagawa T., Saherki A., Sonoke S., Tomii Y., and Seki J. Comparison of LNS-AMB, a novel low-dose formulation of amphotericin B with lipid nano-sphere (LNS), with commercial lipid-based formulations. Int. J. Pharm. 267 (2003) 101-112
    • (2003) Int. J. Pharm. , vol.267 , pp. 101-112
    • Fukui, H.1    Koike, T.2    Nakagawa, T.3    Saherki, A.4    Sonoke, S.5    Tomii, Y.6    Seki, J.7
  • 14
    • 0343144856 scopus 로고    scopus 로고
    • Physicochemical properties of the heat-induced "superaggregates" of amphotericin B
    • Gaboriau F., Chéron M., Leroy L., and Bolard J. Physicochemical properties of the heat-induced "superaggregates" of amphotericin B. Biophys. Chem. 66 (1997) 1-12
    • (1997) Biophys. Chem. , vol.66 , pp. 1-12
    • Gaboriau, F.1    Chéron, M.2    Leroy, L.3    Bolard, J.4
  • 16
    • 33744542900 scopus 로고
    • On the understanding of the effect of salts. Second report. On regularities in the precipitating effect of salts and their relationship to their physiological behavior
    • Hofmeister F. On the understanding of the effect of salts. Second report. On regularities in the precipitating effect of salts and their relationship to their physiological behavior. Naunyn-Schmiedebergs Arch. Pharmakol. Exp. Pathol. (Leipzig) 24 (1881) 247-260
    • (1881) Naunyn-Schmiedebergs Arch. Pharmakol. Exp. Pathol. (Leipzig) , vol.24 , pp. 247-260
    • Hofmeister, F.1
  • 17
    • 0022147096 scopus 로고
    • The Hofmeister effect and the behavior of water at interfaces
    • Collins K.D., and Washabaugh M.W. The Hofmeister effect and the behavior of water at interfaces. Q. Rev. Biophys. 18 (1985) 323-422
    • (1985) Q. Rev. Biophys. , vol.18 , pp. 323-422
    • Collins, K.D.1    Washabaugh, M.W.2
  • 18
    • 0030727624 scopus 로고    scopus 로고
    • The Hofmeister series: salt and solvent effects on interfacial phenomena
    • Cacace M.G., Landau E.M., and Ramsden J.J. The Hofmeister series: salt and solvent effects on interfacial phenomena. Q. Rev. Biophys. 30 (1997) 241-277
    • (1997) Q. Rev. Biophys. , vol.30 , pp. 241-277
    • Cacace, M.G.1    Landau, E.M.2    Ramsden, J.J.3
  • 19
    • 84990990220 scopus 로고    scopus 로고
    • Hofmeister effects in membrane biology: the role of ionic dispersion potentials
    • Art. No. 041902
    • Bostrom M., Williams D.R.M., Stewart P.R., and Ninham B.W. Hofmeister effects in membrane biology: the role of ionic dispersion potentials. Phys. Rev., E 68 (2003) Art. No. 041902
    • (2003) Phys. Rev., E , vol.68
    • Bostrom, M.1    Williams, D.R.M.2    Stewart, P.R.3    Ninham, B.W.4
  • 21
    • 0000684880 scopus 로고    scopus 로고
    • Effect of anions from the Hofmeister series and urea on the binding of the charged and uncharged forms of the local anesthetic tetracaine to zwitterionic micelles
    • Ferreira G.S.S., Perigo D.M., Politi M.J., and Schreier S. Effect of anions from the Hofmeister series and urea on the binding of the charged and uncharged forms of the local anesthetic tetracaine to zwitterionic micelles. Photochem. Photobiol. 63 (1996) 755-761
    • (1996) Photochem. Photobiol. , vol.63 , pp. 755-761
    • Ferreira, G.S.S.1    Perigo, D.M.2    Politi, M.J.3    Schreier, S.4
  • 22
    • 0036283251 scopus 로고    scopus 로고
    • Salt effects on caffeine solubility, distribution, and self-association
    • Al-Maaieh A., and Flanagan D.R. Salt effects on caffeine solubility, distribution, and self-association. J. Pharm. Sci. 91 (2002) 1000-1008
    • (2002) J. Pharm. Sci. , vol.91 , pp. 1000-1008
    • Al-Maaieh, A.1    Flanagan, D.R.2
  • 25
    • 10844224314 scopus 로고    scopus 로고
    • Effect of a kosmotropic ion on doxorubicin self-assembly and interaction with biomimetic systems
    • Salay L.C., and Schreier S. Effect of a kosmotropic ion on doxorubicin self-assembly and interaction with biomimetic systems. Prog. Colloid & Polym. Sci. 128 (2004) 156-158
