A pair of enantiomeric dimers with an unprecedented skeleton from stem barks of Syringa pinnatifolia

被引：0
|
作者：
Su, Guozhu [1 ,2 ]
Jiao, Shungang [1 ]
Zhang, Ruifei [1 ]
Xu, Jixuan [1 ]
Liu, Changxin [1 ]
Liu, Juan [3 ]
Tu, Pengfei [1 ]
Huang, Luqi [3 ]
Chai, Xingyun [1 ]
机构：
[1] Beijing Univ Chinese Med, Modern Res Ctr Tradit Chinese Med, Sch Chinese Mat Med, Beijing 100029, Peoples R China
[2] Chinese Acad Med Sci & Peking Union Med Coll, Inst Mat Med, Beijing 100050, Peoples R China
[3] China Acad Chinese Med Sci, Natl Resource Ctr Chinese Mat Med, State Key Lab Breeding Base Dao Di Herbs, Beijing 100700, Peoples R China
来源：
FITOTERAPIA | 2022年 / 158卷
基金：
中国国家自然科学基金;
关键词：
Syringa pinnatifolia; Phenylethanol dimers; Disyringol; ECD calculation; Synthesis; NORALASHINOL; NORLIGNAN;
D O I：
10.1016/j.fitote.2022.105173
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A pair of enantiomers with a rearranged dimeric phenylethanol skeleton, namely (& PLUSMN;)-disyringol A (1a and 1b), were isolated from the stem barks of Syringa pinnatifolia. The structures were established using IR, UV, MS, and NMR data, and their absolute configurations were resolved by experimental and calculated ECD data analysis. Their biosynthetic pathway was speculated on the basis of a phenylethanoid precursor and was proved by a total synthesis. Compounds 1a and 1b showed the inhibition against NO production in LPS-induced RAW264.7 cells with their IC50 values of 27.28 and 24.64 mu M, respectively, however no protective effect was observed against the hypoxia-induced injuries to H9c2 cells.
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