演習林報告134_ indd
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1 東京大学学術機関リポジトリ UTokyo Repository Title: Eucalyptus saligna の葉に含まれるフェノール性成分の分析 Analysis of phenolics in Eucalyptus saligna leaves Author: 稲垣怜那 植木悠貴 寺田珠実 井上広喜 鴨田重裕 鮫島正浩 Reina INAGAKI, Yuki UEKI, Tamami TERADA, Hiroki INOUE, Shigehiro KAMODA, Masahiro SAMEJIMA, Additional information( 追加情報 ): この論文は以下のように出版されましたが その後 以下のように修正した点があります 東京大学農学部演習林報告 134 号 2016 年 2 月 頁 書誌情報の修正 修正 頁誤 : 東京大学農学部演習林報告,134, (2015) 正 : 東京大学農学部演習林報告,134, (2016) 修正 頁 誤 :Bull. Univ. of Tokyo For, 134, (2015) 正 :Bull. Univ. of Tokyo For, 134, (2016) UTokyo Repository [
2 著者名が英文小文字になっていた箇所をスモールキャピタルに修正 修正 頁 UTokyo Repository [
3 , 134, (2016) Eucalyptus saligna Analysis of phenolics in Eucalyptus saligna leaves Reina INAGAKI, Yuki UEKI, Tamami TERADA, Hiroki INOUE, Shigehiro KAMODA and Masahiro SAMEJIMA Eucalyptus saligna m E. salligna 2-4 E. piperita E. robusta 5 E. saligna 3 E. saligna E. saligna 1 2 Department of Biomaterial Scienecs, Graduate school of Agricultural and Life Sciences, The University of Tokyo Arboricultural Research Institute, The University of Tokyo Forests, Graduate School of Agricultural and Life Sciences, The University of Tokyo
4 E. salignaes cm Sigma-Aldrich Es cm 1 1 Image J 100 mg 3 ml 80 1 cm 1. Es Fig. 1. Leaves from Es used for colorimetric assay. (20835 line) L Folin-Denis L Folin-Denis 25 g 5 g 12.5 ml 188 ml ml L g nm UV DMACA 7 DMACAp-dimethyl-aminocinnamaldehyde10 mg 1.2 M 0.8 ml 9.2 ml 25 L DMACA 1 ml nm
5 Eucalyptus saligna HPLC 2-4 Es HPLC HPLC 3 Table 1. Three conditions used for HPLC analysis. Eluent composition (water with 0.005%TFA * MeOH) Observable compounds Detection of wavelength (UV) condition 8020 Gallic acid, Flavanols, their glycosides 280 nm condition 6238 Gallic acid, Methyl gallate, their glycosides, Chlorogenic acid 280 nm conition 3070 Flavonols, Ellagic acid 365 nm *: TFA, trifluoroacetic acid 3 Es 400 mg mg 3 ml L g 10 C18 UV HPLC 1 L 0.48 M M UV HPLC AS-2057 PlusJASCO CAPCELL PAK C18 MGII 150 mm 4.6 mm 0.5 ml/min Es Es cm Bull. Univ. of Tokyo For, 134, (2016)
6 108 cmcm CORREL Excel E. saligna 2. 1 Fig. 2. Total phenolic and avanol content in an Es leaf, determined by colorimetric assay. (a), (b), (c): (d), (e), (f): (g), (h), (i): :,
7 Eucalyptus saligna Table 2. The correlation value between total phenolic or avonol content and height, length, area of leaves from each line. Line Height Phenolics Flavanol Correlation value Length Area Phenolics Flavanol Phenolics Flavanol Es Es 4 E. haemastomae. piperitae. robustae. signata 5 3Es 3 4 E. haemastoma Es E. saligna 30 Total phenolic content (%) E. haemastoma E.piperita E.robusta E.signata E.saligna E.saligna E.saligna Fig. 3. Total phenolic content of eucalyptus leaves (dry weight basis). n=2 Bull. Univ. of Tokyo For, 134, (2016)
8 HPLC E. robusta 5 Es UV UV UV a Gallic acid and Methyl gallate glycosides b Gallic acid Methyl gallate 4. Es 80 MeOH HPLC (a): (b): Fig. 4. HPLC chromatograms of 80% MeOH extract of Es leaf before (a) and after (b)acid hydrolysis (determined for the Es line under HPLC conditions #2) UV Es Es
9 Eucalyptus saligna 111 a b 5. Es 80 MeOH HPLC (a): (b): Fig. 5. HPLC chromatograms of 80% MeOH extract of Es leaf before (a) and after (b) acid hydrolysis. (a): The Es line 20835, determined by HPLC conditions #2, and (b): the Es line 20483, determined by the HPLC conditions #3. : 1 ; 2 ; 3 ; 4 ; 5 ; 6 ; HPLC Es 80 MeOH mg/g Table 3. The amount of phenolic compounds in 80% MeOH extract of Es leaf determined by HPLC (mg/g). Line Peak No. a) Detected compound b) Gallic acid Methyl gallate Chlorogenic acid Ellagic acid Quercetin Kaempferol ,8 Glycosides of peak No.1 and No.2 (totaling) Flavanol Total phenolics a 5 b Es 8 Bull. Univ. of Tokyo For, 134, (2016)
