The chemical constituents of Australian <i>Zanthoxylum</i> species. V. The constituents of <i>Z. pluviatile</i> Hartley; the structures of two new lignans

Abstract

The bark of Zanthoxylum pluviatile Hartley yielded xanthyletin, hesperidin, (-)-or-oanadine methiodide, protopine, lupeol, savinin, sesamin, sucrose, and two new lignans, pluviatilol and pluviatolide. The leaves gave rutaecarpine, kokusaginine, β-sitosterol, an alkane mixture, and pluviatolide. From the wood there were isolated hesperidin, skimmianine, and β-sitosterol; in addition, evidence for the presence of ohelerythrine was obtained. Structures (3) and (7) are proposed for pluviatolide and pluviatilol respectively from chemical and spectroscopic considerations. From an aged phenolic fraction from the bark the new substance, pluviatide (ll), was isolated and its structure determined; it was probably an artefact derived from pluviatilol.