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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todo:paper_03785173_v330_n1-2_p183_Montanari2023-10-03T15:33:07Z Photodynamic ultradeformable liposomes: Design and characterization Montanari, J. Perez, A.P. Di Salvo, F. Diz, V. Barnadas, R. Dicelio, L. Doctorovich, F. Morilla, M.J. Romero, E.L. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_03785173_v330_n1-2_p183_Montanari |
| institution |
Universidad de Buenos Aires |
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I-28 |
| repository_str |
R-134 |
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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 Montanari, J. Perez, A.P. Di Salvo, F. Diz, V. Barnadas, R. Dicelio, L. Doctorovich, F. Morilla, M.J. Romero, E.L. 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. |
| format |
JOUR |
| author |
Montanari, J. Perez, A.P. Di Salvo, F. Diz, V. Barnadas, R. Dicelio, L. Doctorovich, F. Morilla, M.J. Romero, E.L. |
| author_facet |
Montanari, J. Perez, A.P. Di Salvo, F. Diz, V. Barnadas, R. Dicelio, L. Doctorovich, F. Morilla, M.J. Romero, E.L. |
| author_sort |
Montanari, J. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_03785173_v330_n1-2_p183_Montanari |
| work_keys_str_mv |
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