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典型文献
Antiviral spirooliganones C and D with a unique spiro[bicyclo[2.2.2]octane-2,2'-bicyclo[3.1.0]hexane]carbon skeleton from the roots of Illicium oligandrum
文献摘要:
Two unprecedented polycyclic spirooliganones C and D(1 and 2)with a novel spiro[bicyclo[2.2.2]octane-2,2'-bicyclo[3.1.0]hexane]carbon skeleton,one known dimeric prenylated C6-C3 compound(3),and a pair of new enantiomeric prenylated C6-C3 compounds(+)-5 and(-)-5 together with their direct pre-cursors(+)-4 and(-)-4 were isolated from the roots of Illicium oligandrum.Their structures and absolute configurations were elucidated by spectroscopic analysis,single crystal X-ray diffraction data,and elec-tronic circular dichroism calculations.A possible biosynthetic pathway for compounds 1 and 2 involving the Diels-Alder reaction between(-)-sabinene and cyclic prenylated tetrahydropyrano-type C6-C3 com-pounds was proposed.The characteristic prenylated C6-C3 compounds(+)-4 and(-)-4 were separated on a chiral stationary phase and their absolute configurations were determined by calculated ECD for the first time.In the antiviral bioassays,compounds 1 and(+)-5 exhibited significant inhibitory activ-ity against CVB3 with IC50 values of 11.11 μmol/L and 1.11 μmol/L,respectively.Compounds 1 and 2 also showed moderate inhibition against influenza A(H1N1)virus.
文献关键词:
作者姓名:
Shuanggang Ma;Rubing Wang;Rongmei Gao;Xiaojing Wang;Yunbao Liu;Yong Li;Li Li;Yuhuan Li;Jing Qu;Shishan Yu
作者机构:
State Key Laboratory of Bioactive Sub stance and Function of Natural Medicines,Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China;Institute of Medicinal Biotechnology,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China
引用格式:
[1]Shuanggang Ma;Rubing Wang;Rongmei Gao;Xiaojing Wang;Yunbao Liu;Yong Li;Li Li;Yuhuan Li;Jing Qu;Shishan Yu-.Antiviral spirooliganones C and D with a unique spiro[bicyclo[2.2.2]octane-2,2'-bicyclo[3.1.0]hexane]carbon skeleton from the roots of Illicium oligandrum)[J].中国化学快报(英文版),2022(09):4248-4252
A类:
spirooliganones,oligandrum,prenylated,sabinene,tetrahydropyrano
B类:
Antiviral,unique,bicyclo,octane,hexane,carbon,skeleton,from,roots,Illicium,Two,unprecedented,polycyclic,novel,known,dimeric,C6,C3,pair,new,enantiomeric,compounds,together,their,direct,cursors,were,isolated,Their,structures,absolute,configurations,elucidated,by,spectroscopic,analysis,single,crystal,ray,diffraction,data,elec,tronic,circular,dichroism,calculations,possible,biosynthetic,pathway,involving,Diels,Alder,reaction,between,type,was,proposed,characteristic,separated,chiral,stationary,phase,determined,calculated,ECD,first,In,antiviral,bioassays,exhibited,significant,inhibitory,activ,ity,against,CVB3,IC50,values,respectively,Compounds,also,showed,moderate,inhibition,influenza,H1N1,virus
AB值:
0.55842
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