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Constitutive phenolics of Harpephyllum caffrum (Anacardiaceae) and their biological effects on human keratinocytes
Authors:Nawwar Mahmoud  Hussein Sahar  Ayoub Nahla  Hashim Amani  El-Sharawy Reham  Lindequist Urlike  Harms Manualle  Wende Kristian
Affiliation:aDepartment of Phytochemistry and Chemosystematics, National Research Center, Dokki, Cairo, Egypt;bDepartment of Pharmacognosy, Faculty of Pharmacy, Ain-Shams University, Egypt;cInstitute for Pharmacy, Pharmaceutical Biology, Ernst-Moritz-Arndt-University,Greifswald, D-17487 Greifswald, Germany
Abstract:Assessment of the UV protecting potential of an aqueous methanol leaf extract of Harpephyllum caffrum proved that it possesses a distinct radical scavenging effect and inhibits the production of the proinflammatory cytokine IL-6 by human keratinocytes (HaCaT cells) following UV radiation. Phytochemical investigation of this extract led to isolation and structural determination of the hitherto unknown phenolics, kaempferol 3-O-(2″-sulphatogalactopyranoside), its quercetin analogue and 3-methoxyellagic acid 4-O-galactopyranoside in addition to 18 known phenolic compounds. The structures were determined by spectroscopic and conventional methods of analysis. Flavonoid sulphatoglycosides which have been rarely found in nature were major phenolic constituents of this plant, and this is the first report of the isolation of any of them from Anacardiaceae. The extract was found to diminish UV phototoxic reaction of keratinocytes. However, the isolated kaempferol sulphatogalactopyranoside did not interact with UVB triggered IL-6 production of HaCaT keratinocytes.
Keywords:Harpephyllum caffrum   Anacardiaceae   Phenolics   Flavonol sulphatogalactosides   3-methoxy ellagic acid 4-O-β-galactoside
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