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The identification of perillyl alcohol glycosides with improved antiproliferative activity.

ABSTRACT: 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.

SUBMITTER: Nandurkar NS

PROVIDER: S-EPMC4161159 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

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The identification of perillyl alcohol glycosides with improved antiproliferative activity.

Nandurkar Nitin S NS Zhang Jianjun J Ye Qing Q Ponomareva Larissa V LV She Qing-Bai QB Thorson Jon S JS

Journal of medicinal chemistry 20140825 17

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. ...[more]

PMID: 25121720

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