Discovery and bioinspired total syntheses of unprecedented sesquiterpenoid dimers unveiled bifurcating [4 + 2] cycloaddition and target differentiation of enantiomers
Tao-Bin He, Bing‐Chao Yan, Yuan‐Fei Zhou, Yueqian Sang, Xiao‐Nian Li, Han‐Dong Sun, Chu Wang, Xiao‐Song Xue, Pema‐Tenzin Puno
Abstract
desymmetrization. The chemical proteomics results showed that a pair of enantiomers shared common targets (PRDX5 C100 and BLMH C73) and had unique targets (USP45 C588 for 4 and COG7 C419 for 9). This work provides experimental evidence for the discovery of unprecedented cadinane dimers from selective Diels-Alder reaction and a powerful strategy to explore the biological properties of natural products.
Topics & Concepts
EnantiomerCycloadditionChemistryStereochemistryOrganic chemistryCatalysisPlant biochemistry and biosynthesisOrganic Chemistry Cycloaddition ReactionsAsymmetric Synthesis and Catalysis