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Flavonol glycosides and lignans from the leaves of Opilia amentacea
Institution:1. ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims Cedex 2, France;2. LVMH recherche, département Innovation Ethnobotanique,185 avenue de Verdun, 45800 Saint-Jean-de-Braye, France;3. Service Commun d’Analyses, ICMR-UMR CNRS 7312, Bât. 18 B.P.1039, 51687 Reims Cedex 2, France;1. G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022, Vladivostok, Russian Federation;2. Far Eastern Federal University, 8 Sukhanova St., 690090, Vladivostok, Russian Federation;3. Botanical Garden-Institute Far Eastern Branch of the Russian Academy of Sciences, Makovskii Str. 142, 690024, Vladivostok, Russian Federation;4. Laboratory of Experimental Oncology, Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, Hamburg, Germany;1. Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, Université de Reims Champagne-Ardenne, BP 1039, 51687 Reims Cedex, France;2. UMR FARE 614, Fractionnement des AgroRessources et Environnement, Chaire AFERE, Université de Reims-Champagne-Ardenne, INRA, 51686 Reims Cedex, France;1. Université de Reims Champagne Ardenne, CNRS, ICMR, Reims, France;2. Université frères Mentouri-Constantine 1, Département de chimie, Laboratoire d′Obtention de Substances Thérapeutiques (LOST), Campus Chaabet-Ersas, 25000 Constantine, Algeria;1. Laboratoire de Pharmacognosie, ICMR-UMR 7312, SFR CapSanté, Université de Reims Champagne-Ardenne, Bat. 18, BP 1039, 51687 Reims Cedex 2, France;2. Laboratoire Matrice Extracellulaire Dynamique Cellulaire, ICMR-UMR 7312 CNRS, UFR de Pharmacie, SFR CapSanté, Université de Reims Champagne-Ardenne, 51 rue Cognacq-Jay, 51096 Reims Cedex, France;3. Service Commun d’Analyses, ICMR-UMR 7312 CNRS, Bat. 18, BP 1039, 51687 Reims Cedex 2, France;4. Laboratoire de Biochimie, Faculté de Pharmacie, Université de Reims Champagne-Ardenne, 51096 Reims Cedex, France;5. Institut de Chimie des Substances Naturelles, UPR 2301 CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France;1. ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims, France;2. Laboratoire de Chimie Organique et de Substances Naturelles, Université Félix-Houphouët Boigny d’Abidjan-Cocody, 22 BP 582 Abidjan 22, Cote d’Ivoire;3. EA 4691, «Biomatériaux et inflammation en site osseux», Laboratoire de microbiologie, UFR de pharmacie, 1, rue du Maréchal-Juin, 51096 Reims, France;4. MEDyC UMR CNRS 7369, URCA, Faculté de Pharmacie, SFR CAP Santé, 1, rue du Maréchal-Juin, 51096 Reims, France
Abstract:Two previously undescribed flavonol tetraglycosides, isorhamnetin-3-O-α-l-rhamnopyranosyl-(1→6)-β-d-galactopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→6)-β-d-glucopyranoside (1) and isorhamnetin-3-O-α-l-rhamnopyranosyl-(1→6)-β-d-galactopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→6)-β-d-galactopyranoside (2), along with nine known compounds including seven flavonoids and two lignans, were isolated from the leaves of Opilia amentacea Roxb (Opiliaceae). Their structures were established on the basis of spectroscopic analysis. The DPPH radical scavenging activity of compounds 111 was evaluated. In addition, all compounds were evaluated for their tyrosinase inhibitions by using in vitro mushroom tyrosinase assay. Only 5,5-dimethoxylariciresinol-4-O-β-d-glucopyranoside (10) and eleutheroside E1 (11) exhibited significant tyrosinase inhibition (IC50 42.1 and 28 μM, respectively) and DPPH radical scavenging activity (IC50 85.1 and 42.1 μM, respectively) compared with the positive controls.
Keywords:Opiliaceae  Flavonoids  Antioxidant activity  Tyrosinase inhibitory activity
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