Flavones from Combretum Quadrangulare Growing in Vietnam and Their Alpha-Glucosidase Inhibitory Activity
| Autor: | Van-Quy Nguyen, Thuc-Huy Duong, Nguyen-Minh-An Tran, Thi-Hoai-Thu Nguyen, Huu-Hung Nguyen, Thi-Minh-Dinh Tran, Cong-Luan Tran, Jirapast Sichaem, Truong-Minh-Tri Nguyen, Chuong Hoang Nguyen, Thi-Bich-Ngoc Dao |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Isoorientin
Vitexin Pharmaceutical Science Organic chemistry 01 natural sciences Flavones Analytical Chemistry chemistry.chemical_compound QD241-441 Drug Discovery flavonoid alpha-glucosidase Physical and Theoretical Chemistry Combretum quadrangulare Medicinal plants chemistry.chemical_classification Traditional medicine biology 010405 organic chemistry molecular docking biology.organism_classification 0104 chemical sciences 010404 medicinal & biomolecular chemistry antibacterial chemistry Phytochemical Chemistry (miscellaneous) Apigenin Molecular Medicine Antibacterial activity Combretum quadrangulare Kurz |
| Zdroj: | Molecules Volume 26 Issue 9 Molecules, Vol 26, Iss 2531, p 2531 (2021) |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/molecules26092531 |
| Popis: | Combretum quadrangulare Kurz is widely used in folk medicine in Eastern Asia and is associated with various ethnopharmacological properties including hepatoprotective, antipyretic, analgesic, antidysenteric, and anthelmintic activities. Previous phytochemical investigations reported the presence of numerous triterpenes (mostly cycloartanes, ursanes, lupanes, and oleananes) along with dozens of flavonoids. However, the extracts of C. quadrangulare and isolated flavonoids have not been evaluated for their alpha-glucosidase inhibition. In the frame of our efforts dedicated to the chemical investigation of Vietnamese medicinal plants and their biological activities, a phytochemical study of the MeOH extract of the leaves of C. quadrangulare using bioactive guided isolation was undertaken. In this paper, the isolation and structure elucidation of twelve known compounds, 5-hydroxy-3,7,4′-trimethoxyflavone (1), ayanin (2), kumatakenin (3), rhamnocitrin (4), ombuin (5), myricetin-3,7,3′,5′-tetramethyl ether (6), gardenin D (7), luteolin (12), apigenin (13), mearnsetin (14), isoorientin (15), and vitexin (16) were reported. Bromination was applied to compounds 2 and 3 to provide four new synthetic analogues 8–11. All isolated and synthesized compounds were evaluated for alpha-glucosidase inhibition and antibacterial activity. Compounds 4 and 5 showed moderate antibacterial activity against methicillin-resistant Staphylococcus aureus while others were inactive. All compounds failed to reveal any activity toward extended spectrum beta-lactamase-producing Escherichia coli. Compounds 2, 4, 6–9, and 11–14 showed good alpha-glucosidase inhibition with IC50 values in the range of 30.5–282.0 µM. The kinetic of enzyme inhibition showed that 8 and 11 were noncompetitive type inhibition against alpha-glucosidase. In silico molecular docking model indicated that compounds 8 and 11 were potential inhibitors against enzyme α-glucosidase. |
| Databáze: | OpenAIRE |
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