A Study on the Chemistry and Biological Activity of 26-Sulfur Analogs of Diosgenin: Synthesis of 26-Thiodiosgenin S-Mono- and Dioxides, and Their Alkyl Derivatives

Aneta M Tomkiel,Ewa Olchowik-Grabarek,Lucie Rárová,Jacek W Morzycki,Dorota Czajkowska-Szczykowska,Szymon Sękowski

doi:10.3390/molecules28010189

A Study on the Chemistry and Biological Activity of 26-Sulfur Analogs of Diosgenin: Synthesis of 26-Thiodiosgenin S-Mono- and Dioxides, and Their Alkyl Derivatives

Aneta M Tomkiel, Ewa Olchowik-Grabarek + Show 4 more

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https://doi.org/10.3390/molecules28010189

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Journal: Molecules (Basel, Switzerland)	Publication Date: Dec 26, 2022
License type: CC BY 4.0

Affiliation: University of Białystok, Palacký University, Olomouc

#Alkyl Derivatives #Procedure For Oxidation + Show 3 more

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Abstract

A chemoselective procedure for MCPBA oxidation of 26-thiodiosgenin to corresponding sulfoxides and sulfone was elaborated. An unusual equilibration of sulfoxides in solution was observed. Moreover, α-alkylation of sulfoxide and sulfone was investigated. Finally, the biological activity of obtained compounds was examined.

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