New eremophilane-type sesquiterpenes from Synotis solidaginea

Xin-Yi Wei; Hong-Bing Sun; Rui-Ying Xi; Fan Wu; Yi-Lin Liu; Zhuo-Lin Jin; Da-Le Guo; Bing Xia; Fei Wang; Yan Zhou

doi:10.1016/j.fitote.2024.105970

New eremophilane-type sesquiterpenes from Synotis solidaginea

Fitoterapia. 2024 Apr 21:175:105970. doi: 10.1016/j.fitote.2024.105970. Online ahead of print.

Authors

Xin-Yi Wei¹, Hong-Bing Sun², Rui-Ying Xi³, Fan Wu¹, Yi-Lin Liu³, Zhuo-Lin Jin³, Da-Le Guo⁴, Bing Xia⁵, Fei Wang⁵, Yan Zhou⁶

Affiliations

¹ Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China; Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China; University of Chinese Academy of Sciences, Beijing 101408, PR China.
² Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China; Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China; University of Chinese Academy of Sciences, Beijing 101408, PR China; Sichuan Academy of Chinese Medicine Sciences, Chengdu 610041, PR China.
³ Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China; University of Chinese Academy of Sciences, Beijing 101408, PR China.
⁴ School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, PR China.
⁵ Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China.
⁶ Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China. Electronic address: zhouyan@cib.ac.cn.

PMID: 38653340
DOI: 10.1016/j.fitote.2024.105970

Abstract

Eleven new highly oxygenated eremophilane-type sesquiterpenoids were isolated from the whole plant of Synotis solidaginea, including two pairs of C-8 S/R epimers. The structures of the new compounds were elucidated on the basis of detailed spectroscopic analysis and the absolute configurations of 1 and 9 were confirmed by single-crystal X-ray crystallography using Cu Kα radiation. All the isolates were tested for the inhibition of LPS-stimulated NO production in macrophage-like mouse monocytic leukemia RAW264.7 cells. Compound 1 exhibited weak inhibitory effects with an IC₅₀ of 71.2 μM.

Keywords: Absolute configuration; Anti-inflammatory activity; Eremophilane; Sesquiterpenes; Synotis solidaginea.