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Optimización de la entrega molecular dirigida por los sacarídeos a los receptores biológicos: diseño, síntesis y
Juan M Benito1, Marta Gómez-García, Carmen Ortiz Mellet
1Contribution from the Instituto de Investigaciones Químicas, CSIC, Américo Vespucio 49, Isla de la Cartuja, E-41092 Seville, Spain.
Journal of the American Chemical Society
|August 19, 2004
Resumen
Los nuevos derivados dendríticos de la beta-ciclodextrina (betaCD) con ligandos de manosa muestran una alta solubilización del fármaco para el docetaxel. Los cambios arquitectónicos sutiles impactan significativamente la afinidad del receptor y el ensamblaje supramolecular para una mayor unión a la lectina.
Área de la Ciencia:
- Química supramolecular de las moléculas.
- Química de los carbohidratos Química de los carbohidratos
- Entrega de drogas Envío de drogas
Sus antecedentes:
- Los derivados dendríticos de la beta-ciclodextrina (betaCD) se exploran para las interacciones biológicas dirigidas.
- Los ligandos de mannosilo son cruciales para la unión a lectinas específicas y receptores de la superficie celular.
Objetivo del estudio:
- Para sintetizar y evaluar los andamios betaCD-polimanósidos para la eficiencia de unión.
- Para investigar el impacto de la arquitectura glicodendrítica en la unión a la lectina y la inclusión molecular.
- Para evaluar el potencial de estas construcciones como transportadores de drogas, utilizando docetaxel como modelo.
Principales métodos:
- Síntesis de derivados betaCD utilizando acoplamiento isotiocianato-amina para enlaces tioureido.
- Preparación de andamios con variada valencia de ligando y geometría.
- Evaluación de la afinidad de unión con la concanavalina A (Con A) y los receptores de los macrófagos.
- Evaluación de la inclusión de docetaxel y su efecto en el reconocimiento biológico.
Principales resultados:
- Síntesis exitosa de una serie de andamios betaCD-polimanósidos.
- Se ha demostrado una alta capacidad de solubilización de fármacos para el docetaxel.
- Se observó una influencia significativa de la arquitectura conjugada en la afinidad del receptor.
- Interacciones establecidas entre huésped y huésped para crear glicoglomeros dinámicos con mayor afinidad a la lectina.
Conclusiones:
- Los conjugados betaCD-polimanosídicos dendríticos son efectivos en la solubilización de fármacos y en la administración dirigida.
- Las modificaciones arquitectónicas ofrecen un medio para ajustar las propiedades de unión y supramoleculares de los receptores.
- Estas construcciones son prometedoras como transportadores moleculares eficientes para agentes terapéuticos.
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