Aphamines A-C(1-3),three pairs of acyclic diterpene dimer enantiomers with an unprecedent ploymerization pattern,were discovered from Aphanamixis polystachya by NMR-guided isolation and chiral resolution.The elucidati...Aphamines A-C(1-3),three pairs of acyclic diterpene dimer enantiomers with an unprecedent ploymerization pattern,were discovered from Aphanamixis polystachya by NMR-guided isolation and chiral resolution.The elucidation of their novel carbon skeletons was achieved based on spectroscopic analysis,exciton chirality,and calculated electronic circular dichroism(ECD).Plausible Claisen rearrangement,5-exo-trig cyclization,and reduction reactions may play important roles in the polymeric biosynthesis pathway.Compounds 1 and 3 showed inhibitory effects on nitric oxide(NO)production(IC_(50):6.71-15.36μmol/L)and reduced the expression of iNOS in LPS-induced RAW 264.7 macrophages.展开更多
基金Financial support for this study is from the National Natural Science Foundation of China(No.31470416)the Program for Changjiang Scholars and Innovative Research Team in University(No.IRT_15R63)+2 种基金the"Double First-Class"University Project,China(No.CPU2018GY08)the 111 Project from Ministry of Education ofChina and the State Administration of Foreign Export Affairs of China(No.B18056)the National New Drug Innovation Major Project(No.2018ZX09711-001-007)。
文摘Aphamines A-C(1-3),three pairs of acyclic diterpene dimer enantiomers with an unprecedent ploymerization pattern,were discovered from Aphanamixis polystachya by NMR-guided isolation and chiral resolution.The elucidation of their novel carbon skeletons was achieved based on spectroscopic analysis,exciton chirality,and calculated electronic circular dichroism(ECD).Plausible Claisen rearrangement,5-exo-trig cyclization,and reduction reactions may play important roles in the polymeric biosynthesis pathway.Compounds 1 and 3 showed inhibitory effects on nitric oxide(NO)production(IC_(50):6.71-15.36μmol/L)and reduced the expression of iNOS in LPS-induced RAW 264.7 macrophages.
