Neriifolin, a leaf metabolite of Protea neriifolia R. Br., is the 6-O-benzoyl-β-D-glucopyranoside of benzene-1,2,4-triol. The location of the benzoyloxy group on the sugar was directly confirmed by n.m.r. spectroscopy; the position of the glycosidic linkage to the benzenetriol was demonstrated by methylation and hydrolysis to 2,4-dimethoxyphenol (characterised by n.m.r. spectroscopy and by benzoylation).
G. W. Perold and L. Carlton, J. Chem. Soc., Perkin Trans. 1, 1989, 1215 DOI: 10.1039/P19890001215
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