1. Academic Validation
  2. Nitric Oxide Inhibitory Sesquiterpenoids and Its Dimers from Artemisia freyniana

Nitric Oxide Inhibitory Sesquiterpenoids and Its Dimers from Artemisia freyniana

  • J Nat Prod. 2018 Apr 27;81(4):866-878. doi: 10.1021/acs.jnatprod.7b00947.
Chen Zhang 1 Ran Wen 1 Xiao-Li Ma 1 Ke-Wu Zeng 1 Yang Xue 1 Pu-Ming Zhang 1 Ming-Bo Zhao 1 Yong Jiang 1 Guo-Qing Liu 2 Peng-Fei Tu 1
Affiliations

Affiliations

  • 1 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences , Peking University , Beijing 100191 , People's Republic of China.
  • 2 Institute of Cardiovascular Sciences and Key Laboratory of Molecular Cardiovascular Sciences, Ministry of Education , Peking University , Beijing 100191 , People's Republic of China.
Abstract

Two new disesquiterpenoids (1 and 2) and 11 new (3-13) and 10 known (14-23) sesquiterpenoids were isolated from the whole Plants of Artemisia freyniana. Their structures were elucidated by spectroscopic data analysis and comparison with published NMR data. The absolute configurations of the new isolates (1-13) were assigned based on single-crystal X-ray diffraction data and comparison of the experimental and calculated ECD data. The eremophilane derivatives 8 and 9 possess an unprecedented 2-isopropyl-3,7,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1 H-indene scaffold, and a putative biosynthetic pathway for these compounds is proposed. Compounds 4, 5, and 9 exhibited inhibitory effects against LPS-stimulated nitric oxide (NO) production in RAW 264.7 macrophage cells with IC50 values of 10.8, 12.6, and 11.7 μM, respectively.

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