Bioactivity-Guided Isolation of Potential Antidiabetic and Antihyperlipidemic Compounds from Trigonella stellata
| Autor: | Mohamed M. Radwan, Michael L. Klein, Shabana I. Khan, Amira S. Wanas, Abdel-Azim M. Habib, Fahima F. Kassem, Safa M. Shams Eldin, Khaled M. Elokely, Mahmoud A. ElSohly, Hala M. Hammoda |
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| Rok vydání: | 2018 |
| Předmět: |
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 |
| Zdroj: | Journal of Natural Products. 81:1154-1161 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/acs.jnatprod.7b00707 |
| Popis: | 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... |
| Databáze: | OpenAIRE |
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