Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein

Autores
Rivero Berti, Ignacio; Rodenak Kladniew, Boris Emilio; Onaindia, Celeste; Adam, Claudia G.; Islan, Germán Abel; Durán, Nelson; Castro, Guillermo Raúl
Año de publicación
2020
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Violacein (Viol) is a pigment produced by several Gram-negative bacteria with many bioactivities, such as anticancer, virucide, and antiparasitic. However, violacein is insoluble under physiological conditions preventing its potential therapeutic uses. Surface-active ionic liquids (SAILs) based on the cation 1-alkylimidazolium ([CnHim]) with n = 10 to 16 alkyl carbon side chain lengths and acetate, bromide, methanesulfonate (S) or trifluoroacetate (F) as counterions were synthesized and screened to dissolve Viol in micellar aqueous media and for toxicological studies on the human lung carcinoma A549 cell line. Screening allowed the selection of 1.5 × 10−3% (w/v) [C16Him]-S because it combines low cytotoxicity with 71.5% cell viability and good interaction with 95.2% of the violacein kept in micellar solution for at least 48 h. [Viol-([C16Him]-S)] complex was used to develop an efficient hybrid solid lipid nanoparticle (SLN) carrier based on myristyl myristate and poloxamer 188 and tailored with folate to target cancer cells. Cellular SLN uptake was evaluated with fluorescent DiOC18 on A549, HCT-116, and HeLa cell lines expressing or not the folate receptor. The results showed fivefold incorporation of Viol nanoparticles in HCT-116 and HeLa cell cultures, displaying a high level of folate receptor. Biophysical characterization of the hybrid solid lipid carrier containing Viol was performed by dynamic light scattering, Fourier transform infrared, X-ray diffraction and X-ray photoelectron spectroscopies, and by transmission electron and cryo-transmission microscopies.
Centro de Investigación y Desarrollo en Fermentaciones Industriales
Instituto de Investigaciones Bioquímicas de La Plata
Materia
Ciencias Exactas
Química
Cytotoxicity
Surface-active ionic liquids
Solid lipid nanoparticle
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/124042
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/124042
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violaceinRivero Berti, IgnacioRodenak Kladniew, Boris EmilioOnaindia, CelesteAdam, Claudia G.Islan, Germán AbelDurán, NelsonCastro, Guillermo RaúlCiencias ExactasQuímicaCytotoxicitySurface-active ionic liquidsSolid lipid nanoparticleViolacein (Viol) is a pigment produced by several Gram-negative bacteria with many bioactivities, such as anticancer, virucide, and antiparasitic. However, violacein is insoluble under physiological conditions preventing its potential therapeutic uses. Surface-active ionic liquids (SAILs) based on the cation 1-alkylimidazolium ([C<sub>n</sub>Him]) with n = 10 to 16 alkyl carbon side chain lengths and acetate, bromide, methanesulfonate (S) or trifluoroacetate (F) as counterions were synthesized and screened to dissolve Viol in micellar aqueous media and for toxicological studies on the human lung carcinoma A549 cell line. Screening allowed the selection of 1.5 × 10<sup>−3</sup>% (w/v) [C<sub>16</sub>Him]-S because it combines low cytotoxicity with 71.5% cell viability and good interaction with 95.2% of the violacein kept in micellar solution for at least 48 h. [Viol-([C<sub>16</sub>Him]-S)] complex was used to develop an efficient hybrid solid lipid nanoparticle (SLN) carrier based on myristyl myristate and poloxamer 188 and tailored with folate to target cancer cells. Cellular SLN uptake was evaluated with fluorescent DiOC<sub>18</sub> on A549, HCT-116, and HeLa cell lines expressing or not the folate receptor. The results showed fivefold incorporation of Viol nanoparticles in HCT-116 and HeLa cell cultures, displaying a high level of folate receptor. Biophysical characterization of the hybrid solid lipid carrier containing Viol was performed by dynamic light scattering, Fourier transform infrared, X-ray diffraction and X-ray photoelectron spectroscopies, and by transmission electron and cryo-transmission microscopies.Centro de Investigación y Desarrollo en Fermentaciones IndustrialesInstituto de Investigaciones Bioquímicas de La Plata2020info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf29336-29346http://sedici.unlp.edu.ar/handle/10915/124042enginfo:eu-repo/semantics/altIdentifier/issn/2046-2069info:eu-repo/semantics/altIdentifier/doi/10.1039/d0ra05101binfo:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc/4.0/Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:29:28Zoai:sedici.unlp.edu.ar:10915/124042Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:29:28.76SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
title Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
spellingShingle Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
Rivero Berti, Ignacio
Ciencias Exactas
Química
Cytotoxicity
Surface-active ionic liquids
Solid lipid nanoparticle
title_short Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
title_full Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
title_fullStr Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
title_full_unstemmed Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
title_sort Assessment of <i>in vitro</i> cytotoxicity of imidazole ionic liquids and inclusion in targeted drug carriers containing violacein
dc.creator.none.fl_str_mv Rivero Berti, Ignacio
Rodenak Kladniew, Boris Emilio
Onaindia, Celeste
Adam, Claudia G.
