Photodynamic ultradeformable liposomes: Design and characterization

Hydrophobic ([tetrakis(2,4-dimetil-3-pentyloxi)-phthalocyaninate]zinc(II)) (ZnPc) and hydrophilic ([tetrakis(N,N,N-trimethylammoniumetoxi)-phthalocyaninate]zinc(II) tetraiodide) (ZnPcMet) phthalocyanines were synthesized and loaded in ultradeformable liposomes (UDL) of soybean phosphatidylcholine an...

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Autores principales: Di Salvo, Florencia, Diz, Virginia Emilse, Dicelio, Lelia Elina, Doctorovich, Fabio Ariel
Publicado: 2007
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03785173_v330_n1-2_p183_Montanari
http://hdl.handle.net/20.500.12110/paper_03785173_v330_n1-2_p183_Montanari
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spelling paper:paper_03785173_v330_n1-2_p183_Montanari2023-06-08T15:40:22Z Photodynamic ultradeformable liposomes: Design and characterization Di Salvo, Florencia Diz, Virginia Emilse Dicelio, Lelia Elina Doctorovich, Fabio Ariel Phthalocyanines Ultradeformable liposomes cholic acid liposome oxidoreductase phosphatidylcholine phthalocyanine derivative tetrakis(2,4 dimethyl 3 pentyloxy)phthalocyaninate zinc tetrakis(n,n,n trimethylammoniumethoxy)phthalocyaninate zinc tetraiodide unclassified drug absorption spectroscopy animal cell article controlled study differential scanning calorimetry drug cytotoxicity drug delivery system drug structure encapsulation fluorescence microscopy hydrophilicity hydrophobicity nonhuman phase transition photodynamics priority journal quantum yield thermodynamics transmission electron microscopy Vero cell zeta potential Animals Calorimetry, Differential Scanning Cell Survival Cercopithecus aethiops Indoles Leishmaniasis, Cutaneous Liposomes Macrophages Mice Microscopy, Electron, Transmission Nanotechnology Photochemotherapy Radiation-Sensitizing Agents Spectrometry, Fluorescence Spectrophotometry, Ultraviolet Vero Cells Hydrophobic ([tetrakis(2,4-dimetil-3-pentyloxi)-phthalocyaninate]zinc(II)) (ZnPc) and hydrophilic ([tetrakis(N,N,N-trimethylammoniumetoxi)-phthalocyaninate]zinc(II) tetraiodide) (ZnPcMet) phthalocyanines were synthesized and loaded in ultradeformable liposomes (UDL) of soybean phosphatidylcholine and sodium cholate (6:1, w/w, ratio), resulting 100 nm mean size vesicles of negative Zeta potential, with encapsulation efficiencies of 85 and 53%, enthalpy of phase transition of 5.33 and 158 J/mmol for ZnPc and ZnPcMet, respectively, indicating their deep and moderate partition into UD matrices. Matrix elasticity of UDL-phthalocyanines resulted 28-fold greater than that of non-UDL, leaking only 25% of its inner aqueous content after passage through a nanoporous barrier versus 100% leakage for non-UDL. UDL-ZnPc made ZnPc soluble in aqueous buffer while kept the monomeric state, rendering singlet oxygen quantum yield (ΦΔ) similar to that obtained in ethanol (0.61), whereas UDL-ZnPcMet had a four-fold higher ΦΔ than that of free ZnPcMet (0.21). Free phthalocyanines were non-toxic at 1 and 10 μM, both in dark or upon irradiation at 15 J/cm2 on Vero and J-774 cells (MTT assay). Only liposomal ZnPc at 10 μM was toxic for J-774 cells under both conditions. Aditionally, endo-lysosomal confinement of the HPTS dye was kept after irradiation at 15 J/cm2 in the presence of UDL-phtalocyanines. This could lead to improve effects of singlet oxygen against intra-vesicular pathogen targets inside the endo-lysosomal system. © 2006 Elsevier B.V. All rights reserved. Fil:Di Salvo, F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Diz, V. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Dicelio, L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Doctorovich, F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2007 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03785173_v330_n1-2_p183_Montanari http://hdl.handle.net/20.500.12110/paper_03785173_v330_n1-2_p183_Montanari
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Phthalocyanines
Ultradeformable liposomes
cholic acid
liposome
oxidoreductase
phosphatidylcholine
phthalocyanine derivative
tetrakis(2,4 dimethyl 3 pentyloxy)phthalocyaninate zinc
tetrakis(n,n,n trimethylammoniumethoxy)phthalocyaninate zinc tetraiodide
unclassified drug
absorption spectroscopy
animal cell
article
controlled study
differential scanning calorimetry
drug cytotoxicity
drug delivery system
drug structure
encapsulation
fluorescence microscopy
hydrophilicity
hydrophobicity
nonhuman
phase transition
photodynamics
priority journal
quantum yield
thermodynamics
transmission electron microscopy
Vero cell
zeta potential
Animals
Calorimetry, Differential Scanning
Cell Survival
Cercopithecus aethiops
Indoles
Leishmaniasis, Cutaneous
Liposomes
Macrophages
Mice
Microscopy, Electron, Transmission
Nanotechnology
Photochemotherapy
Radiation-Sensitizing Agents
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
Vero Cells
