Hyperforatone A(1),the 1,8-seco rearranged polycyclic polyprenylated acylphloroglucinol,possessed an unusual bicyclo[5.4.0]undecane skeleton bearing a 5/7/6/5 ring system,and two known biosynthetically related precurs...Hyperforatone A(1),the 1,8-seco rearranged polycyclic polyprenylated acylphloroglucinol,possessed an unusual bicyclo[5.4.0]undecane skeleton bearing a 5/7/6/5 ring system,and two known biosynthetically related precursors(2 and 3)were isolated from Hypericum perforatum(St.John's wort).The structure and absolute configuration were unambiguously confirmed by a combination of comprehensive spectroscopic data,computational methods including residual dipolar couplings(RDCs),and X-ray crystallography.Density functional theory(DFT)calculations revealed that the cationic cyclization reaction was key to proposed formation mechanism for hyperforatone A.Furthermore,in vitro and in vivo experiments demonstrated that compound 1 was a potential anti-neuroinfiammatory agent.展开更多
Phytochemical re-investigation of Coleus xanthanthus led to the isolation andidentification of a novel sesquiterpenoid 1, named as 4,5,1 1-trimethyl-8,9-seco-1(10),7(11) eremophiladien-8,12-olid-9-cio acid. The struct...Phytochemical re-investigation of Coleus xanthanthus led to the isolation andidentification of a novel sesquiterpenoid 1, named as 4,5,1 1-trimethyl-8,9-seco-1(10),7(11) eremophiladien-8,12-olid-9-cio acid. The structure of 1 was elucidated by modern spectroscopicmethods, especially by X-ray diffraction.展开更多
基金financially supported by the National Natural Science Foundation of China(Nos.22077102,32201249)the Science and Technology Program of Gansu Province(No.22YF7GA046)。
文摘Hyperforatone A(1),the 1,8-seco rearranged polycyclic polyprenylated acylphloroglucinol,possessed an unusual bicyclo[5.4.0]undecane skeleton bearing a 5/7/6/5 ring system,and two known biosynthetically related precursors(2 and 3)were isolated from Hypericum perforatum(St.John's wort).The structure and absolute configuration were unambiguously confirmed by a combination of comprehensive spectroscopic data,computational methods including residual dipolar couplings(RDCs),and X-ray crystallography.Density functional theory(DFT)calculations revealed that the cationic cyclization reaction was key to proposed formation mechanism for hyperforatone A.Furthermore,in vitro and in vivo experiments demonstrated that compound 1 was a potential anti-neuroinfiammatory agent.
文摘Phytochemical re-investigation of Coleus xanthanthus led to the isolation andidentification of a novel sesquiterpenoid 1, named as 4,5,1 1-trimethyl-8,9-seco-1(10),7(11) eremophiladien-8,12-olid-9-cio acid. The structure of 1 was elucidated by modern spectroscopicmethods, especially by X-ray diffraction.