Total Syntheses of Nannocystins A and A0, Two Elongation Factor 1 Inhibitors.
Asymmetric total syntheses of nannocystins A and A0 were achieved in a convergent route starting from simple materials. Nannocystin family natural products bear potent anticancer activity as elongation factor 1 inhibitors. In this synthesis, the challenging tertiary amide bond was constructed by peptide coupling between an acyl chloride and a secondary amine. A late-stage ring-closing metathesis reaction successfully rendered the macrocycle. This efficient synthetic strategy should be applicable to other nannocystins and analogues and therefore should benefit future structure-activity relationship studies.
Department of Chemistry, University at Albany, State University of New York , Albany, New York 12222, United States.
Jun
J
Huang
Department of Chemistry, University at Albany, State University of New York , Albany, New York 12222, United States.
Zhang
Z
Wang