Structural determination of eleven new preschisanartane-type schinortriterpenoids from two Schisandra species and structural revision of preschisanartanin J using NMR computation method  

Structural determination of eleven new preschisanartane-type schinortriterpenoids from two Schisandra species and structural revision of preschisanartanin J using NMR computation method

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作  者:HU Kun LI Xing-Ren TANG Jian-Wei Li Xiao-Nian PUNO Pema-Tenzin 

机构地区:[1]State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences

出  处:《Chinese Journal of Natural Medicines》2019年第12期970-981,共12页中国天然药物(英文版)

基  金:supported by the National Natural Science Foundation of China(No.81903520);the Second Tibetan Plateau Scientific Expedition and Research(STEP)program(No.2019QZKK0502)

摘  要:Nineteen preschisanartane-type schinortriterpenoids(SNTs),among which eleven ones were previously undescribed,were isolated from two Schisandra species,S.sphaerandra and S.rubriflora.Their structures were determined using 1 D and 2 D NMR spectroscopic analyses,NMR data comparison,quantum chemical calculation of NMR parameters,electronic circular dichroism(ECD),X-ray single crystal diffraction,and chemical derivation.Furthermore,structural re-examination of a few previously reported preschisanartane-type SNTs led to the structural revision of preschisanartanin J.Besides,it is suggested that the reported structures of arisanlactone D and schilancidilactone W should be re-checked.Finally,a few isolated SNTs were found to possess neurite outgrowthpromoting activities,and protective activities against neural injuries.Nineteen preschisanartane-type schinortriterpenoids(SNTs), among which eleven ones were previously undescribed, were isolated from two Schisandra species, S. sphaerandra and S. rubriflora. Their structures were determined using 1 D and 2 D NMR spectroscopic analyses, NMR data comparison, quantum chemical calculation of NMR parameters, electronic circular dichroism(ECD), X-ray single crystal diffraction, and chemical derivation. Furthermore, structural re-examination of a few previously reported preschisanartane-type SNTs led to the structural revision of preschisanartanin J. Besides, it is suggested that the reported structures of arisanlactone D and schilancidilactone W should be re-checked. Finally, a few isolated SNTs were found to possess neurite outgrowthpromoting activities, and protective activities against neural injuries.

关 键 词:Schisandra sphaerandra Schisandra rubriflora Preschisanartane-type schinortriterpenoids Structural revision Quantum chemical calculation of NMR parameters 

分 类 号:R284[医药卫生—中药学]

 

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