Planta Med 2018; 84(18): 1348-1354
DOI: 10.1055/a-0647-1901
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

New Hirsutinolide-Type Sesquiterpenoids from Vernonia cinerea Inhibit Nitric Oxide Production in LPS-Stimulated RAW264.7 Cells

Authors

  • Li-Ming Yang Kuo*

    1   School of Pharmacy, Taipei Medical University, Taipei, Taiwan, Republic of China
  • Pei-Yi Tseng*

    2   Department of Life Sciences and Institute of Genome Sciences, National Yang Ming University, Taipei, Taiwan, Republic of China
    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
  • Yu-Chi Lin

    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
  • Chia-Ching Liaw

    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
  • Li-Jie Zhang

    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
  • Keng-Chang Tsai

    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
    5   The Ph. D. Program for Medical Biotechnology, College of Medical Science and Technology, Taipei Medical University, Taipei, Taiwan, Republic of China
  • Zhi-Hu Lin

    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
  • Hsiu-O Ho

    1   School of Pharmacy, Taipei Medical University, Taipei, Taiwan, Republic of China
  • Yao-Haur Kuo

    3   National Research Institute of Chinese Medicine, Ministry of Health and Welfare, Taipei, Taiwan, Republic of China
    4   Graduate Institute of Integrated Medicine, College of Chinese Medicine, China Medical University,Taichung, Taiwan, Republic of China
    6   Ph. D. Program in Clinical Drug Development of Chinese Herbal Medicine, College of Pharmacy, Taipei Medical University, Taipei, Taiwan, Republic of China
Further Information

Publication History

received 14 November 2017
revised 12 June 2018

accepted 18 June 2018

Publication Date:
09 July 2018 (online)

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Abstract

Phytochemical investigation of ethanol extracts from two Taiwanese collections of Vernonia cinerea resulted in the isolation of eighteen hirsutinolide-type sesquiterpenoids, including seven new ones designated as vernolides E – K (17). All structures were determined by a combination of detailed spectroscopic analyses (NMR and MS) and comparison with reported data. In an in vitro anti-inflammatory assay, compounds 3, 7, 9, 11, and 14 exhibited strong inhibitory activities toward NO production by LPS-induced RAW264.7 macrophages, with IC50 values of 1.18, 0.85, 0.66, 0.71 and 0.45 µM, respectively, without affecting cellular viability at 40 µM. Preliminary structure-activity relationships indicate that the ester groups at C-8 and C-13 may enhance inhibition of NO production.

* These authors contributed equally to this work.


Supporting Information