    • (2004) Prog. Colloid & Polym. Sci. , vol.128 , pp. 156-158
    • Salay, L.C.1    Schreier, S.2
  • 26
    • 0025330593 scopus 로고
    • Influence of net charge on the aggregation and solubility behavior of amphotericin B and its derivatives in aqueous media
    • Mazerski J., Grzybowska J., and Borowski E. Influence of net charge on the aggregation and solubility behavior of amphotericin B and its derivatives in aqueous media. Eur. Biophys. J. 18 (1990) 159-164
    • (1990) Eur. Biophys. J. , vol.18 , pp. 159-164
    • Mazerski, J.1    Grzybowska, J.2    Borowski, E.3
  • 27
    • 0008111489 scopus 로고    scopus 로고
    • Oligonucleotide delivery by a cationic derivative of the polyene antibiotic amphotericin B. I: Interaction oligonucleotide/vector as studied by optical spectroscopy and electron microscopy
    • Blanc I., Bueno da Costa M.-H., Bolard J., and Chazalet M.S.-P. Oligonucleotide delivery by a cationic derivative of the polyene antibiotic amphotericin B. I: Interaction oligonucleotide/vector as studied by optical spectroscopy and electron microscopy. Biochim. Biophys. Acta 1464 (2000) 299-308
    • (2000) Biochim. Biophys. Acta , vol.1464 , pp. 299-308
    • Blanc, I.1    Bueno da Costa, M.-H.2    Bolard, J.3    Chazalet, M.S.-P.4
  • 28
    • 0035801897 scopus 로고    scopus 로고
    • MFAME, N-methyl-N-d-fructosyl amphotericin B methyl ester, a new amphotericin B derivative of low toxicity: relationship between self-association and effects on red blood cells
    • Szlinder-Richert J., Mazerski J., Cybulska B., Grzybowska J., and Borowski E. MFAME, N-methyl-N-d-fructosyl amphotericin B methyl ester, a new amphotericin B derivative of low toxicity: relationship between self-association and effects on red blood cells. Biochim. Biophys. Acta 1528 (2001) 15-24
    • (2001) Biochim. Biophys. Acta , vol.1528 , pp. 15-24
    • Szlinder-Richert, J.1    Mazerski, J.2    Cybulska, B.3    Grzybowska, J.4    Borowski, E.5
  • 29
    • 0344220384 scopus 로고
    • Biologically active N-acetyl derivatives of polyene macrolide antifungal antibiotics
    • Schaffner C.P., and Borowski E. Biologically active N-acetyl derivatives of polyene macrolide antifungal antibiotics. Antibiot. Chemother. 11 (1961) 724-729
    • (1961) Antibiot. Chemother. , vol.11 , pp. 724-729
    • Schaffner, C.P.1    Borowski, E.2
  • 30
    • 0015325819 scopus 로고
    • Polyene macrolide derivatives: I. N-acylation and esterification reactions with amphotericin B
    • Mechlinski W., and Schaffner C.P. Polyene macrolide derivatives: I. N-acylation and esterification reactions with amphotericin B. J. Antibiot. 25 (1972) 256-260
    • (1972) J. Antibiot. , vol.25 , pp. 256-260
    • Mechlinski, W.1    Schaffner, C.P.2
  • 31
    • 0020064268 scopus 로고
    • Synthesis and structure-activity relationships of amides of amphotericin B
    • Jarzebski A., Falkowski L., and Borowski E. Synthesis and structure-activity relationships of amides of amphotericin B. J. Antibiot. 35 (1982) 220-226
    • (1982) J. Antibiot. , vol.35 , pp. 220-226
    • Jarzebski, A.1    Falkowski, L.2    Borowski, E.3
  • 32
    • 0030608163 scopus 로고    scopus 로고
    • Aggregation of polyene antibiotics as studied by electronic absorption and circular dichroism spectroscopies
    • Shervani Z., Etori H., Taga K., Yoshida T., and Okabayashi H. Aggregation of polyene antibiotics as studied by electronic absorption and circular dichroism spectroscopies. Colloids Surf., B Biointerfaces 7 (1996) 31-38
    • (1996) Colloids Surf., B Biointerfaces , vol.7 , pp. 31-38
    • Shervani, Z.1    Etori, H.2    Taga, K.3    Yoshida, T.4    Okabayashi, H.5
  • 34
    • 0019483423 scopus 로고
    • Structure of amphotericin B aggregates as revealed by UV and CD spectroscopies
    • Ernst C., Grange J., Rinnert H., Dupont G., and Lematre J. Structure of amphotericin B aggregates as revealed by UV and CD spectroscopies. Biopolymers 20 (1981) 1575-1588