10 112 9 Ginkgo biloba Es 10 Es Gallic acid Ellagic acid Catechin Epigallocatechin gallate Quercetin Kaempferol Chlorogenic acid 6. 3 Fig. 6. Chemical structures of phenolic compounds listed in Table 3. Es Es E. saligna 4. HPLC Es E. saligna Es
11 Eucalyptus saligna 113 Eucalyptus saligna 80 HPLC E. saligna E. saligna E. saligna Eucalyptus salignahplc World Agrodorestry Centre Agroforestree Database, HOU, A. J., LIU, Y. Z., YANG, H., LIN, Z. W., SUN, H. D. (2000) Hydrolyzable tannins and related polyphenols from Eucalyptus globulus. J. Asian Nat. Prod. Res. 2 (3) : AMAKURA, Y., YOSHIMURA, M., SUGIMOTO, N., YAMAZAKI, T., YOSHIDA, T. (2009) Marker constituents of the natural antioxidant Eucalyptus leaf extract for the evaluation of food additives. Biosci. Biotech. Bioch. 73 (5) : CONDE, E., E. CADAHÍA and M. C., GARCÍA-VALLEJO. (1997) Low molecular weight polyphenols in leaves of Eucalyptus camaldulensis, E. globules and E. rudis. Phytochem. Analysis 8 (4) : : FOLIN, O., BOSTON, M. (1912) A colorimetric method for the determination of phenols (and phenol derivatives) in urine. J. Biol. Chem. 22: ARNOUS, A., MAKRIS, D., KEFALAS, P. (2002) Correlation of pigment and flavanol content with antioxidant properties in selected aged regional wines from Greece. J. Food Compos. Anal. 15 (6) : IMAI, K., NAKACHI, K. (1995) Cross sectional study of effects of drinking green tea on cardiovascular and liver diseases. Brit. Med. J. 310 (6981) : BOOTS, A. W., HAENEN, G. R. M. M., BAST, A (2008) Health effects of quercetin. From antioxidant to nutraceutical. Eur. J. Pharmacol. 585 (2-3) : KOBUS, J., FLACZYK, E., SIGER, A., NOGALA-KAUCKA, M., KORCZAK, J., PEGG, R. B. (2009) Phenolic compounds and antioxidant activity of extracts of Ginkgo leaves. Eur. J. Lipid. Sci. Tech. 111 (11) : LIU, Z., LI, D., YU, L. NIU, F. (2012) Gallic acid as a cancer-selective agent induces apoptosis in pancreatic cancer cells. Chemotherapy 58 (3) : Bull. Univ. of Tokyo For, 134, (2016)
12 114 Summary We investigated 80% methanol-soluble leaf extracts (predominantly phenolics) from fastgrowing Eucalyptus saligna (Es) by colorimetric assay and HPLC. We used leaf samples from three different lines (20835, and 20483) of the same Es, which have grown in different areas. The phenolic content in Es leaves was clearly correlated to the leaf height from the ground and the leaf area, although other Es lines were not. These results suggest that the same Es trees have different ways of producing or accumulating phenolics, depending on the growing environment. The leaves of Es line had approximately 25% phenolics, and those of the other lines had at least 15% phenolics based on dry weight. In all of the Es lines, gallic acid and their glycosides were the major phenolic compounds. In addition, they had a wide variety of compounds, such as flavanol, flavonol and chlorogenic acid. All of these phenolic compounds detected by HPLC are expected to be used as supplements and other uses, and thus the leaves of Es will be utilized as new biomass resources with high value. Key words: Eucalyptus saligna, leaves, phenolics, colorimetric assay, HPLC
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