Medizinische Universität Graz Austria/Österreich - Forschungsportal - Medical University of Graz
Gewählte Publikation:
SHR Neuro Krebs Kardio Lipid Stoffw Microb
Alza, NP; Pferschy-Wenzig, EM; Ortmann, S; Kretschmer, N; Kunert, O; Rechberger, GN; Bauer, R; Murray, AP.
Inhibition of NO production by Grindelia argentina and isolation of three new cytotoxic saponins.
Chem Biodivers. 2014; 11(2):311-322
Doi: 10.1002/cbdv.201300193
Web of Science
PubMed
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FullText_MUG
- Co-Autor*innen der Med Uni Graz
- Kretschmer Nadine
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- Abstract:
- A bioassay-guided phytochemical analysis of the ethanolic extract of Grindelia argentina Deble & Oliveira-Deble (Asteraceae) allowed the isolation of a known flavone, hispidulin, and three new oleanane-type saponins, 3-O-β-D-xylopyranosyl-(1→3)-β-D-glucopyranosyl-2β,3β,16α,23-tetrahydroxyolean-12-en-28-oic acid 28-O-β-D-xylopyranosyl-(1→2)-β-D-apiofuranosyl-(1→3)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester (2), 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oic acid 28-O-β-D-xylopyranosyl-(1→2)-β-D-apiofuranosyl-(1→3)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, (3) and 3-O-β-D-xylopyranosyl-(1→3)-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oic acid 28-O-β-D-xylopyranosyl-(1→2)-β-D-apiofuranosyl-(1→3)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester (4), named grindeliosides A-C, respectively. Their structures were determined by extensive 1D- and 2D-NMR experiments along with mass spectrometry and chemical evidence. The isolated compounds were evaluated for their inhibitory activities against LPS/IFN-γ-induced NO production in RAW 264.7 macrophages and for their cytotoxic activities against the human leukemic cell line CCRF-CEM and MRC-5 lung fibroblasts. Hispidulin markedly reduced LPS/IFN-γ-induced NO production (IC50 51.4 μM), while grindeliosides A-C were found to be cytotoxic, with grindelioside C being the most active against both CCRF-CEM (IC50 4.2±0.1 μM) and MRC-5 (IC50 4.5±0.1 μM) cell lines. Copyright © 2014 Verlag Helvetica Chimica Acta AG, Zürich.
- Find related publications in this database (using NLM MeSH Indexing)
- Cell Line -
- Cell Proliferation - drug effects
- Cell Survival - drug effects
- Dose-Response Relationship, Drug -
- Drug Evaluation, Preclinical -
- Fibroblasts - drug effects
- Fibroblasts - metabolism
- Grindelia - chemistry
- Humans -
- Macrophages - drug effects
- Macrophages - metabolism
- Molecular Structure -
- Nitric Oxide - biosynthesis
- Saponins - chemistry
- Saponins - isolation & purification
- Saponins - pharmacology
- Structure-Activity Relationship -
- Find related publications in this database (Keywords)
- Cytotoxic activity
- Saponins
- Nitric oxide
- Grindelia argentina
- Grindeliosides A - C
- Hispidulin
- Triterpene saponins