spellingShingle Phthalocyanines
Ultradeformable liposomes
cholic acid
liposome
oxidoreductase
phosphatidylcholine
phthalocyanine derivative
tetrakis(2,4 dimethyl 3 pentyloxy)phthalocyaninate zinc
tetrakis(n,n,n trimethylammoniumethoxy)phthalocyaninate zinc tetraiodide
unclassified drug
absorption spectroscopy
animal cell
article
controlled study
differential scanning calorimetry
drug cytotoxicity
drug delivery system
drug structure
encapsulation
fluorescence microscopy
hydrophilicity
hydrophobicity
nonhuman
phase transition
photodynamics
priority journal
quantum yield
thermodynamics
transmission electron microscopy
Vero cell
zeta potential
Animals
Calorimetry, Differential Scanning
Cell Survival
Cercopithecus aethiops
Indoles
Leishmaniasis, Cutaneous
Liposomes
Macrophages
Mice
Microscopy, Electron, Transmission
Nanotechnology
Photochemotherapy
Radiation-Sensitizing Agents
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
Vero Cells
Di Salvo, Florencia
Diz, Virginia Emilse
Dicelio, Lelia Elina
Doctorovich, Fabio Ariel
Photodynamic ultradeformable liposomes: Design and characterization
topic_facet Phthalocyanines
Ultradeformable liposomes
cholic acid
liposome
oxidoreductase
phosphatidylcholine
phthalocyanine derivative
tetrakis(2,4 dimethyl 3 pentyloxy)phthalocyaninate zinc
tetrakis(n,n,n trimethylammoniumethoxy)phthalocyaninate zinc tetraiodide
unclassified drug
absorption spectroscopy
animal cell
article
controlled study
differential scanning calorimetry
drug cytotoxicity
drug delivery system
drug structure
encapsulation
fluorescence microscopy
hydrophilicity
hydrophobicity
nonhuman
phase transition
photodynamics
priority journal
quantum yield
thermodynamics
transmission electron microscopy
Vero cell
zeta potential
Animals
Calorimetry, Differential Scanning
Cell Survival
Cercopithecus aethiops
Indoles
Leishmaniasis, Cutaneous
Liposomes
Macrophages
Mice
Microscopy, Electron, Transmission
Nanotechnology
Photochemotherapy
Radiation-Sensitizing Agents
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
Vero Cells
description Hydrophobic ([tetrakis(2,4-dimetil-3-pentyloxi)-phthalocyaninate]zinc(II)) (ZnPc) and hydrophilic ([tetrakis(N,N,N-trimethylammoniumetoxi)-phthalocyaninate]zinc(II) tetraiodide) (ZnPcMet) phthalocyanines were synthesized and loaded in ultradeformable liposomes (UDL) of soybean phosphatidylcholine and sodium cholate (6:1, w/w, ratio), resulting 100 nm mean size vesicles of negative Zeta potential, with encapsulation efficiencies of 85 and 53%, enthalpy of phase transition of 5.33 and 158 J/mmol for ZnPc and ZnPcMet, respectively, indicating their deep and moderate partition into UD matrices. Matrix elasticity of UDL-phthalocyanines resulted 28-fold greater than that of non-UDL, leaking only 25% of its inner aqueous content after passage through a nanoporous barrier versus 100% leakage for non-UDL. UDL-ZnPc made ZnPc soluble in aqueous buffer while kept the monomeric state, rendering singlet oxygen quantum yield (ΦΔ) similar to that obtained in ethanol (0.61), whereas UDL-ZnPcMet had a four-fold higher ΦΔ than that of free ZnPcMet (0.21). Free phthalocyanines were non-toxic at 1 and 10 μM, both in dark or upon irradiation at 15 J/cm2 on Vero and J-774 cells (MTT assay). Only liposomal ZnPc at 10 μM was toxic for J-774 cells under both conditions. Aditionally, endo-lysosomal confinement of the HPTS dye was kept after irradiation at 15 J/cm2 in the presence of UDL-phtalocyanines. This could lead to improve effects of singlet oxygen against intra-vesicular pathogen targets inside the endo-lysosomal system. © 2006 Elsevier B.V. All rights reserved.
author Di Salvo, Florencia
Diz, Virginia Emilse
Dicelio, Lelia Elina
Doctorovich, Fabio Ariel
author_facet Di Salvo, Florencia
Diz, Virginia Emilse
Dicelio, Lelia Elina
Doctorovich, Fabio Ariel
author_sort Di Salvo, Florencia
title Photodynamic ultradeformable liposomes: Design and characterization
title_short Photodynamic ultradeformable liposomes: Design and characterization
title_full Photodynamic ultradeformable liposomes: Design and characterization
title_fullStr Photodynamic ultradeformable liposomes: Design and characterization
title_full_unstemmed Photodynamic ultradeformable liposomes: Design and characterization
title_sort photodynamic ultradeformable liposomes: design and characterization
publishDate 2007
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03785173_v330_n1-2_p183_Montanari
http://hdl.handle.net/20.500.12110/paper_03785173_v330_n1-2_p183_Montanari
work_keys_str_mv AT disalvoflorencia photodynamicultradeformableliposomesdesignandcharacterization
AT dizvirginiaemilse photodynamicultradeformableliposomesdesignandcharacterization
AT dicelioleliaelina photodynamicultradeformableliposomesdesignandcharacterization
AT doctorovichfabioariel photodynamicultradeformableliposomesdesignandcharacterization
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