Fig. 1
From: A modular synthesis of tetracyclic meroterpenoid antibiotics

Selected members of polycyclic meroterpenoids and their reported biological activity. Within this subclass of natural products, two distinct stereochemistries with respect to the decalin subunit have been noted. While compounds 1–4 possess a cis-decalin, cyclosmenospongine (5) features a unique trans-decalin scaffold. Both stereochemistries might biosynthetically originate from a 5,6-dehydrodecalin framework as present in mamanuthaquione (6). Color coding: blue, cis-decalin; green, trans-decalin