Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, People's Republic of China.
Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University, Guangzhou 510632, People's Republic of China.
Org Lett. 2021 Jun 4;23(11):4499-4504. doi: 10.1021/acs.orglett.1c01616. Epub 2021 May 25.
Rhodomentosones A and B ( and ), two pairs of novel enantiomeric phloroglucinol trimers featuring a unique 6/5/5/6/5/5/6-fused ring system were isolated from . Their structures with absolute configurations were elucidated by NMR spectroscopy, X-ray crystallography, and ECD calculation. The bioinspired syntheses of and were achieved in six steps featuring an organocatalytic asymmetric dehydroxylation/Michael addition/Kornblum-DeLaMare rearrangement/ketalization cascade reaction. Compounds and exhibited promising antiviral activities against respiratory syncytial virus (RSV).
红树酮 A 和 B(和),一对新型对映体间苯三酚三聚体,具有独特的 6/5/5/6/5/5/6 稠合环系统,从红树植物中分离得到。通过核磁共振波谱、X 射线晶体学和圆二色性计算确定了它们的结构和绝对构型。和的生物启发全合成通过有机催化不对称去羟化/Michael 加成/Kornblum-DeLaMare 重排/缩酮化级联反应在六步中实现。化合物和表现出对呼吸道合胞病毒(RSV)有良好的抗病毒活性。