Acutifoliside, a novel benzoic acid glycoside from <i>Salix acutifolia</i>

<p>Ultra high-performance liquid chromatography–mass spectrometry (UHPLC–MS) profiling of a polar solvent extract of juvenile stem tissue of <i>Salix acutifolia</i> Willd. identified a range of phenolic metabolites. Salicortin, <b>1</b>, a well-known salicinoid, was the major compound present and the study identified young stem tissue of this species as a potential source of this compound for future studies. Three further known metabolites (salicin <b>2,</b> catechin <b>3</b> and tremuloidin <b>4</b>) were also present. The UHPLC–MS analysis also revealed the presence of a further, less polar, unknown compound, which was isolated via HPLC peak collection. The structure was elucidated by high-resolution mass spectroscopic analysis, 1- and 2-D NMR analysis and chemical derivatisation and was shown to be a novel benzoic acid glycoside <b>5</b>, which we have named as acutifoliside.</p>