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

被引:3
|
作者
Gonzalez-Mendez, Israel [1 ]
Loera-Loera, Esteban [1 ,2 ]
Sorroza-Martinez, Kendra [3 ]
Vonlanthen, Mireille [3 ]
Cuetara-Guadarrama, Fabian [3 ]
Bernad-Bernad, Maria Josefa [4 ]
Rivera, Ernesto [3 ]
Gracia-Mora, Jesus [1 ]
机构
[1] Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Inorgan & Nucl, Ciudad Univ, Mexico City 04510, DF, Mexico
[2] Univ Valle Mexico, Escuela Ciencias Salud, Campus Coyoacan,Calzada Tlalpan 3000, Mexico City 04910, DF, Mexico
[3] Univ Nacl Autonoma Mexico, Inst Invest Mat, Ciudad Univ, Mexico City 04510, DF, Mexico
[4] Univ Nacl Autonoma Mexico, Fac Quim, Dept Farm, Ciudad Univ, Mexico City 04510, DF, Mexico
关键词
EDTA dendrimer; beta-cyclodextrin; click chemistry; PAMAM dendrimer; microwave assisted synthesis; SURFACE-ENGINEERED DENDRIMERS; POLY(AMIDOAMINE) DENDRIMERS; DRUG; DERIVATIVES; SOLUBILITY; TOXICITY;
D O I
10.3390/pharmaceutics14112363
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
In this work, two dendritic molecules containing an ethylenediaminetetraacetic acid (EDTA) core decorated with two and four beta-cyclodextrin (beta CD) 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 beta CD. 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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页数:15
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