TY - JOUR
T1 - The identification of perillyl alcohol glycosides with improved antiproliferative activity
AU - Nandurkar, Nitin S.
AU - Zhang, Jianjun
AU - Ye, Qing
AU - Ponomareva, Larissa V.
AU - She, Qing Bai
AU - Thorson, Jon S.
N1 - Publisher Copyright:
© 2014 American Chemical Society.
PY - 2014/9/11
Y1 - 2014/9/11
N2 - 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.
AB - 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.
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U2 - 10.1021/jm500870u
DO - 10.1021/jm500870u
M3 - Article
C2 - 25121720
AN - SCOPUS:84907168866
SN - 0022-2623
VL - 57
SP - 7478
EP - 7484
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
IS - 17
ER -