1. Academic Validation
  2. Bioactive Sesquiterpene Lactones Isolated from the Whole Plants of Vernonia cinerea

Bioactive Sesquiterpene Lactones Isolated from the Whole Plants of Vernonia cinerea

  • J Nat Prod. 2019 Aug 23;82(8):2124-2131. doi: 10.1021/acs.jnatprod.8b01078.
Mengke Zhang 1 2 Xi Yang 3 Yanzhang Wei 3 Marisa Wall 4 Thanapat Songsak 5 Supakit Wongwiwatthananukit 6 Leng Chee Chang 1
Affiliations

Affiliations

  • 1 Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy , University of Hawai'i at Hilo , Hilo , Hawaii 96720 , United States.
  • 2 Department of Pharmacy , Renmin Hospital of Wuhan University , Wuhan 430060 , People's Republic of China.
  • 3 Department of Biological Sciences , Clemson University , Clemson , South Carolina 29634 , United States.
  • 4 Daniel K. Inouye U.S. Pacific Basin Agricultural Research Center , USDA-ARS, Hilo , Hawaii 96720 , United States.
  • 5 Department of Pharmacognosy, Faculty of Pharmacy , Rangsit University , Pathum Thani 12000 , Thailand.
  • 6 Department of Pharmacy Practice, Daniel K. Inouye College of Pharmacy , University of Hawai'i at Hilo , Hilo , Hawaii 96720 , United States.
Abstract

Twelve sesquiterpene lactones were isolated from the whole Plants of Vernonia cinerea. These included eight new compounds, vercinolides A-H (1-8), along with four known substances (9-12). The structures of the new compounds were determined by 1D and 2D NMR experiments and mass spectrometric methods. The absolute configurations of compounds 1-8 were determined by Mosher experiments and ECD data. Compounds 1-8 are the first examples of a new class of sesquiterpene lactones possessing a rare 4α,10α-ether ring and a 2,14-ether ring. Compounds 1-4, 6, 8, 10, and 12 were evaluated for their cytotoxic and anti-inflammatory activities. Compounds 10 and 12 exhibited inhibitory effects against nitric oxide production in lipopolysaccharide-activated RAW 264.7 mouse macrophage cells with IC50 values of 21 and 23 μM, respectively. Both compounds were inactive for HeLa cells (IC50 > 10 μM).

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