The identification of perillyl alcohol glycosides with improved antiproliferative activity

Nitin S. Nandurkar, Jianjun Zhang, Qing Ye, Larissa V. Ponomareva, Qing Bai She, Jon S. Thorson

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

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.

Original languageEnglish
Pages (from-to)7478-7484
Number of pages7
JournalJournal of Medicinal Chemistry
Volume57
Issue number17
DOIs
StatePublished - Sep 11 2014

Bibliographical note

Publisher Copyright:
© 2014 American Chemical Society.

Funding

FundersFunder number
National Center for Advancing Translational Sciences (NCATS)UL1TR000117
National Institutes of Health (NIH)R37 AI52218
National Institute of Allergy and Infectious DiseasesR37AI052218

    ASJC Scopus subject areas

    • Molecular Medicine
    • Drug Discovery

    Fingerprint

    Dive into the research topics of 'The identification of perillyl alcohol glycosides with improved antiproliferative activity'. Together they form a unique fingerprint.

    Cite this