Petrocortyne A

Racemic Synthesis and Fluorous Mixture Synthesis of Petrocortyne A and Its Diastereomers

Petrocortyne A, a novel polyacetylene isolated from the marine sponge Petrosia sp., exhibits potent antimicrobial, cytotoxic, and antitumour activities.  Petrocortyne A contains the characteristic long-chain acetylenes and two stereocenters separated by 11 carbons.  Although the absolute configurations of the stereocenters were assigned, there remained some ambiguity.  We are currently synthesizing all 4 stereoisomers of Petrocortyne A via Fluorous Mixture Synthesis (FMS) and the racemic synthesis. We hope to address the issue of the absolute stereo assignments

Racemic Total Synthesis of Petrocortyne

Fluorous Mixture Total Synthesis of Petrocortyne A + 3 Isomers