Hydrangenone, a New Isoprenoid with an Unprecedented Skeleton from Salvia hydrangea

被引:49
作者
Farimani, M. Moridi [1 ]
Taheri, Salman [2 ]
Ebrahimi, Samad N. [1 ,3 ]
Bahadori, M. Babak [1 ]
Khavasi, Hamid R. [4 ]
Zimmermann, Stefanie [3 ,5 ]
Brun, Reto [5 ]
Hamburger, Matthias [3 ]
机构
[1] Shahid Beheshti Univ, Dept Phytochem, Med Plants & Drugs Res Inst, Tehran, Iran
[2] Chem & Chem Engn Res Ctr Iran, Tehran, Iran
[3] Univ Basel, Div Pharmaceut Biol, CH-4056 Basel, Switzerland
[4] Shahid Beheshti Univ, Dept Chem, Tehran, Iran
[5] Swiss Trop & Publ Hlth Inst, CH-4002 Basel, Switzerland
关键词
D O I
10.1021/ol202953b
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
Hydrangenone, a new heptacyclic isoprenoid with a 6/7/6/5/5 membered carbon ring skeleton, was Isolated from the aerial parts of Salvia hydrangea. The structure was established by extensive NMR spectroscopic methods. The relative and absolute configuration of 1 was assigned by NOESY and X-ray crystallographic analysis and by comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compound 1 showed in vitro antiplasmodial activity, with an IC50 value of 1.4 mu M against P. falciparum. A plausible biosynthetic pathway of 1 was also proposed.
引用
收藏
页码:166 / 169
页数:4
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