Planta Med
DOI: 10.1055/a-1956-7829
Original Papers

Five New Diarylbutyrolactones and Sesquilignans from Saussurea medusa and Their Inhibitory Effects on LPS-induced NO Production

Jing-Ya Cao
1   Qinghai Provincial Key Laboratory of Tibetan Medicine Research; Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining, PR China
2   University of Chinese Academy of Sciences, Beijing, PR China
,
Zhi-Yao Wang
3   Henan Academy of Science, Zhengzhou, PR China
,
Alan J. Stewart
4   School of Medicine, University of St Andrews, United Kingdom
,
Qi Dong
1   Qinghai Provincial Key Laboratory of Tibetan Medicine Research; Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining, PR China
,
Ye Zhao
5   State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, PR China
,
Li-Juan Mei
1   Qinghai Provincial Key Laboratory of Tibetan Medicine Research; Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining, PR China
,
Yan-Duo Tao
1   Qinghai Provincial Key Laboratory of Tibetan Medicine Research; Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining, PR China
,
Rui-Tao Yu
1   Qinghai Provincial Key Laboratory of Tibetan Medicine Research; Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining, PR China
› Institutsangaben
Gefördert durch: science and innovation platform for the development and construction of special project of Key Laboratory of Tibetan Medicine Research of Qinghai Province 2022-ZJ-Y03
Gefördert durch: Natural Science Foundation of Qinghai Province 2022-ZJ-930

Abstract

Five new diarylbutyrolactones and sesquilignans (1a/1b – 4), including one pair of enantiomers (1a/1b), together with 10 known analogues (5 – 14), were isolated from the whole plants of Saussurea medusa. Compound 1 was found to possess an unusual 7,8′-diarylbutyrolactone lignan structure. Separation by chiral HPLC analysis led to the isolation of one pair of enantiomers, (+)-1a and (−)-1b. The structures of the new compounds were elucidated by extensive spectroscopic data. All compounds, except compounds 5, 7 and 9, were isolated from S. medusa for the first time. Moreover, compounds 1 –  4, 8 and 10 – 14 had never been obtained from the genus Saussurea previously. Compounds (+)- 1a, 2, 5, 7, and 9 – 11 were found to inhibit the lipopolysaccharide (LPS)-induced release of NO by RAW264.7 cells with IC50 values ranging from 10.1 ± 1.8 to 41.7 ± 2.1 µM. Molecular docking and iNOS expression experiments were performed to examine the interactions between the active compounds and the iNOS enzyme.

Supporting Information



Publikationsverlauf

Eingereicht: 04. Juni 2022

Angenommen nach Revision: 06. Oktober 2022

Accepted Manuscript online:
06. Oktober 2022

Artikel online veröffentlicht:
10. Januar 2023

© 2022. Thieme. All rights reserved.

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany