Synthesis of Cruentaren A

Significance

Cruentaren A is a metabolite of the myxobacterium Byssovorax cruenta with remarkable cytotoxicity against a panel of human cancer cell lines. Cruentaren A is also a potent inhibitor of F₁-ATPase in mammals. A combination of ring-closing alkyne metathesis and Lindlar reduction achieved the efficient synthesis of the Z alkene in the 12-membered lactone ring.