Tổng hợp các α-aminophosphonates mới dưới sự chiếu xạ vi sóng, đánh giá sinh học với tư cách là tác nhân chống tăng sinh và chất kích thích quá trình apoptosis

Springer Science and Business Media LLC - Tập 28 - Trang 2067-2078 - 2019
Erika L. Loredo-Calderón1, Carlos A. Velázquez-Martínez2, Mónica A. Ramírez-Cabrera1, Eugenio Hernández-Fernández1, Verónica M. Rivas-Galindo3, Eder Arredondo Espinoza1, Susana T. López-Cortina1
1Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Laboratorio de Química Industrial y Laboratorio de Ingeniería Genética y Genómica Av. Universidad s/n, Cd. Universitaria, San Nicolás De Los Garza, Mexico
2Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada
3Universidad Autónoma de Nuevo León, Facultad de Medicina, Monterrey, Mexico

Tóm tắt

Việc tổng hợp hai loạt α-aminophosphonates đã được thực hiện bằng phương pháp Chiếu xạ vi sóng (MW), sử dụng phản ứng Kabachnik–Fields một bước. Dựa trên cách tiếp cận hóa học xanh, các phản ứng được thực hiện với ethanole là dung môi duy nhất và không sử dụng chất xúc tác, thời gian phản ứng ngắn (20–40 phút), với năng suất thay đổi. Cả hai loạt chất đều được thử nghiệm để xác định hoạt tính ức chế tăng sinh tế bào trong các dòng tế bào MDA-MB-231, MCF-7 và MCF-10A. Ethyl 4-(((diphenoxyphosphoryl)(4-(diphenylamino)phenyl)methyl)amino)benzoate 4e và diphenyl (((4-(((S)-2-hydroxy-1-phenylethyl)carbamoyl)phenyl)amino)(4-hydroxyphenyl)methyl)phosphonate 6b cho thấy hoạt tính ức chế tăng sinh tế bào chỉ trong dòng tế bào ung thư MCF-7 và không có tác động đến dòng tế bào bình thường MCF-10A, cả hai hợp chất đều gây chết tế bào bằng cách kích thích quá trình apoptosis.

Từ khóa

#α-aminophosphonates #chiếu xạ vi sóng #hoạt tính ức chế tăng sinh tế bào #apoptosis #hóa học xanh

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