Towards the biosynthesis of the aromatic products of the Mediterranean mollusc Scaphander lignarius: isolation and synthesis of analogues of lignarenones

Secondary metabolites of the Mediterranean mollusc Scaphander lignarius from different collection sites have been investigated, proving the constant presence of a number of minor metabolites correlated to the already known lignarenones. Complete characterization of the new metabolites has been supported by enantioselective synthesis. The data are consistent with the origin of this unique class of ω-phenyloctanoids from a common polyketide pathway.

Graphical abstractThe manuscript describes the isolation, structure elucidation and synthesis of a unique class of phenyloctaonoids featuring the organic extracts of the mollusc. Absolute stereochemistry is secured by stereoselective synthesis Download full-size image