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pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy

For topical treatment of skin cancer, the design of pH-responsive nanocarriers able to selectively release the drug in the tumor acidic microenvironment represents a reliable option for targeted delivery. In this context, a series of newly synthesized surface-active fatty acid-protic ionic liquids (...

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Autores principales: Tampucci, Silvia, Guazzelli, Lorenzo, Burgalassi, Susi, Carpi, Sara, Chetoni, Patrizia, Mezzetta, Andrea, Nieri, Paola, Polini, Beatrice, Pomelli, Christian Silvio, Terreni, Eleonora, Monti, Daniela
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7697672/
https://www.ncbi.nlm.nih.gov/pubmed/33187215
http://dx.doi.org/10.3390/pharmaceutics12111078
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author Tampucci, Silvia
Guazzelli, Lorenzo
Burgalassi, Susi
Carpi, Sara
Chetoni, Patrizia
Mezzetta, Andrea
Nieri, Paola
Polini, Beatrice
Pomelli, Christian Silvio
Terreni, Eleonora
Monti, Daniela
author_facet Tampucci, Silvia
Guazzelli, Lorenzo
Burgalassi, Susi
Carpi, Sara
Chetoni, Patrizia
Mezzetta, Andrea
Nieri, Paola
Polini, Beatrice
Pomelli, Christian Silvio
Terreni, Eleonora
Monti, Daniela
author_sort Tampucci, Silvia
collection PubMed
description For topical treatment of skin cancer, the design of pH-responsive nanocarriers able to selectively release the drug in the tumor acidic microenvironment represents a reliable option for targeted delivery. In this context, a series of newly synthesized surface-active fatty acid-protic ionic liquids (FA-PILs), based on tetramethylguanidinium cation and different natural hydrophobic fatty acid carboxylates, have been investigated with the aim of developing a pH-sensitive nanostructured drug delivery system for cutaneous administration in the skin cancer therapy. The capability of FA-PILs to arrange in micelles when combined with each other and with the non-ionic surfactant d-α-Tocopherol polyethylene glycol succinate (vitamin E TPGS) as well as their ability to solubilize imiquimod, an immuno-stimulant drug used for the treatment of skin cancerous lesions, have been demonstrated. The FA-PILs-TPGS mixed micelles showed pH-sensitivity, suggesting that the acidic environment of cancer cells can trigger nanostructures’ swelling and collapse with consequent rapid release of imiquimod and drug cytotoxic potential enhancement. The in vitro permeation/penetration study showed that the micellar formulation produced effective imiquimod concentrations into the skin exposed to acid environment, representing a potential efficacious and selective drug delivery system able to trigger the drug release in the tumor tissues, at lower and less irritating drug concentrations.
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spelling pubmed-76976722020-11-29 pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy Tampucci, Silvia Guazzelli, Lorenzo Burgalassi, Susi Carpi, Sara Chetoni, Patrizia Mezzetta, Andrea Nieri, Paola Polini, Beatrice Pomelli, Christian Silvio Terreni, Eleonora Monti, Daniela Pharmaceutics Article For topical treatment of skin cancer, the design of pH-responsive nanocarriers able to selectively release the drug in the tumor acidic microenvironment represents a reliable option for targeted delivery. In this context, a series of newly synthesized surface-active fatty acid-protic ionic liquids (FA-PILs), based on tetramethylguanidinium cation and different natural hydrophobic fatty acid carboxylates, have been investigated with the aim of developing a pH-sensitive nanostructured drug delivery system for cutaneous administration in the skin cancer therapy. The capability of FA-PILs to arrange in micelles when combined with each other and with the non-ionic surfactant d-α-Tocopherol polyethylene glycol succinate (vitamin E TPGS) as well as their ability to solubilize imiquimod, an immuno-stimulant drug used for the treatment of skin cancerous lesions, have been demonstrated. The FA-PILs-TPGS mixed micelles showed pH-sensitivity, suggesting that the acidic environment of cancer cells can trigger nanostructures’ swelling and collapse with consequent rapid release of imiquimod and drug cytotoxic potential enhancement. The in vitro permeation/penetration study showed that the micellar formulation produced effective imiquimod concentrations into the skin exposed to acid environment, representing a potential efficacious and selective drug delivery system able to trigger the drug release in the tumor tissues, at lower and less irritating drug concentrations. MDPI 2020-11-11 /pmc/articles/PMC7697672/ /pubmed/33187215 http://dx.doi.org/10.3390/pharmaceutics12111078 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Tampucci, Silvia
Guazzelli, Lorenzo
Burgalassi, Susi
Carpi, Sara
Chetoni, Patrizia
Mezzetta, Andrea
Nieri, Paola
Polini, Beatrice
Pomelli, Christian Silvio
Terreni, Eleonora
Monti, Daniela
pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy
title pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy
title_full pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy
title_fullStr pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy
title_full_unstemmed pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy
title_short pH-Responsive Nanostructures Based on Surface Active Fatty Acid-Protic Ionic Liquids for Imiquimod Delivery in Skin Cancer Topical Therapy
title_sort ph-responsive nanostructures based on surface active fatty acid-protic ionic liquids for imiquimod delivery in skin cancer topical therapy
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7697672/
https://www.ncbi.nlm.nih.gov/pubmed/33187215
http://dx.doi.org/10.3390/pharmaceutics12111078
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