4 years ago

Alismanin A, a Triterpenoid with a C34 Skeleton from Alisma orientale as a Natural Agonist of Human Pregnane X Receptor

Alismanin A, a Triterpenoid with a C34 Skeleton from Alisma orientale as a Natural Agonist of Human Pregnane X Receptor
Lei Feng, Cheng-Peng Sun, Xiao-Kui Huo, Zhi-Lin Luan, Jing Ning, Chao Wang, Bao-Jing Zhang, Xiao-Chi Ma, Xin-Yu Zhao, Xiang-Ge Tian, Fei Cao
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 13 is also discussed.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02738

DOI: 10.1021/acs.orglett.7b02738

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