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

Publication date: Available online 7 May 2019Source: Acta Pharmaceutica Sinica BAuthor(s): Qinghao Jin, Jianqing Zhang, Jinjun Hou, Min Lei, Chen Liu, Xia Wang, Yong Huang, Shuai Yao, Bang Yeon Hwang, Wanying Wu, Dean GuoAbstractTwenty-one protostane-type triterpenoids with diverse structures, including nine new compounds (1‒9), were isolated from the of Alisma plantago-aquatica Linn. Thunb. 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.Graphical abstract
Source: Acta Pharmaceutica Sinica B - Category: Cancer & Oncology Source Type: research