Chemistry Research Laboratory , 12 Mansfield Road , Oxford , OX1 3TA , United Kingdom.
UCB Pharma, Ltd. , 216 Bath Road , Slough , SL1 3WE , United Kingdom.
Org Lett. 2020 Feb 21;22(4):1510-1515. doi: 10.1021/acs.orglett.0c00089. Epub 2020 Feb 7.
Resolvins D3 and E1 are important signaling molecules in the resolution of inflammation. Here, we report a convergent and flexible strategy to prepare these natural products using Hiyama-Denmark coupling of five- and six-membered cyclic alkenylsiloxanes to connect three resolvin fragments, and control the stereochemistry of the natural product ()-alkenes. The modular nature of this approach enables the synthesis of novel resolvin hybrids, opening up opportunities for more-extensive investigations of resolvin biology.
解析素 D3 和 E1 是炎症消退过程中的重要信号分子。在此,我们报告了一种采用海玛-丹麦偶联五元和六元环烯基硅氧烷连接三个解析素片段的汇聚、灵活的策略来制备这些天然产物,并控制天然产物()-烯烃的立体化学。这种方法的模块性质使得能够合成新型解析素杂合体,为进一步研究解析素生物学提供了机会。