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SuFEx Click Chemistry habilitó la funcionalidad del fármaco en etapa tardía

Zilei Liu^1,2, Jie Li^1,2, Suhua Li²

¹Department of Molecular Medicine, The Scripps Research Institute , La Jolla, California 92037, United States.

Journal of the American Chemical Society

|February 17, 2018

Resumen

La química de intercambio de fluoruro de azufre (SuFEx) permite la síntesis rápida de nuevos fármacos anticancerígenos. Este nuevo método genera y prueba rápidamente los arilfluorosulfatos, revelando compuestos con mayor potencia contra las células cancerosas.

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Área de la Ciencia:

Química medicinal
Química orgánica
Descubrimiento de drogas

Sus antecedentes:

El intercambio de fluoruro de azufre (SuFEx) es una técnica química de clic emergente.
La química SuFEx ofrece una plataforma versátil para sintetizar nuevos compuestos.
Su aplicación en el descubrimiento de fármacos es un área poco explorada.

Objetivo del estudio:

Desarrollar y validar un método in situ para la química de SuFEx en placas de 96 pozos.
Para permitir la síntesis rápida y el cribado biológico de derivados del arilfluorosulfato.
Explorar el potencial de SuFEx en la funcionalización en etapas avanzadas de fármacos contra el cáncer.

Principales métodos:

Desarrolló una reacción SuFEx in situ para la conversión de fenoles en sulfatos de arilofluoro.
Se utilizó la síntesis y el cribado automatizados para la evaluación rápida de la actividad biológica.
Realizó la funcionalización en etapa tardía de fármacos anticancerosos conocidos.

Principales resultados:

Se identificaron tres sulfatos de arilfluoro con mejor actividad de proliferación de células cancerosas.
El derivado de fluorosulfato de Fulvestrant mostró una mayor actividad en las células de cáncer de mama ER+.
El derivado de fluorosulfato de Combretastatina A4 mostró un aumento de 70 veces en la potencia contra las células de cáncer de colon resistentes a los fármacos.

Conclusiones:

El método SuFEx desarrollado in situ es compatible con la síntesis y el cribado automatizados.
Este enfoque facilita el descubrimiento de nuevos fármacos candidatos con propiedades terapéuticas mejoradas.
La química de SuFEx es muy prometedora para acelerar el descubrimiento y desarrollo de fármacos.