메뉴 건너뛰기




Volumn 434, Issue 1-2, 2012, Pages 391-398

Interaction of miltefosine with intercellular membranes of stratum corneum and biomimetic lipid vesicles

Author keywords

EPR; Fluorescence; Miltefosine; Phospholipid bilayer; Spin label; Stratum corneum

Indexed keywords

BEHENIC ACID; CERAMIDE; CHOLESTEROL; FATTY ACID; LIPID; MILTEFOSINE;

EID: 84864119808     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2012.06.006     Document Type: Article
Times cited : (35)

References (40)
  • 1
    • 0029073932 scopus 로고
    • Effect of hydration upon the fluidity of intercellular membranes of stratum corneum: An EPR study
    • A. Alonso, N.C. Meirelles, and M. Tabak Effect of hydration upon the fluidity of intercellular membranes of stratum corneum: an EPR study Biochim. Biophys. Acta 1237 1995 6 15
    • (1995) Biochim. Biophys. Acta , vol.1237 , pp. 6-15
    • Alonso, A.1    Meirelles, N.C.2    Tabak, M.3
  • 2
    • 0030012304 scopus 로고    scopus 로고
    • Water increases the fluidity of intercellular membranes of stratum corneum: Correlation with water permeability, elastic, and electrical properties
    • A. Alonso, N.C. Meirelles, V.E. Yushmanov, and M. Tabak Water increases the fluidity of intercellular membranes of stratum corneum: correlation with water permeability, elastic, and electrical properties J. Invest. Dermatol. 106 1996 1058 1063
    • (1996) J. Invest. Dermatol. , vol.106 , pp. 1058-1063
    • Alonso, A.1    Meirelles, N.C.2    Yushmanov, V.E.3    Tabak, M.4
  • 3
    • 0033988656 scopus 로고    scopus 로고
    • Lipid chain dynamics in stratum corneum studied by spin label electron paramagnetic resonance
    • A. Alonso, N.C. Meirelles, and M. Tabak Lipid chain dynamics in stratum corneum studied by spin label electron paramagnetic resonance Chem. Phys. Lipids 104 2000 101 111
    • (2000) Chem. Phys. Lipids , vol.104 , pp. 101-111
    • Alonso, A.1    Meirelles, N.C.2    Tabak, M.3
  • 4
    • 0035197331 scopus 로고    scopus 로고
    • Stratum corneum protein dynamics as evaluated by a spin-label maleimide derivative: Effect of urea
    • A. Alonso, W.P. dos Santos, S.J. Leonor, and M. Tabak Stratum corneum protein dynamics as evaluated by a spin-label maleimide derivative: effect of urea Biophys. J. 81 2001 3566 3576
    • (2001) Biophys. J. , vol.81 , pp. 3566-3576
    • Alonso, A.1    Dos Santos, W.P.2    Leonor, S.J.3    Tabak, M.4
  • 5
    • 0043123472 scopus 로고    scopus 로고
    • Hydration effects on the protein dynamics in stratum corneum as evaluated by EPR spectroscopy
    • A. Alonso, J.V. da Silva, and M. Tabak Hydration effects on the protein dynamics in stratum corneum as evaluated by EPR spectroscopy Biochim. Biophys. Acta 1646 2003 32 41
    • (2003) Biochim. Biophys. Acta , vol.1646 , pp. 32-41
    • Alonso, A.1    Da Silva, J.V.2    Tabak, M.3
  • 6
    • 33646823616 scopus 로고    scopus 로고
    • Chemotherapy in the treatment and control of leishmaniasis
    • J. Alvar, S. Croft, and P. Olliaro Chemotherapy in the treatment and control of leishmaniasis Adv. Parasitol. 61 2006 223 274
    • (2006) Adv. Parasitol. , vol.61 , pp. 223-274
    • Alvar, J.1    Croft, S.2    Olliaro, P.3
  • 7
    • 0036960266 scopus 로고    scopus 로고
    • Quantifying the lateral lipid domain properties in erythrocyte ghost membranes using EPR-spectra decomposition
    • Z. Arsov, M. Schara, and J. Strancar Quantifying the lateral lipid domain properties in erythrocyte ghost membranes using EPR-spectra decomposition J. Magn. Reson. 157 2002 52 60
