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The Identification of Perillyl Alcohol Glycosides with Improved Antiproliferative Activity

[Image: see text] A facile route to perillyl alcohol (POH) differential glycosylation and the corresponding synthesis of a set of 34 POH glycosides is reported. Subsequent in vitro studies revealed a sugar dependent antiproliferative activity and the inhibition of S6 ribosomal protein phosphorylatio...

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Detalles Bibliográficos
Autores principales: Nandurkar, Nitin S., Zhang, Jianjun, Ye, Qing, Ponomareva, Larissa V., She, Qing-Bai, Thorson, Jon S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4161159/
https://www.ncbi.nlm.nih.gov/pubmed/25121720
http://dx.doi.org/10.1021/jm500870u
Descripción
Sumario:[Image: see text] A facile route to perillyl alcohol (POH) differential glycosylation and the corresponding synthesis of a set of 34 POH glycosides is reported. Subsequent in vitro studies revealed a sugar dependent antiproliferative activity and the inhibition of S6 ribosomal protein phosphorylation as a putative mechanism of representative POH glycosides. The most active glycoside from this cumulative study (4′-azido-d-glucoside, PG9) represents one of the most cytotoxic POH analogues reported to date.