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Hexafluoroisopropanol-Mediated Domino Reaction for the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents

[Image: see text] A cascade reaction of thioamides with 6β-bromoandrostenedione in hexafluoroisopropanol formed substituted thiazolo-androstenones. This is a simple and mild protocol to synthesize novel molecules by using readily available reagents and substrates. Feasibility of the reaction has bee...

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Detalles Bibliográficos
Autores principales: Okolo, ChrisTina, Ali, Mohamad Akbar, Newman, Matthew, Chambers, Steven A., Whitt, Jedidiah, Alsharif, Zakeyah A., Day, Victor W., Alam, Mohammad A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6312635/
https://www.ncbi.nlm.nih.gov/pubmed/30613817
http://dx.doi.org/10.1021/acsomega.8b02840
Descripción
Sumario:[Image: see text] A cascade reaction of thioamides with 6β-bromoandrostenedione in hexafluoroisopropanol formed substituted thiazolo-androstenones. This is a simple and mild protocol to synthesize novel molecules by using readily available reagents and substrates. Feasibility of the reaction has been rationalized by density functional theory calculations. Moreover, these compounds are potent growth inhibitors of colon, central nervous system, melanoma, ovarian, and renal cancer cell lines with 50% growth inhibition values as low as 1.04 μM.