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Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior

The synthesis of a new family of ethylenediaminetetraacetic acid (EDTA) core dimers and G0 dendrimers end-capped with two and four β-cyclodextrin (βCD) moieties was performed by click-chemistry conjugation, varying the spacers attached to the core. The structure analyses were achieved in DMSO-d(6) a...

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Autores principales: González-Méndez, Israel, Sorroza-Martínez, Kendra, González-Sánchez, Ignacio, Gracia-Mora, Jesús, Bernad-Bernad, María Josefa, Cerbón, Marco, Rivera, Ernesto, Yatsimirsky, Anatoly K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10572662/
https://www.ncbi.nlm.nih.gov/pubmed/37833869
http://dx.doi.org/10.3390/ijms241914422
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author González-Méndez, Israel
Sorroza-Martínez, Kendra
González-Sánchez, Ignacio
Gracia-Mora, Jesús
Bernad-Bernad, María Josefa
Cerbón, Marco
Rivera, Ernesto
Yatsimirsky, Anatoly K.
author_facet González-Méndez, Israel
Sorroza-Martínez, Kendra
González-Sánchez, Ignacio
Gracia-Mora, Jesús
Bernad-Bernad, María Josefa
Cerbón, Marco
Rivera, Ernesto
Yatsimirsky, Anatoly K.
author_sort González-Méndez, Israel
collection PubMed
description The synthesis of a new family of ethylenediaminetetraacetic acid (EDTA) core dimers and G0 dendrimers end-capped with two and four β-cyclodextrin (βCD) moieties was performed by click-chemistry conjugation, varying the spacers attached to the core. The structure analyses were achieved in DMSO-d(6) and the self-inclusion process was studied in D(2)O by (1)H-NMR spectroscopy for all platforms. It was demonstrated that the interaction with adamantane carboxylic acid (AdCOOH) results in a guest-induced shift of the self-inclusion effect, demonstrating the full host ability of the βCD units in these new platforms without any influence of the spacer. The results of the quantitative size and water solubility measurements demonstrated the equivalence between the novel EDTA-βCD platforms and the classical PAMAM-βCD dendrimer. Finally, we determined the toxicity for all EDTA-βCD platforms in four different cell lines: two human breast cancer cells (MCF-7 and MDA-MB-231), human cervical adenocarcinoma cancer cells (HeLa), and human lung adenocarcinoma cells (SK-LU-1). The new EDTA-βCD carriers did not present any cytotoxicity in the tested cell lines, which showed that these new classes of platforms are promising candidates for drug delivery.
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spelling pubmed-105726622023-10-14 Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior González-Méndez, Israel Sorroza-Martínez, Kendra González-Sánchez, Ignacio Gracia-Mora, Jesús Bernad-Bernad, María Josefa Cerbón, Marco Rivera, Ernesto Yatsimirsky, Anatoly K. Int J Mol Sci Article The synthesis of a new family of ethylenediaminetetraacetic acid (EDTA) core dimers and G0 dendrimers end-capped with two and four β-cyclodextrin (βCD) moieties was performed by click-chemistry conjugation, varying the spacers attached to the core. The structure analyses were achieved in DMSO-d(6) and the self-inclusion process was studied in D(2)O by (1)H-NMR spectroscopy for all platforms. It was demonstrated that the interaction with adamantane carboxylic acid (AdCOOH) results in a guest-induced shift of the self-inclusion effect, demonstrating the full host ability of the βCD units in these new platforms without any influence of the spacer. The results of the quantitative size and water solubility measurements demonstrated the equivalence between the novel EDTA-βCD platforms and the classical PAMAM-βCD dendrimer. Finally, we determined the toxicity for all EDTA-βCD platforms in four different cell lines: two human breast cancer cells (MCF-7 and MDA-MB-231), human cervical adenocarcinoma cancer cells (HeLa), and human lung adenocarcinoma cells (SK-LU-1). The new EDTA-βCD carriers did not present any cytotoxicity in the tested cell lines, which showed that these new classes of platforms are promising candidates for drug delivery. MDPI 2023-09-22 /pmc/articles/PMC10572662/ /pubmed/37833869 http://dx.doi.org/10.3390/ijms241914422 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
González-Méndez, Israel
Sorroza-Martínez, Kendra
González-Sánchez, Ignacio
Gracia-Mora, Jesús
Bernad-Bernad, María Josefa
Cerbón, Marco
Rivera, Ernesto
Yatsimirsky, Anatoly K.
Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior
title Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior
title_full Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior
title_fullStr Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior
title_full_unstemmed Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior
title_short Exploring the Influence of Spacers in EDTA–β-Cyclodextrin Dendrimers: Physicochemical Properties and In Vitro Biological Behavior
title_sort exploring the influence of spacers in edta–β-cyclodextrin dendrimers: physicochemical properties and in vitro biological behavior
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10572662/
https://www.ncbi.nlm.nih.gov/pubmed/37833869
http://dx.doi.org/10.3390/ijms241914422
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