Convergent click synthesis of macromolecular dendritic ß-cyclodextrin derivatives as non-conventional drug carriers: Albendazole as guest model.
Int J Biol Macromol
; 164: 1704-1714, 2020 Dec 01.
Article
em En
| MEDLINE
| ID: mdl-32763396
From a materials science perspective, herein we present the design and synthesis of six macromolecular carbohydrate derivatives, obtained by combining the native cyclic oligosaccharide ßCD and dendritic poly(ester) moieties, coupled by CuAAc click reactions, in a convergent fashion. We envisioned two structural variables to promote the formation of inclusion complexes (ICs) with the anti-parasitic drug Albendazole, the degree of substitution on the ßCD (mono or hepta-substitution) and the dendritic generation (from first to third). In terms of synthetic effort and cost, the mono-substituted ßCD derivatives were obtained in more approachable experimental conditions in comparison to the ßCD dendrimers (hepta-substituted macrocycle). The six dendritic derivatives were more soluble in water and showed better complexation capacity than native ßCD. For both, mono and hepta-substituted ßCD, we observed that the amount of encapsulated ABZ increases when the dendron generation increases. Interestingly, different degrees of substitution (mono and hepta) lead comparable results of ABZ complexation. In conclusion, the encapsulation performance and the consequent solubility enhancement, make these molecular containers excellent materials to positively impact the therapeutic desirability of ABZ.
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Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Albendazol
/
Química Click
/
2-Hidroxipropil-beta-Ciclodextrina
Tipo de estudo:
Prognostic_studies
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article