Department of Chemistry, Illinois State University, Campus Box 4160, Normal, Illinois 61790-4160, United States.
J Nat Prod. 2020 Jun 26;83(6):2036-2040. doi: 10.1021/acs.jnatprod.0c00279. Epub 2020 May 26.
The first syntheses of the antibacterial natural products anaephenes A () and B () are reported. Both natural products were synthesized in five linear steps from commercially available -butyl(3-iodophenoxy)dimethylsilane. Key steps for the synthesis included a Sonogashira cross-coupling and a Julia-Kocienski olefination to selectively construct the -alkene present in the natural products. This synthetic route allowed the identities and antimicrobial activities of anaephenes A () and B () to be confirmed. Additionally, these compounds displayed antimicrobial activity against methicillin-resistant (MRSA) with MIC values of 16 and 8 μg/mL, respectively.
首次报道了抗菌天然产物 anaephenes A()和 B()的全合成。这两个天然产物都是从商业可得的 -丁基(3-碘苯氧基)二甲基硅烷通过五条线性步骤合成的。合成过程中的关键步骤包括 Sonogashira 交叉偶联和 Julia-Kocienski 烯烃化，以选择性构建天然产物中存在的 -烯烃。该合成路线可以确定 anaephenes A()和 B()的结构和抗菌活性。此外，这些化合物对耐甲氧西林金黄色葡萄球菌（MRSA）显示出抗菌活性，MIC 值分别为 16 和 8 μg/mL。
