New Monoterpene Glucoside from the Aerial Parts of Thyme (Thymus vulgaris L.)

Abstract

A new monoterpene glucoside (1) was isolated from a methanol extract of the dried aerial parts of thyme (Thymus vulgaris L.), together with known 2- and 5-β-D-glucopyranosylthymoquinols (2 and 3, respectively), and (−)-angelicoidenol-β-D-glucopyranoside (4). The structure of 1 was elucidated to be (R)-p-cymen-9-yl β-D-glucopyranoside by spectral evidence and enantioselective synthesis from (R)- and (S)-p-cymen-9-ol derived from p-cymen-8-ol.