Hybeanones A and B,Two Highly Modified Polycyclic Polyprenylated Acylphloroglucinols from Hypericum beanii  

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作  者:Beiye Yang Changxing Qi Zeyu Yao Shuang Lin Fengli Li Weiguang Sun Zhengxi Hu Yonghui Zhang 

机构地区:[1]Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation,School of Pharmacy,Tongji Medical College,Huazhong University of Science and Technology,Wuhan,Hubei 430030,China

出  处:《Chinese Journal of Chemistry》2022年第1期53-58,共6页中国化学(英文版)

基  金:financially supported by the National Natural Science Foundation for Distinguished Young Scholars(81725021);the National Science and Technology Project of China(2018ZX09201001-001-003);the Innovative Research Groups of the National Natural Science Foundation of China(81721005);the National Natural Science Foundation of China(82003633);the Academic Frontier Youth Team of HUST(2017QYTD19);the Fundamental Research Funds for the Central Universities(2020kfyXJJS083);the Integrated Innovative Team for Major Human Diseases Program of Tongji Medical College(HUST).

摘  要:Hybeanones A and B(1 and 2),two highly oxygenated and rearranged polycyclic polyprenylated acylphloroglucinols(PPAPs),were isolated from the aerial parts of Hypericum beanii.Their structures comprising absolute configurations were elucidated by spectroscopic analysis,single-crystal X-ray diffraction,and quantum chemical calculations.Compounds 1 and 2 are defined by a newly assembled cyclopentanone unit fused to a tricyclic γ-lactone unit via a ketone carbonyl.The breakage of C-1/C-2 linkage via retro-Claisen reaction,attack from C-1 to C-19,and Baeyer-Villiger oxidation at C-1/C-23 bond were presumed to be the key steps in the assembly of 1 and 2.The isolates 1 and 2 showed potential acetylcholinesterase(AchE)inhibitory activities,with IC50 values of 21.34±1.48 and 18.79±2.36μmol/L,respectively.

关 键 词:Hypericum beanii Natural products Structure elucidation INHIBITORS Molecular docking 

分 类 号:O629[理学—有机化学]

 

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