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Convergent click synthesis of macromolecular dendritic ß-cyclodextrin derivatives as non-conventional drug carriers: Albendazole as guest model.
López-Méndez, Luis José; Cuéllar-Ramírez, Eva Edith; Cabrera-Quiñones, Neyra Citlali; Rojas-Aguirre, Yareli; Guadarrama, Patricia.
Afiliação
  • López-Méndez LJ; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico.
  • Cuéllar-Ramírez EE; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico.
  • Cabrera-Quiñones NC; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico.
  • Rojas-Aguirre Y; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico.
  • Guadarrama P; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. Electronic address: patriciagua@materiales.unam.mx.
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

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