An intramolecular hydrogen bond-promoted “green” Ugi cascade reaction for the synthesis of 2,5-diketopiperazines with anticancer activity

We report a “green chemistry”-based Ugi cascade reaction to furnish a series of 2,5-diketopiperazines (through nucleophilic attack of amides upon ketones in Ugi adducts) at moderate-to-good yields. Investigation with the MTT assay revealed compound (±) 5c to exhibit potent anticancer activities agai...

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Detalles Bibliográficos
Autores principales: Li, Jie, Huang, Jiu Hong, Wang, Jing Ya, Xu, Zhi Gang, Chen, Zhong Zhu, Lei, Jie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9678023/
https://www.ncbi.nlm.nih.gov/pubmed/36425196
http://dx.doi.org/10.1039/d2ra04958a
Descripción
Sumario:We report a “green chemistry”-based Ugi cascade reaction to furnish a series of 2,5-diketopiperazines (through nucleophilic attack of amides upon ketones in Ugi adducts) at moderate-to-good yields. Investigation with the MTT assay revealed compound (±) 5c to exhibit potent anticancer activities against acute myeloid leukaemia (MV411; IC(50) = 1.7 μM) and acute T lymphocyte leukaemia (Jurkat; IC(50) = 5.7 μM) cell lines.

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