Total Syntheses of (—)-Transtaganolide A, (+)-Transtaganolide B, (+)-Transtaganolide C, and (—)-Transtaganolide D and Biosynthetic Implications

摘要

Plants belonging to the genus Thapsia have been acknowledged since antiquity for their remarkable medicinal properties.Until very recently, this has been attributed to their primary chemical component thapsigargin (Figure 1 a), a widely utilized and structurally complex sesquiterpenoid metabolite known for its potent SERCA inhibition. Within the past decade, an additional group of structurally novel natural products, deemed the transtaganolides (1-4, Figure 1 b) and basiliolides (5-6, Figure 1 b), have been isolated. Initial biological evaluation suggests that these natural products also inhibit SERCA, albeit through a mechanistically distinct pathway.