Antioxidant C-Glucosylxanthones from the Leaves of Arrabidaea patellifera

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2008-11, Vol.71 (11), p.1887-1890
• Main Authors: Martin, Frédéric, Hay, Anne-Emmanuelle, Cressend, Delphine, Reist, Marianne, Vivas, Livia, Gupta, Mahabir P, Carrupt, Pierre-Alain, Hostettmann, Kurt
• Format: Article
• Language: English
• Subjects: Antimalarials - chemistry; Antimalarials - isolation & purification; Antimalarials - pharmacology; antioxidant activity; antioxidants; Antioxidants - chemistry; Antioxidants - isolation & purification; Antioxidants - pharmacology; antiprotozoal activity; Arrabidaea patellifera; benzoylmangiferin; Bignoniaceae; Bignoniaceae - chemistry; Biological and medical sciences; Biphenyl Compounds - pharmacology; caffeoylmangiferin; chemical structure; cinnamoylmangiferin; coumaroylmangiferin; Free Radical Scavengers - chemistry; Free Radical Scavengers - isolation & purification; Free Radical Scavengers - pharmacology; General pharmacology; human health; hydroxybenzoylmangiferin; mangiferin; Medical sciences; medicinal properties; Nuclear Magnetic Resonance, Biomolecular; Panama; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; phytochemicals; Picrates - pharmacology; Plant Leaves - chemistry; Plasmodium falciparum; Plasmodium falciparum - drug effects; spectral analysis; xanthones; Xanthones - chemistry; Xanthones - isolation & purification; Xanthones - pharmacology
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np800406q

Chemical investigation of the methanol extract from the leaves of Arrabidaea patellifera, a Bignoniaceae from Panama, afforded mangiferin, isomangiferin, and six new derivatives (3′-O-p-hydroxybenzoylmangiferin, 3′-O-trans-coumaroylmangiferin, 6′-O-trans-coumaroylmangiferin, 3′-O-trans-cinnamoylmangiferin, 3′-O-trans-caffeoylmangiferin, and 3′-O-benzoylmangiferin). All these compounds had antioxidant and radical-scavenging activities, and four of them were relatively active in vitro against Plasmodium falciparum. The structures were determined by spectrometric and chemical methods, including 1D and 2D NMR experiments and MS analysis.