Islan, Germán Abel
Durán, Nelson
Castro, Guillermo Raúl
author Rivero Berti, Ignacio
author_facet Rivero Berti, Ignacio
Rodenak Kladniew, Boris Emilio
Onaindia, Celeste
Adam, Claudia G.
Islan, Germán Abel
Durán, Nelson
Castro, Guillermo Raúl
author_role author
author2 Rodenak Kladniew, Boris Emilio
Onaindia, Celeste
Adam, Claudia G.
Islan, Germán Abel
Durán, Nelson
Castro, Guillermo Raúl
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Ciencias Exactas
Química
Cytotoxicity
Surface-active ionic liquids
Solid lipid nanoparticle
topic Ciencias Exactas
Química
Cytotoxicity
Surface-active ionic liquids
Solid lipid nanoparticle
dc.description.none.fl_txt_mv Violacein (Viol) is a pigment produced by several Gram-negative bacteria with many bioactivities, such as anticancer, virucide, and antiparasitic. However, violacein is insoluble under physiological conditions preventing its potential therapeutic uses. Surface-active ionic liquids (SAILs) based on the cation 1-alkylimidazolium ([C<sub>n</sub>Him]) with n = 10 to 16 alkyl carbon side chain lengths and acetate, bromide, methanesulfonate (S) or trifluoroacetate (F) as counterions were synthesized and screened to dissolve Viol in micellar aqueous media and for toxicological studies on the human lung carcinoma A549 cell line. Screening allowed the selection of 1.5 × 10<sup>−3</sup>% (w/v) [C<sub>16</sub>Him]-S because it combines low cytotoxicity with 71.5% cell viability and good interaction with 95.2% of the violacein kept in micellar solution for at least 48 h. [Viol-([C<sub>16</sub>Him]-S)] complex was used to develop an efficient hybrid solid lipid nanoparticle (SLN) carrier based on myristyl myristate and poloxamer 188 and tailored with folate to target cancer cells. Cellular SLN uptake was evaluated with fluorescent DiOC<sub>18</sub> on A549, HCT-116, and HeLa cell lines expressing or not the folate receptor. The results showed fivefold incorporation of Viol nanoparticles in HCT-116 and HeLa cell cultures, displaying a high level of folate receptor. Biophysical characterization of the hybrid solid lipid carrier containing Viol was performed by dynamic light scattering, Fourier transform infrared, X-ray diffraction and X-ray photoelectron spectroscopies, and by transmission electron and cryo-transmission microscopies.
Centro de Investigación y Desarrollo en Fermentaciones Industriales
Instituto de Investigaciones Bioquímicas de La Plata
description Violacein (Viol) is a pigment produced by several Gram-negative bacteria with many bioactivities, such as anticancer, virucide, and antiparasitic. However, violacein is insoluble under physiological conditions preventing its potential therapeutic uses. Surface-active ionic liquids (SAILs) based on the cation 1-alkylimidazolium ([C<sub>n</sub>Him]) with n = 10 to 16 alkyl carbon side chain lengths and acetate, bromide, methanesulfonate (S) or trifluoroacetate (F) as counterions were synthesized and screened to dissolve Viol in micellar aqueous media and for toxicological studies on the human lung carcinoma A549 cell line. Screening allowed the selection of 1.5 × 10<sup>−3</sup>% (w/v) [C<sub>16</sub>Him]-S because it combines low cytotoxicity with 71.5% cell viability and good interaction with 95.2% of the violacein kept in micellar solution for at least 48 h. [Viol-([C<sub>16</sub>Him]-S)] complex was used to develop an efficient hybrid solid lipid nanoparticle (SLN) carrier based on myristyl myristate and poloxamer 188 and tailored with folate to target cancer cells. Cellular SLN uptake was evaluated with fluorescent DiOC<sub>18</sub> on A549, HCT-116, and HeLa cell lines expressing or not the folate receptor. The results showed fivefold incorporation of Viol nanoparticles in HCT-116 and HeLa cell cultures, displaying a high level of folate receptor. Biophysical characterization of the hybrid solid lipid carrier containing Viol was performed by dynamic light scattering, Fourier transform infrared, X-ray diffraction and X-ray photoelectron spectroscopies, and by transmission electron and cryo-transmission microscopies.
publishDate 2020
dc.date.none.fl_str_mv 2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/124042
url http://sedici.unlp.edu.ar/handle/10915/124042
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/2046-2069
info:eu-repo/semantics/altIdentifier/doi/10.1039/d0ra05101b
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc/4.0/
Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc/4.0/
Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)
dc.format.none.fl_str_mv application/pdf
29336-29346
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instname:Universidad Nacional de La Plata
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reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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