Heartwood extractives from the Amazonian trees <Emphasis Type="Italic">Dipteryx odorata,Hymenaea courbaril</Emphasis>, and <Emphasis Type="Italic">Astronium lecointei</Emphasis> and their antioxidant activities |
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Authors: | Takanori Imai Sousuke Inoue Naomi Ohdaira Yasuyuki Matsushita Rie Suzuki Mariko Sakurai José Manoel Henriques de Jesus Salete Kiyoka Ozaki Zenesio Finger Kazuhiko Fukushima |
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Institution: | (1) Laboratory of Biomass Resources Utilization, Graduate School of Bioagricultural Sciences, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan;(2) Laboratory of Forest Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya 464-8601, Japan;(3) Department of Civil Engineering, Federal University of Mato Grosso, Cuiaba, Mato Grosso, 1001, Brazil;(4) Department of Forest Engineering, Federal University of Mato Grosso, Cuiaba, Mato Grosso, 1001, Brazil |
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Abstract: | Heartwood extracts from Amazonian trees cumaru-ferro (Dipteryx odorata), jatoba (Hymenaea courbaril), and guarita (Astronium lecointei) exhibit antioxidant activities comparable with that of α-tocopherol, a well-known antioxidant. This article reports the characterization of the antioxidant compounds in the extracts
of the three heartwoods. Silica gel column chromatography of the cumaru-ferro EtOAc extract yielded (−)-(3R)-7,2′,3′-trihydroxy-4′-methoxyisoflavan and (+)-(3R)-8,2′,3′-trihydroxy-7,4′-dimethoxyisoflavan. Silica gel column chromatography followed by preparative high-performance liquid
chromatography of the jatoba EtOAc extract yielded (−)-fisetinidol and (+)-trans-taxifolin. Chemical structures were assigned using electron-ionization mass spectrometry, 1H and 13C nuclear magnetic resonance (NMR) spectroscopy including nuclear Overhauser effect spectroscopy (NOESY), as well as optical
rotation and circular dichroism. Gas chromatography-mass spectrometry demonstrated that the isolated compounds were predominant
in the EtOAc extracts. In the guarita EtOAc extract, catechin and gallic acid were identified by comparing their retention
times and mass fragmentation patterns with those of authentic samples. Antioxidant activity determined by the 1,1-diphenyl-2-picrylhydrazyl
assay demonstrated that all these compounds had activities comparable with that of α-tocopherol.
Part of this report was presented at the 57th Annual Meeting of the Japan Wood Research Society, Hiroshima, August 2007 |
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Keywords: | Heartwood extractives Antioxidant activity Astronium lecointei Dipteryx odorata Hymenaea courbaril |
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