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Alismanin A, a Triterpenoid with a C34 Skeleton from Alisma orientale as a Natural Agonist of Human Pregnane X Receptor.
Chao Wang ,
Xiao-Kui Huo ,
Zhi-Lin Luan ,
Fei Cao
1 ,
Xiang-Ge Tian ,
Xin-Yu Zhao ,
Cheng-Peng Sun ,
Lei Feng ,
Jing Ning ,
Bao-Jing Zhang ,
Xiao-Chi Ma
October 20 2017
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Abstract
Alismanin A (1), a novel aromatic triterpenoid with a C34 skeleton, was isolated from Alisma orientale together with a rearranged nor-triterpenoid (2) and a 13,17-seco triterpenoid (3). Their structures were determined by a combination of HRESIMS, 2D NMR spectra, electronic circular dichroism (ECD), theoretical calculations, and X-ray diffraction analysis. Compounds 1 and 2 displayed significant activation effects on pregnane X receptor (PXR) at 10 nM. A plausible biosynthetic pathway for 1-3 is also discussed.