Inhibition of COX-2 and NF- κ B1 Gene Expression, NO Production, 5-LOX, and COX-1 and COX-2 Enzymes by Extracts and Constituents of Onopordum acanthium

Ildikó Lajter, San Po Pan, Stefanie Nikles, Sabine Ortmann, A. Vasas, Boglárka Csupor-Löffler, P. Forgó, J. Hohmann, Rudolf Bauer

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

The present study focused on the investigation of the inhibition of cyclooxygenase-2 and nuclear factor kappa B1 gene expression, nitric oxide production, leukotriene biosynthesis (5-lipoxygenase), and cyclooxygenase-1 and cyclooxygenase-2 enzymes of Onopordum acanthium, and the isolation and identification of its active compounds. From the chloroform soluble part of the MeOH extract prepared from aerial parts, lignans [pinoresinol (1), syringaresinol (2), and medioresinol (3)] and flavonoids [hispidulin (4), nepetin (5), apigenin (6), and luteolin (7)] were isolated by a combination of different chromatographic methods. The structures of the compounds were determined by means of mass spectrometry and 1D- and 2D-nuclear magnetic resonance spectroscopy, and by comparison of the spectral data with literature values. Extracts of different polarity and the isolated compounds obtained from the aerial parts, together with those previously isolated from the roots of the plant [4β,15-dihydro-3-dehydrozaluzanin C (8), zaluzanin C (9), 4β,15,11β,13-tetrahydrozaluzanin C (10), nitidanin diisovalerianate (11), 24-methylenecholesterol (12), and 13-oxo-9Z,11E-octadecadienoic acid (13)], were evaluated for their inhibitory effects on cyclooxygenase-2 and nuclear factor kappa B1 gene expression, inducible nitric oxide synthase, 5-lipoxygenase, and cyclooxygenase-1 and cyclooxygenase-2 enzymes in in vitro assays. It was found that O. acanthium extracts exert strong inhibitory activities in vitro and some lignans, flavonoids, and sesquiterpenes may play a role in these activities. 4β,15-Dihydro-3-dehydrozaluzanin C and zaluzanin C at 20μM were the most active constituents tested against lipopolysaccharide/interferon-γ-induced nitric oxide production (100.4±0.5% and 99.4±0.8%) in the inhibition of cyclooxygenase-2 (98.6±0.2% and 97.0±1.1%) and nuclear factor kappa B1 gene expression (76.7±7.3% and 69.9±3.4%). Furthermore, it was shown that these inhibitory effects are not due to cytotoxicity of the compounds.

Original languageEnglish
Pages (from-to)1270-1276
Number of pages7
JournalPlanta Medica
Volume81
Issue number14
DOIs
Publication statusPublished - Sep 21 2015

Fingerprint

Onopordum
Cyclooxygenase 2
Gene expression
Gene Expression
Enzymes
Arachidonate 5-Lipoxygenase
Lignans
Cyclooxygenase 1
Lipoxygenase
Flavonoids
Nitric Oxide
Antennas
Apigenin
Luteolin
Plant Roots
Sesquiterpenes
Leukotrienes
Biosynthesis
Nitric Oxide Synthase Type II
Cytotoxicity

Keywords

  • 5-LOX
  • Asteraceae
  • cyclooxygenase 1 and 2
  • flavonoids
  • iNOS
  • lignans
  • nuclear factor kappa B1
  • Onopordum acanthium
  • sesquiterpenes

ASJC Scopus subject areas

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

Cite this

Inhibition of COX-2 and NF- κ B1 Gene Expression, NO Production, 5-LOX, and COX-1 and COX-2 Enzymes by Extracts and Constituents of Onopordum acanthium. / Lajter, Ildikó; Pan, San Po; Nikles, Stefanie; Ortmann, Sabine; Vasas, A.; Csupor-Löffler, Boglárka; Forgó, P.; Hohmann, J.; Bauer, Rudolf.

In: Planta Medica, Vol. 81, No. 14, 21.09.2015, p. 1270-1276.

Research output: Contribution to journalArticle

Lajter, Ildikó ; Pan, San Po ; Nikles, Stefanie ; Ortmann, Sabine ; Vasas, A. ; Csupor-Löffler, Boglárka ; Forgó, P. ; Hohmann, J. ; Bauer, Rudolf. / Inhibition of COX-2 and NF- κ B1 Gene Expression, NO Production, 5-LOX, and COX-1 and COX-2 Enzymes by Extracts and Constituents of Onopordum acanthium. In: Planta Medica. 2015 ; Vol. 81, No. 14. pp. 1270-1276.
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AU - Pan, San Po

AU - Nikles, Stefanie

AU - Ortmann, Sabine

AU - Vasas, A.

AU - Csupor-Löffler, Boglárka

AU - Forgó, P.

AU - Hohmann, J.

AU - Bauer, Rudolf

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