Vasorelaxant activity of 7-β-O-glycosides biosynthesized from flavonoids
| Autor: | Valéria de Oliveira, Luciano M. Lião, Daniella Ramos Martins, Juliana Penso, Carla Rosane Mendanha da Cunha, Patrícia Ferreira da Silva Castro, Kelly C. F. Araújo Cordeiro, Matheus Lavorenti Rocha |
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| Rok vydání: | 2014 |
| Předmět: |
Male
Naringenin Glycosylation Stereochemistry Vasodilator Agents In Vitro Techniques chemistry.chemical_compound Rutin Glucosides Biosynthesis Animals heterocyclic compounds Beauveria Rats Wistar Aorta Flavonoids Pharmacology chemistry.chemical_classification Molecular Structure food and beverages Glycoside Carbon-13 NMR In vitro Vasodilation chemistry Flavanones Biocatalysis Quercetin |
| Zdroj: | European Journal of Pharmacology. 733:75-80 |
| ISSN: | 0014-2999 |
| DOI: | 10.1016/j.ejphar.2014.03.014 |
| Popis: | In this work we report the vasorelaxant activity of 7-β-O-glycosides obtained with biosynthesis of naringenin-7-β-O-glycoside (3) and quercetin-7-β-O-glycoside (4). These compounds were obtained from naringenin (1) and quercetin (2) glycosylation catalyzed by Beauveria bassiana ATCC 7159. Screening of the best strain as a catalyst for glycosylation was carried out and the reaction conditions established. Cultures were grown in PDSM medium for 7 days at 27 °C. After purification by reverse-phase preparative HPLC, naringenin-7-β-O-glycoside (3) and quercetin-7-β-O-glycoside (4) were identified by 1H and 13C NMR. The right position and β-configuration of the glucose was determined through HSQC and HMBC experiments. The vasorelaxation potential of naringenin, quercetin and its glycosylated derivatives was evaluated using isolated aorta in vitro models. Interestingly, results suggest that vasorelaxation properties of naringenin, rutin and its glycosides are due to different pathways. |
| Databáze: | OpenAIRE |
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