    • (2002) J. Magn. Reson. , vol.157 , pp. 52-60
    • Arsov, Z.1    Schara, M.2    Strancar, J.3
  • 9
    • 33646055156 scopus 로고    scopus 로고
    • Development of miltefosine for the leishmaniasis
    • J.D. Berman Development of miltefosine for the leishmaniasis Mini Rev. Med. Chem. 6 2006 145 151
    • (2006) Mini Rev. Med. Chem. , vol.6 , pp. 145-151
    • Berman, J.D.1
  • 10
    • 0025955486 scopus 로고
    • Structural investigations of human stratum corneum by small angle X-ray scattering
    • J.A. Bouwstra, G.S. Gooris, J.A. van der Spek, and W. Bras Structural investigations of human stratum corneum by small angle X-ray scattering J. Invest. Dermatol. 97 1991 1005 1012
    • (1991) J. Invest. Dermatol. , vol.97 , pp. 1005-1012
    • Bouwstra, J.A.1    Gooris, G.S.2    Van Der Spek, J.A.3    Bras, W.4
  • 11
    • 0000326938 scopus 로고    scopus 로고
    • Nonlinear-least-squares analysis of slow-motional EPR spectra in one and two dimensions using a modified Levenberg-Marquardt algorithm
    • D.E. Budil, S. Lee, S. Saxena, and J.H. Freed Nonlinear-least-squares analysis of slow-motional EPR spectra in one and two dimensions using a modified Levenberg-Marquardt algorithm J. Magn. Reson. A 120 1996 155 189
    • (1996) J. Magn. Reson. A , vol.120 , pp. 155-189
    • Budil, D.E.1    Lee, S.2    Saxena, S.3    Freed, J.H.4
  • 12
    • 77953232187 scopus 로고    scopus 로고
    • Molecular dynamics and partitioning of di-tert-butyl nitroxide in stratum corneum membranes: Effect of terpenes
    • H.S. Camargos, A.H.M. Silva, J.L.V. Anjos, and A. Alonso Molecular dynamics and partitioning of di-tert-butyl nitroxide in stratum corneum membranes: effect of terpenes Lipids 45 2010 419 427
    • (2010) Lipids , vol.45 , pp. 419-427
    • Camargos, H.S.1    Silva, A.H.M.2    Anjos, J.L.V.3    Alonso, A.4
  • 14
    • 26844461073 scopus 로고    scopus 로고
    • Chemotherapy of trypanosomiases and leishmaniasis
    • S.L. Croft, M.P. Barrett, and J.A. Urbina Chemotherapy of trypanosomiases and leishmaniasis Trends Parasitol. 21 2005 508 512
    • (2005) Trends Parasitol. , vol.21 , pp. 508-512
    • Croft, S.L.1    Barrett, M.P.2    Urbina, J.A.3
  • 16
    • 23944525626 scopus 로고    scopus 로고
    • Dynamics and partitioning of spin-labeled stearates into the lipid domain of stratum corneum
    • W.P. de Queirós, D.D. Neto, and A. Alonso Dynamics and partitioning of spin-labeled stearates into the lipid domain of stratum corneum J. Control. Release 106 2005 374 385
    • (2005) J. Control. Release , vol.106 , pp. 374-385
    • De Queirós, W.P.1    Neto, D.D.2    Alonso, A.3
  • 17
    • 38349088308 scopus 로고    scopus 로고
    • Terpenes increase the partitioning and molecular dynamics of an amphipathic spin label in stratum corneum membranes
    • J.L.V. dos Anjos, and A. Alonso Terpenes increase the partitioning and molecular dynamics of an amphipathic spin label in stratum corneum membranes Int. J. Pharm. 350 2008 103 112
    • (2008) Int. J. Pharm. , vol.350 , pp. 103-112
    • Dos Anjos, J.L.V.1    Alonso, A.2
  • 18
    • 34547700406 scopus 로고    scopus 로고
    • Effects of ethanol/l-menthol on the dynamics and partitioning of spin-labeled lipids in the stratum corneum
    • J.L.V. dos Anjos, D.D. Neto, and A. Alonso Effects of ethanol/l-menthol on the dynamics and partitioning of spin-labeled lipids in the stratum corneum Eur. J. Pharm. Biopharm. 67 2007 406 412
    • (2007) Eur. J. Pharm. Biopharm. , vol.67 , pp. 406-412
