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Bioactivity-Guided Isolation of Potential Antidiabetic and Antihyperlipidemic Compounds from Trigonella stellata
- Source :
- Journal of Natural Products. 81:1154-1161
- Publication Year :
- 2018
- Publisher :
- American Chemical Society (ACS), 2018.
-
Abstract
- The in vitro antidiabetic and antihyperlipidemic activities of an alcoholic extract of Trigonella stellata were evaluated in terms of the activation of PPARα and PPARγ in human hepatoma (HepG2) cells. The extract was investigated phytochemically, aiming at the isolation of the most active compounds to be used as a platform for drug discovery. Three new isoflavans, (3S,4R)-4,2′,4′-trihydroxy)-7-methoxyisoflavan (1), (3R,4S)-4,2′,4′-trihydroxy-7-methoxy-4′-O-β-d-glucopyranosylisoflavan (2), and (2S,3R,4R)-4,2′,4′-trihydroxy-2,7-dimethoxyisoflavan (3), were isolated and characterized along with the five known compounds p-hydroxybenzoic acid (4), 7,4′-dihydroxyflavone (5), dihydromelilotoside (6), quercetin-3,7-O-α-l-dirhamnoside (7), and soyasaponin I (8). The structures of 1–3 were elucidated using various spectroscopic techniques including HRESIMS and 1D and 2D NMR. The absolute stereochemistry of the new isoflavans (1–3) was determined using both experimental and calculated electronic circular dichroism a...
- Subjects :
- 0301 basic medicine
Circular dichroism
Soyasaponin I
Magnetic Resonance Spectroscopy
Stereochemistry
Pharmaceutical Science
01 natural sciences
Analytical Chemistry
03 medical and health sciences
Cell Line, Tumor
Drug Discovery
Humans
Hypoglycemic Agents
Hypolipidemic Agents
Pharmacology
Plant Extracts
010405 organic chemistry
Chemistry
Organic Chemistry
Hep G2 Cells
In vitro
0104 chemical sciences
Trigonella
030104 developmental biology
Complementary and alternative medicine
Trigonella stellata
Molecular Medicine
Quercetin
Two-dimensional nuclear magnetic resonance spectroscopy
Subjects
Details
- ISSN :
- 15206025 and 01633864
- Volume :
- 81
- Database :
- OpenAIRE
- Journal :
- Journal of Natural Products
- Accession number :
- edsair.doi.dedup.....0f1e803867c6399c54bb8cc68efe534c