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Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs
In this work, two dendritic molecules containing an ethylenediaminetetraacetic acid (EDTA) core decorated with two and four β-cyclodextrin (βCD) units were synthesized and fully characterized. Copper(I)-catalyzed alkyne–azide cycloaddition (CuAAC) click chemistry under microwave irradiation was used...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9697223/ https://www.ncbi.nlm.nih.gov/pubmed/36365180 http://dx.doi.org/10.3390/pharmaceutics14112363 |
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author | González-Méndez, Israel Loera-Loera, Esteban Sorroza-Martínez, Kendra Vonlanthen, Mireille Cuétara-Guadarrama, Fabián Bernad-Bernad, María Josefa Rivera, Ernesto Gracia-Mora, Jesús |
author_facet | González-Méndez, Israel Loera-Loera, Esteban Sorroza-Martínez, Kendra Vonlanthen, Mireille Cuétara-Guadarrama, Fabián Bernad-Bernad, María Josefa Rivera, Ernesto Gracia-Mora, Jesús |
author_sort | González-Méndez, Israel |
collection | PubMed |
description | In this work, two dendritic molecules containing an ethylenediaminetetraacetic acid (EDTA) core decorated with two and four β-cyclodextrin (βCD) units were synthesized and fully characterized. Copper(I)-catalyzed alkyne–azide cycloaddition (CuAAC) click chemistry under microwave irradiation was used to obtain the target compounds with yields up to 99%. The classical ethylenediamine (EDA) core present in PAMAM dendrimers was replaced by an EDTA core, obtaining platforms that increase the water solubility at least 80 times compared with native βCD. The synthetic methodology presented here represents a convenient alternative for the rapid and efficient construction of PAMAM analogs. These molecules are envisaged for future applications as drug carriers. |
format | Online Article Text |
id | pubmed-9697223 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-96972232022-11-26 Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs González-Méndez, Israel Loera-Loera, Esteban Sorroza-Martínez, Kendra Vonlanthen, Mireille Cuétara-Guadarrama, Fabián Bernad-Bernad, María Josefa Rivera, Ernesto Gracia-Mora, Jesús Pharmaceutics Article In this work, two dendritic molecules containing an ethylenediaminetetraacetic acid (EDTA) core decorated with two and four β-cyclodextrin (βCD) units were synthesized and fully characterized. Copper(I)-catalyzed alkyne–azide cycloaddition (CuAAC) click chemistry under microwave irradiation was used to obtain the target compounds with yields up to 99%. The classical ethylenediamine (EDA) core present in PAMAM dendrimers was replaced by an EDTA core, obtaining platforms that increase the water solubility at least 80 times compared with native βCD. The synthetic methodology presented here represents a convenient alternative for the rapid and efficient construction of PAMAM analogs. These molecules are envisaged for future applications as drug carriers. MDPI 2022-11-02 /pmc/articles/PMC9697223/ /pubmed/36365180 http://dx.doi.org/10.3390/pharmaceutics14112363 Text en © 2022 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 Loera-Loera, Esteban Sorroza-Martínez, Kendra Vonlanthen, Mireille Cuétara-Guadarrama, Fabián Bernad-Bernad, María Josefa Rivera, Ernesto Gracia-Mora, Jesús Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs |
title | Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs |
title_full | Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs |
title_fullStr | Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs |
title_full_unstemmed | Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs |
title_short | Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs |
title_sort | synthesis of β-cyclodextrin-decorated dendritic compounds based on edta core: a new class of pamam dendrimer analogs |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9697223/ https://www.ncbi.nlm.nih.gov/pubmed/36365180 http://dx.doi.org/10.3390/pharmaceutics14112363 |
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