Pyranosylmagellanicus a novel structural class of polyhalogenated acetogenins from Ptilonia magellanica

Abstract

Three naturally occurring pyranosyl-like polyhalogenated metabolites 1-3 as well as their likely biogenetic precursor, the linear compound 4, have been isolated from the red alga Ptilonia magellanica. They are the first compounds within the genus that incorporate chlorine in their network. Compound 3 have structural features reminiscent of the universal chemical signal AI-2 (autoinducer-2) for bacterial communication.