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

Li Ming Yang Kuo, Pei Yi Tseng, Yu Chi Lin, Chia Ching Liaw, Li Jie Zhang, Keng Chang Tsai, Zhi Hu Lin, Hsiu O. Ho, Yao Haur Kuo

Research output: Contribution to journalArticle

2 Citations (Scopus)

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 ( 1 – 7 ). 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 IC 50 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.

Original languageEnglish
JournalPlanta Medica
DOIs
Publication statusAccepted/In press - Jul 9 2018

Fingerprint

Vernonia
Phytochemicals
Structure-Activity Relationship
Nitric Oxide
Esters
Anti-Inflammatory Agents
Ethanol
Macrophages
Assays
Nuclear magnetic resonance
In Vitro Techniques

Keywords

  • anti-inflammatory
  • Asteraceae
  • hirsutinolide
  • nitric oxide
  • RAW264.7 cells
  • vernolide
  • Vernonia cinerea

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Cite this

Kuo, L. M. Y., Tseng, P. Y., Lin, Y. C., Liaw, C. C., Zhang, L. J., Tsai, K. C., ... Kuo, Y. H. (Accepted/In press). New Hirsutinolide-Type Sesquiterpenoids from Vernonia cinerea Inhibit Nitric Oxide Production in LPS-Stimulated RAW264.7 Cells. Planta Medica. https://doi.org/10.1055/a-0647-1901

New Hirsutinolide-Type Sesquiterpenoids from Vernonia cinerea Inhibit Nitric Oxide Production in LPS-Stimulated RAW264.7 Cells. / Kuo, Li Ming Yang; Tseng, Pei Yi; Lin, Yu Chi; Liaw, Chia Ching; Zhang, Li Jie; Tsai, Keng Chang; Lin, Zhi Hu; Ho, Hsiu O.; Kuo, Yao Haur.

In: Planta Medica, 09.07.2018.

Research output: Contribution to journalArticle

Kuo, Li Ming Yang ; Tseng, Pei Yi ; Lin, Yu Chi ; Liaw, Chia Ching ; Zhang, Li Jie ; Tsai, Keng Chang ; Lin, Zhi Hu ; Ho, Hsiu O. ; Kuo, Yao Haur. / New Hirsutinolide-Type Sesquiterpenoids from Vernonia cinerea Inhibit Nitric Oxide Production in LPS-Stimulated RAW264.7 Cells. In: Planta Medica. 2018.
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