Alismanoid A, an unprecedented 1,2-seco bisabolene from Alisma orientale, and its protective activity against H2O2-induced damage in SH-SY5Y cells

被引:20
作者
Yu, Zhen-Long [1 ]
Peng, Yu-Lin [1 ]
Wang, Chao [1 ]
Cao, Fei [2 ]
Huo, Xiao-Kui [1 ]
Tian, Xiang-Ge [3 ]
Feng, Lei [1 ]
Ning, Jing [1 ]
Zhang, Bao-Jing [1 ]
Sun, Cheng-Peng [1 ]
Ma, Xiao-Chi [1 ]
机构
[1] Dalian Med Univ, Coll Inst Integrat Med, Coll Pharm, 9,South Rd Lvshun, Dalian 116044, Peoples R China
[2] Hebei Univ, Coll Pharmaceut Sci, Key Lab Pharmaceut Qual Control Hebei Prov, Baoding 071002, Peoples R China
[3] Dalian Med Univ, Basic Med Coll, South Rd Lvshun, Dalian 116044, Peoples R China
基金
中国国家自然科学基金;
关键词
ABSOLUTE-CONFIGURATION; CIRCULAR-DICHROISM; RHIZOMA; TRITERPENOIDS; APOPTOSIS; SESQUITERPENOIDS; CONSTITUENTS; AUTOPHAGY; EXTRACT; STRESS;
D O I
10.1039/c7nj01806a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A pair of novel sesquiterpenoids, (8R)-alismanoid A (1a) and (8S)-alismanoid A (1b), possessing an unprecedented 1,2-seco bisabolene carbon skeleton, were isolated from rhizomes of Alisma orientale together with two new sesquiterpenoids: a 15-nor guaiane alismanoid B (2) and alismanoid C (3). Their structures were elucidated by 1D and 2D NMR, HRESIMS, electronic circular dichroism (ECD), and theoretical calculations, and a plausible biosynthetic pathway for compound 1 is discussed. Meanwhile, compounds 1-3 were investigated for their protective effects on H2O2-induced damage in human dopaminergic neuroblastoma cells (SH-SY5Y), and compounds 1b, 2, and 3 showed significantly protective activities at a certain concentration. Further, the action mechanism of compound 3 was proved to be through inhibition of H2O2-induced apoptosis in SH-SY5Y cells. Herein, these results suggest that sesquiter-penoids are potential candidate drugs for treating Parkinson's disease induced by reactive oxygen species.
引用
收藏
页码:12664 / 12670
页数:7
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