    • (1981) Biopolymers , vol.20 , pp. 1575-1588
    • Ernst, C.1    Grange, J.2    Rinnert, H.3    Dupont, G.4    Lematre, J.5
  • 35
    • 0020623244 scopus 로고
    • Structure of amphotericin B aggregates based on calculations of optical spectra
    • Hemenger R.P., Kaplan T., and Gray L.J. Structure of amphotericin B aggregates based on calculations of optical spectra. Biopolymers 22 (1983) 911-918
    • (1983) Biopolymers , vol.22 , pp. 911-918
    • Hemenger, R.P.1    Kaplan, T.2    Gray, L.J.3
  • 36
    • 0002504486 scopus 로고
    • Spontaneous organization of amphotericin B in aqueous medium
    • Barwicz J., Gruszecki W.I., and Gruda I. Spontaneous organization of amphotericin B in aqueous medium. J. Colloid Interface Sci. 158 (1993) 71-76
    • (1993) J. Colloid Interface Sci. , vol.158 , pp. 71-76
    • Barwicz, J.1    Gruszecki, W.I.2    Gruda, I.3
  • 37
    • 0000445140 scopus 로고    scopus 로고
    • Self-association of amphotericin B in water. Theoretical energy and spectroscopy studies
    • Millie P., Langlet J., Berges J., Caillet J., and Demaret J.P. Self-association of amphotericin B in water. Theoretical energy and spectroscopy studies. J. Phys. Chem. B 103 (1999) 10883-10891
    • (1999) J. Phys. Chem. B , vol.103 , pp. 10883-10891
    • Millie, P.1    Langlet, J.2    Berges, J.3    Caillet, J.4    Demaret, J.P.5
  • 38
    • 0029655729 scopus 로고    scopus 로고
    • Molecular dynamics of amphotericin B. II. Dimer in water
    • Mazerski J., and Borowski E. Molecular dynamics of amphotericin B. II. Dimer in water. Biophys. Chem. 57 (1996) 205-217
    • (1996) Biophys. Chem. , vol.57 , pp. 205-217
    • Mazerski, J.1    Borowski, E.2
  • 39
    • 33745503743 scopus 로고
    • Ion effects on the solution structure of biological macromolecules
    • von Hippel P.H., and Schleich T. Ion effects on the solution structure of biological macromolecules. Acc. Chem. Res. 2 (1969) 257-265
    • (1969) Acc. Chem. Res. , vol.2 , pp. 257-265
    • von Hippel, P.H.1    Schleich, T.2
  • 40
    • 0025370815 scopus 로고
    • Dominant forces in protein folding
    • Dill K.A. Dominant forces in protein folding. Biochemistry 29 (1990) 7133-7155
    • (1990) Biochemistry , vol.29 , pp. 7133-7155
    • Dill, K.A.1
  • 41
    • 0014499213 scopus 로고
    • Solubilization of particulate proteins and nonelectrolytes by chaotropic agents
    • Hatefi Y., and Hanstein W.G. Solubilization of particulate proteins and nonelectrolytes by chaotropic agents. Proc. Natl. Acad. Sci. U. S. A. 62 (1969) 1129-1136
    • (1969) Proc. Natl. Acad. Sci. U. S. A. , vol.62 , pp. 1129-1136
    • Hatefi, Y.1    Hanstein, W.G.2
  • 42
    • 0032532694 scopus 로고    scopus 로고
    • Release of two peripheral proteins from chloroplast thylakoid membranes in the presence of a Hofmeister series of chaotropic anions
    • Hincha D.K. Release of two peripheral proteins from chloroplast thylakoid membranes in the presence of a Hofmeister series of chaotropic anions. Arch. Biochem. Biophys. 358 (1998) 385-390
    • (1998) Arch. Biochem. Biophys. , vol.358 , pp. 385-390
    • Hincha, D.K.1
  • 43
    • 0021112303 scopus 로고
    • Solubilization of phospholipids by chaotropic ion solutions
    • Oku N., and MacDonald R.C. Solubilization of phospholipids by chaotropic ion solutions. J. Biol. Chem. 258 (1983) 8733-8738
    • (1983) J. Biol. Chem. , vol.258 , pp. 8733-8738
    • Oku, N.1    MacDonald, R.C.2
  • 44
    • 20444423812 scopus 로고    scopus 로고
    • Chaotropic ions and multivalent ions activate sperm in the viviparous fish guppy Poecilia reticulata
    • Tanaka H., and Oka Y. Chaotropic ions and multivalent ions activate sperm in the viviparous fish guppy Poecilia reticulata. Biochim. Biophys. Acta 1724 (2005) 173-180
    • (2005) Biochim. Biophys. Acta , vol.1724 , pp. 173-180
    • Tanaka, H.1    Oka, Y.2


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