    • Dos Anjos, J.L.V.1    Neto, D.D.2    Alonso, A.3
  • 19
    • 36049038516 scopus 로고    scopus 로고
    • Effects of 1,8-cineole on the dynamics of lipids and proteins of stratum corneum
    • J.L.V. dos Anjos, D.D. Neto, and A. Alonso Effects of 1,8-cineole on the dynamics of lipids and proteins of stratum corneum Int. J. Pharm. 345 2007 81 87
    • (2007) Int. J. Pharm. , vol.345 , pp. 81-87
    • Dos Anjos, J.L.V.1    Neto, D.D.2    Alonso, A.3
  • 20
    • 0642276230 scopus 로고    scopus 로고
    • Molecular models of the intercellular lipid lamellae from epidermal stratum corneum
    • J.R. Hill, and P.W. Wertz Molecular models of the intercellular lipid lamellae from epidermal stratum corneum Biochim. Biophys. Acta 1616 2003 121 126
    • (2003) Biochim. Biophys. Acta , vol.1616 , pp. 121-126
    • Hill, J.R.1    Wertz, P.W.2
  • 21
    • 0025338188 scopus 로고
    • Cornified cell envelope
    • D. Hohl Cornified cell envelope Dermatologica 180 1990 201 221
    • (1990) Dermatologica , vol.180 , pp. 201-221
    • Hohl, D.1
  • 23
    • 0036212690 scopus 로고    scopus 로고
    • Simulations of zwitterionic and anionic phospholipid monolayers
    • Y.N. Kaznessis, S. Kim, and R.G. Larson Simulations of zwitterionic and anionic phospholipid monolayers Biophys. J. 82 2002 1731 1742
    • (2002) Biophys. J. , vol.82 , pp. 1731-1742
    • Kaznessis, Y.N.1    Kim, S.2    Larson, R.G.3
  • 24
    • 0026625517 scopus 로고
    • Hexadecylphosphocholine: Oral treatment of visceral leishmaniasis in mice
    • A. Kuhlencord, T. Maniera, H. Eibl, and C. Unger Hexadecylphosphocholine: oral treatment of visceral leishmaniasis in mice Antimicrob. Agents Chemother. 36 1992 1630 1634
    • (1992) Antimicrob. Agents Chemother. , vol.36 , pp. 1630-1634
    • Kuhlencord, A.1    Maniera, T.2    Eibl, H.3    Unger, C.4
  • 25
    • 0342831872 scopus 로고
    • Synthesis and characterization of a homologous series of zwitterionic surfactants based on phosphocholinet
    • P.M. Macdonald, J.R. Rydall, S.C. Kuebler, and F.M. Winnik Synthesis and characterization of a homologous series of zwitterionic surfactants based on phosphocholinet Langmuir 7 1991 2602 2606
    • (1991) Langmuir , vol.7 , pp. 2602-2606
    • MacDonald, P.M.1    Rydall, J.R.2    Kuebler, S.C.3    Winnik, F.M.4
  • 26
    • 33750192418 scopus 로고    scopus 로고
    • Spectroscopic characterization of 2-amino-N-hexadecyl-benzamide (AHBA), a new fluorescence probe for membranes
    • C.A. Marquezin, I.Y. Hirata, L. Juliano, and A.S. Ito Spectroscopic characterization of 2-amino-N-hexadecyl-benzamide (AHBA), a new fluorescence probe for membranes Biophys. Chem. 124 2006 125 133
    • (2006) Biophys. Chem. , vol.124 , pp. 125-133
    • Marquezin, C.A.1    Hirata, I.Y.2    Juliano, L.3    Ito, A.S.4
  • 28
    • 0031687460 scopus 로고    scopus 로고
    • The pH Gradient over the stratum corneum differs in x-linked recessive and autosomal dominant ichthyosis: A clue to the molecular origin of the acid skin mantle?
    • H. Öhman, and A. Vahlquist The pH Gradient over the stratum corneum differs in x-linked recessive and autosomal dominant ichthyosis: a clue to the molecular origin of the acid skin mantle? J. Invest. Dermatol. 111 1998 674 677
    • (1998) J. Invest. Dermatol. , vol.111 , pp. 674-677
    • Öhman, H.1    Vahlquist, A.2
  • 29
    • 0028956894 scopus 로고
    • Interactions of hydrophobic lung surfactant proteins SP-B and SP-C with dipalmitoylphosphatidylcholine and dipalmitoylphosphatidylglycerol bilayers studied by electron spin resonance spectroscopy
