Identification of iridoids, flavonoids and triterpenes from the methanolic extract of Melampyrum bihariense A. Kern. and the antioxidant activity of the extract

Erzsébet Háznagy-Radnai, Edit Wéber, Szilvia Czigle, R. Berkecz, Károly Csedo, J. Hohmann

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Melampyrum bihariense A. Kern. (Scrophulariaceae), a plant species used in traditional medicine for the treatment of rheumatic disorders and skin infections, was investigated with regard to its antioxidant activity and identification of its bioactive chemical constituents. The crude methanolic extract of the aerial parts of M. bihariense was examined by the spectrophotometric DPPH (1,1-diphenyl-2-picrylhydrazyl) and ferric reducing antioxidant power methods. The free radical scavenging capacity (SC 50) of the extract was found by the DPPH method to be 27.10 mg mL-1, and the ferric reducing ability equivalent to ascorbic acid at 50 mg mL-1 was 0.709 μg mL-1. The chemical composition of this highly effective in the methanolic extract was analysed, and the main compounds were isolated through solvent-solvent partition, and multiple chromatographic separations, including column chromatography, vacuum liquid chromatography, centrifugal planar chromatography and preparative thin-layer chromatography. The structures were established by one- and two-dimensional NMR and liquid chromatography-mass spectrometry. The iridoids aucubin (1), 8-epi-loganin (2) and mussaenoside (3), the flavones apigenin and luteolin and the triterpene acids ursolic acid and oleanolic acid were identified; components 2, 3, ursolic acid and oleanolic acid for the first time in this species. The present study reveals that M. bihariense exerts antioxidant activity, and the iridoids, flavonoids and triterpene acids may be the main bioactive constituents of its methanolic extract.

Original languageEnglish
Pages (from-to)1153-1159
Number of pages7
JournalChromatographia
Volume77
Issue number17-18
DOIs
Publication statusPublished - 2014

Fingerprint

Iridoids
Triterpenes
Flavonoids
Oleanolic Acid
Antioxidants
Liquid chromatography
Liquid Chromatography
Chromatography
Scrophulariaceae
Flavones
Apigenin
Luteolin
Thin layer chromatography
Column chromatography
Acids
Scavenging
Traditional Medicine
Vacuum
Thin Layer Chromatography
Complex Mixtures

Keywords

  • Antioxidant activity
  • Centrifugal planar chromatography
  • Column liquid chromatography
  • Flavonoids
  • Iridoids
  • LC-MS/MS
  • Melampyrum bihariense
  • Preparative thin-layer chromatography
  • Triterpene acids
  • Vacuum liquid chromatography

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Identification of iridoids, flavonoids and triterpenes from the methanolic extract of Melampyrum bihariense A. Kern. and the antioxidant activity of the extract. / Háznagy-Radnai, Erzsébet; Wéber, Edit; Czigle, Szilvia; Berkecz, R.; Csedo, Károly; Hohmann, J.

In: Chromatographia, Vol. 77, No. 17-18, 2014, p. 1153-1159.

Research output: Contribution to journalArticle

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abstract = "Melampyrum bihariense A. Kern. (Scrophulariaceae), a plant species used in traditional medicine for the treatment of rheumatic disorders and skin infections, was investigated with regard to its antioxidant activity and identification of its bioactive chemical constituents. The crude methanolic extract of the aerial parts of M. bihariense was examined by the spectrophotometric DPPH (1,1-diphenyl-2-picrylhydrazyl) and ferric reducing antioxidant power methods. The free radical scavenging capacity (SC 50) of the extract was found by the DPPH method to be 27.10 mg mL-1, and the ferric reducing ability equivalent to ascorbic acid at 50 mg mL-1 was 0.709 μg mL-1. The chemical composition of this highly effective in the methanolic extract was analysed, and the main compounds were isolated through solvent-solvent partition, and multiple chromatographic separations, including column chromatography, vacuum liquid chromatography, centrifugal planar chromatography and preparative thin-layer chromatography. The structures were established by one- and two-dimensional NMR and liquid chromatography-mass spectrometry. The iridoids aucubin (1), 8-epi-loganin (2) and mussaenoside (3), the flavones apigenin and luteolin and the triterpene acids ursolic acid and oleanolic acid were identified; components 2, 3, ursolic acid and oleanolic acid for the first time in this species. The present study reveals that M. bihariense exerts antioxidant activity, and the iridoids, flavonoids and triterpene acids may be the main bioactive constituents of its methanolic extract.",
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AU - Háznagy-Radnai, Erzsébet

AU - Wéber, Edit

AU - Czigle, Szilvia

AU - Berkecz, R.

AU - Csedo, Károly

AU - Hohmann, J.

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