Total Syntheses of Strasseriolide A and B, Antimalarial Macrolide Natural Products
Total Syntheses of Strasseriolide A and B, Antimalarial Macrolide Natural Products
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Strasseriolide A和B的全合成，抗疟药大环内酯天然产物
DOI：
10.1021/acs.orglett.1c04340
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发表时间：
2022
期刊：
影响因子：
5.2
通讯作者：
Rychnovsky, Scott D.
中科院分区：
文献类型：
--
作者：
Salituro, Leah J.;Pazienza, Jessica E.;Rychnovsky, Scott D.
我们首次报道了 Strasseriolide A 和 B 的全合成。Strasseriolide B 对野生型疟疾寄生虫恶性疟原虫具有有效的活性，对氯喹耐药菌株也具有良好的活性。设想了一种醛-酸片段和碘乙烯-醇片段的收敛策略。两个片段均使用手性池起始材料制备。它们通过 Yamaguchi 酯化反应结合，并通过 Nozaki-Hiyama-Kishi 反应环化。 Strasseriolide B 在 16 步 LLS 中组装。
We report the first total syntheses of strasseriolide A and B. Strasseriolide B shows potent activity against the wild-type malaria parasitePlasmodium falciparumand good activity against a chloroquine-resistant strain. A convergent strategy was envisioned with an aldehyde-acid fragment and a vinyl iodide-alcohol fragment. Both fragments were prepared using chiral pool starting materials. They were combined with a Yamaguchi esterification and cyclized with a Nozaki-Hiyama-Kishi reaction. Strasseriolide B was assembled in a 16-step LLS.