Anti-Proliferative Activities of Terpenoids Isolated from Alisma orientalis and their Structure-Activity Relationships

Title:Anti-Proliferative Activities of Terpenoids Isolated from Alisma orientalis and their Structure-Activity Relationships

Volume: 15 Issue: 2

Author(s): Wen Xu, Ting Li, Jian-Fang Qiu, Shui-Sheng Wu, Ming-Qing Huang, Li-Gen Lin, Qing-Wen Zhang, Xiu-Ping Chen and Jin-Jian Lu

Affiliation:

Keywords: Alisma orientalis, alisol B, anti-proliferative, protostane, structure-activity relationships, triterpenoid.

Abstract: This study aimed to isolate terpenoids from Alisma orientalis (Sam.) Juzep. and elucidate their antiproliferative activities, as well as structure-activity relationships. Fourteen protostane-type triterpenoids were isolated from the rhizome of A. orientalis. Among these triterpenoids, alisol A (1), alisol A 24-acetate (2), alisol B (3), alisol B 23-acetate (4), and alisol G (8) presented inhibitory effects on cancer cell lines tested. Compounds 3 and 4 showed the highest potential; IC₅₀ values for HepG2, MDA-MB-231, and MCF-7 cells were 16.28, 14.47, and 6.66 μM for 3 and 18.01, 15.97, and 13.56 μM for 4, respectively. Based on these results, we concluded that the degree of C-16 oxidation and the double bond between C-13 and C-17 may be significant in anti-proliferative activities. Further study showed that 3 and 4 effectively induced apoptosis, as confirmed by flow cytometry. Increased intracellular calcium concentration and endoplasmic reticulum stress were detected after treatment with 4 in HepG2 cells. Although compounds 1 and 2 induced minimal apoptosis, they evidently delayed the G2/M phase in HepG2 cells. Further study showed that 1–4 also enhanced LC3II expression, indicating autophagy is occured.

Cite this article as:

Xu Wen, Li Ting, Qiu Jian-Fang, Wu Shui-Sheng, Huang Ming-Qing, Lin Li-Gen, Zhang Qing-Wen, Chen Xiu-Ping and Lu Jin-Jian, Anti-Proliferative Activities of Terpenoids Isolated from Alisma orientalis and their Structure-Activity Relationships, Anti-Cancer Agents in Medicinal Chemistry 2015; 15 (2) . https://dx.doi.org/10.2174/1871520614666140601213514