2. Academic Validation
  3. Nitric Oxide Inhibitory Dimeric Sesquiterpenoids from Artemisia rupestris

Nitric Oxide Inhibitory Dimeric Sesquiterpenoids from Artemisia rupestris

  • J Nat Prod. 2016 Jan 22;79(1):213-23. doi: 10.1021/acs.jnatprod.5b00894.
Chen Zhang 1,  Shu Wang 2,  Ke-Wu Zeng 1,  Jun Li 3,  Daneel Ferreira 4,  Jordan K Zjawiony 4,  Bing-Yu Liu 1,  Xiao-Yu Guo 1,  Hong-Wei Jin 1,  Yong Jiang 1,  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 Department of Medicinal Chemistry and Pharmaceutical Analysis, Logistics College of Chinese People's Armed Police Forces , Tianjin 300162, People's Republic of China.
  • 3 Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine , Beijing 100029, People's Republic of China.
  • 4 Department of BioMolecular Sciences, Division of Pharmacognosy, and Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi , University, Mississippi 38677-1848, United States.
PMID: 26696523 DOI: 10.1021/acs.jnatprod.5b00894
Abstract

Twelve new dimeric sesquiterpenoids (1-12) were isolated from the dried whole Plants of Artemisia rupestris. Their structures were determined using MS and NMR data, and the absolute configurations were elucidated on the basis of experimental and calculated ECD spectra. Compounds 1-9 are presumably formed via biocatalyzed [2+2] or [4+2] cycloaddition reactions. Stereoselectivity of the [4+2] Diels-Alder reaction dictated the formation of endo-products. The dimeric sesquiterpenoids exhibited moderate inhibition on NO production stimulated by lipopolysaccharide in BV-2 microglial cells, with IC50 values in the range 17.0-71.8 μM.

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