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Discovery and Bioinspired Synthesis of Salpratone A.

Fan XiaLi-Sha LinYan-Ling LiLian YangYan-Song YeXian LiJin-Hua ZhaoJun DengGang Xu
Published in: The Journal of organic chemistry (2024)
Salpratone A ( 1 ), a novel abietane diterpenoid containing a unique cis -fused A/B ring, was isolated from Salvia prattii . Bioactivity studies showed that 1 has potent activity in inhibiting platelet aggregation induced by multiple agonists as well as antithrombotic efficacy in the FeCl 3 -induced rat in vivo thrombosis model. Furthermore, a bioinspired synthesis of 1 from the abundant natural product ferruginol was achieved in 6 steps with a 22% overall yield. The key steps include a stereoselective allyl oxidation and a subsequent regioselective Meinwald rearrangement.
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