Novel C-17 spirost protostane-type triterpenoids from Alisma plantago-aquatica with anti-inflammatory activity in Caco-2 cells

Autor: Qinghao Jin, Jianqing Zhang, Jinjun Hou, Min Lei, Chen Liu, Xia Wang, Yong Huang, Shuai Yao, Bang Yeon Hwang, Wanying Wu, Dean Guo
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Acta Pharmaceutica Sinica B, Vol 9, Iss 4, Pp 809-818 (2019)
Druh dokumentu: article
ISSN: 2211-3835
DOI: 10.1016/j.apsb.2019.04.002
Popis: Twenty-one protostane-type triterpenoids with diverse structures, including nine new compounds (1–9), were isolated from the of Alisma plantago-aquatica Linn. Structurally, alisolides A‒F (1–6), composed of an oxole group coupled to a five-membered ring, represent unusual C-17 spirost protostane-type triterpenoids. Alisolide H (8) is a novel triterpenoid with an unreported endoperoxide bridge. Alisolide I (9) represents the first example of 23,24-acetal triterpenoid. Their structures were elucidated based on spectroscopic analysis, wherein the absolute configurations of 4‒6, 8 were further confirmed by the Mo2(OAc)4-induced ECD method. Furthermore, all isolates were evaluated for their inhibitory effects on LPS-induced NO production in Caco-2 cells, and all the compounds showed remarkable inhibitory activities, with IC50 values in the range of 0.76–38.20 μmol/L. Key words: Alisma plantago-aquatica Linn., Protostane-type triterpenoids, Caco-2 cells, LPS-induced NO production
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