Synthesis of β-Cyclodextrin-Decorated Dendritic Compounds Based on EDTA Core: A New Class of PAMAM Dendrimer Analogs

基于EDTA核心的β-环糊精修饰树枝状化合物的合成:一类新型PAMAM树枝状聚合物类似物

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作者:Israel González-Méndez, Esteban Loera-Loera, Kendra Sorroza-Martínez, Mireille Vonlanthen, Fabián Cuétara-Guadarrama, María Josefa Bernad-Bernad, Ernesto Rivera, Jesús Gracia-Mora

Abstract

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.

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