    • J. Perez-Gil, C. Casals, and D. Marsh Interactions of hydrophobic lung surfactant proteins SP-B and SP-C with dipalmitoylphosphatidylcholine and dipalmitoylphosphatidylglycerol bilayers studied by electron spin resonance spectroscopy Biochemistry 34 1995 3964 3971
    • (1995) Biochemistry , vol.34 , pp. 3964-3971
    • Perez-Gil, J.1    Casals, C.2    Marsh, D.3
  • 32
    • 37849043927 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of fluorescent leishmanicidal analogues of hexadecylphosphocholine (Miltefosine) as probes of antiparasite mechanism
    • J.M. Saugar, J. Delgado, V. Hornillos, J.R. Luque-Ortega, F. Amat-Guerri, A.U. Acuña, and L. Rivas Synthesis and biological evaluation of fluorescent leishmanicidal analogues of hexadecylphosphocholine (Miltefosine) as probes of antiparasite mechanism J. Med. Chem. 50 2007 5994 6003
    • (2007) J. Med. Chem. , vol.50 , pp. 5994-6003
    • Saugar, J.M.1    Delgado, J.2    Hornillos, V.3    Luque-Ortega, J.R.4    Amat-Guerri, F.5    Acuña, A.U.6    Rivas, L.7
  • 33
    • 33749338420 scopus 로고    scopus 로고
    • Development of miltefosine as an oral treatment for leishmaniasis
    • H. Sindermann, and J. Engel Development of miltefosine as an oral treatment for leishmaniasis Trans. R. Soc. Trop. Med. Hyg. 100 Suppl. 1 2006 S17 S20
    • (2006) Trans. R. Soc. Trop. Med. Hyg. , vol.100 , Issue.SUPPL. 1
    • Sindermann, H.1    Engel, J.2
  • 34
    • 33646176767 scopus 로고    scopus 로고
    • Miltefosine: Oral treatment of leishmaniasis
    • J. Soto, and P. Soto Miltefosine: oral treatment of leishmaniasis Expert Rev. Anti Infect. Ther. 4 2006 177 185
    • (2006) Expert Rev. Anti Infect. Ther. , vol.4 , pp. 177-185
    • Soto, J.1    Soto, P.2
  • 35
    • 33751211866 scopus 로고    scopus 로고
    • Motional restrictions of membrane proteins: A site-directed spin labeling study
    • D. Stopar, J. Strancar, R.B. Spruijt, and M.A. Hemminga Motional restrictions of membrane proteins: a site-directed spin labeling study Biophys. J. 91 2006 3341 3348
    • (2006) Biophys. J. , vol.91 , pp. 3341-3348
    • Stopar, D.1    Strancar, J.2    Spruijt, R.B.3    Hemminga, M.A.4
  • 37
    • 0002589589 scopus 로고
    • Correlation between orientational order and reorientational dynamics of probe molecules in lipid bilayers
    • G. van Ginkel, L.J. Korstanje, H. van Langen, and Y.K. Levine Correlation between orientational order and reorientational dynamics of probe molecules in lipid bilayers Faraday Discuss. Chem. Soc. 81 1986 49 61
    • (1986) Faraday Discuss. Chem. Soc. , vol.81 , pp. 49-61
    • Van Ginkel, G.1    Korstanje, L.J.2    Van Langen, H.3    Levine, Y.K.4
  • 38
    • 0023068117 scopus 로고
    • Covalently bound ω-hydroxyacylsphingosine in the stratum corneum
    • P.W. Wertz, and D.T. Downing Covalently bound ω- hydroxyacylsphingosine in the stratum corneum Biochim. Biophys. Acta 917 1987 108 111
    • (1987) Biochim. Biophys. Acta , vol.917 , pp. 108-111
    • Wertz, P.W.1    Downing, D.T.2
  • 40
    • 0032813920 scopus 로고    scopus 로고
    • Mechanisms of action of phospholipid analogs as anticancer compounds
    • T. Wieder, W. Reutter, C.E. Orfanos, and C.C. Geilen Mechanisms of action of phospholipid analogs as anticancer compounds Prog. Lipid Res. 38 1999 249 259
    • (1999) Prog. Lipid Res. , vol.38 , pp. 249-259
    • Wieder, T.1    Reutter, W.2    Orfanos, C.E.3    Geilen, C.C.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.