Antitrypanosomal Triterpenoid with an ε-Lactone E-Ring from Salvia urmiensis

被引:37
作者
Farimani, Mahdi Moridi [1 ]
Ebrahimi, Samad Nejad [1 ,2 ]
Salehi, Peyman [1 ]
Bahadori, Mir Babak [1 ]
Sonboli, Ali [3 ]
Khayasi, Hamid Reza [4 ]
Zimmermann, Stefanie [2 ,5 ]
Kaiser, Marcel [5 ,6 ]
Hamburger, Matthias [2 ]
机构
[1] Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran, Iran
[2] Univ Basel, Div Pharmaceut Biol, Dept Pharmaceut Sci, CH-4056 Basel, Switzerland
[3] Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Biol, GC, Tehran, Iran
[4] Shahid Beheshti Univ, Dept Chem, GC, Tehran, Iran
[5] Swiss Trop & Publ Hlth Inst, CH-4002 Basel, Switzerland
[6] Univ Basel, CH-4003 Basel, Switzerland
来源
JOURNAL OF NATURAL PRODUCTS | 2013年 / 76卷 / 09期
基金
美国国家科学基金会;
关键词
TERPENOIDS; ACID;
D O I
10.1021/np400337a
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A new triterpenoid, urmiensolide (1), was isolated from Salvia urmiensis. The structure was elucidated by a combination of 1D and 2D NMR, HRESIMS, and X-ray crystallographic analyses. The absolute configuration was established by comparison of experimental and simulated ECD spectra. Urmiensolide is the first pentacyclic triterpenoid bearing a epsilon-lactone E-ring. The compound showed in vitro antitrypanosoal activity with an IC50 value of 5.6 mu M against the Trypanosoma brucei rhodesiense STIB 900 strain and a selectivity index of 33. A possible biosynthetic pathway of 1 from a-amyrin is proposed.
引用
收藏
页码:1806 / 1809
页数:4
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