Treasures from the Deep: Characellides as Anti-Inflammatory Lipoglycotripeptides from the Sponge Characella pachastrelloides.
Sam AfoulloussKevin CalabroGrégory Genta-JouveSandra GegundeAmparo AlfonsoRobert NesbittChristine MorrowEva AlonsoLuis M BotanaA Louise AllcockOlivier P ThomasPublished in: Organic letters (2018)
The chemical investigation of marine invertebrates from the deep Northeastern Atlantic revealed new lipoglycotripeptides named characellides isolated from the tetractinellid sponge Characella pachastrelloides. This new family of natural products features a central tripeptide linked to a rare sugar unit and a long alkyl chain ending with a 2,3-dimethyltetrahydropyran. The configurations of all 13 chiral centers were determined by extensive use of NMR data and circular dichroism spectra combined with calculations.