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研究生: 劉家馨
Liu, Chia-Hsin
論文名稱: 陳皮化學成分及生物活性之研究
Studies on the Chemical Constituents and Biological Activities of the Peels of Citrus reticulata
指導教授: 張誌益
Chang, Chi-I
學位類別: 碩士
Master
系所名稱: 農學院 - 生物科技系
Department of Biological Science and Technology
論文出版年: 2023
畢業學年度: 111
語文別: 中文
論文頁數: 109
中文關鍵詞: 芸香科管柱層析抗氧化多甲氧基類黃酮
外文關鍵詞: Citrus reticulata, Rutaceae, column chromatography, anti-oxidant, polymethoxyflavones
DOI URL: http://doi.org/10.6346/NPUST202300039
相關次數: 點閱:31下載:9
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  • 陳皮為芸香科 (Rutaceae) 常綠小喬木植物橘 (Citrus reticulata) 的成熟果皮,經乾燥陳放後製成。相關研究顯示柑橘果皮中富含的多甲氧基類黃酮 (polymethoxyflavones; PMFs) 具抗氧化、抗發炎、降低膽固醇等活性。在本研究中,將陳皮以甲醇浸泡萃取,得陳皮甲醇粗萃物,經分配萃取得到乙酸乙酯層、正丁醇層及水層萃取物。在抗氧化結果中,顯示乙酸乙酯層萃取物具有活性。將乙酸乙酯層經由管柱層析分離出三十四組分液,進一步以管柱層析、高效能液相層析與再結晶等方法,進行乙酸乙酯層萃取物純化,經由核磁共振光譜分析與文獻比對,共鑑定出十個化合物,包含三個芳香類 (Aromatics): Vanillin acid、4-Hydroxybenzaldehyde、Ferulic acid;一個檸檬苦素類 (Limonoid): Limonin; 一個固醇類 (Steroid): -Sitosterol;一個香豆素類 (Coumarin):Scoparone;三個黃酮類 (Flavonoids): 3-Hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone、Retusin、3,3',4',5,6,7,8-Heptamethoxyflavone;一個呋喃類 (Furan):5-HMF。
    關鍵詞:橘、芸香科、管柱層析、抗氧化、多甲氧基類黃酮

    Chen pi is oven- or sun-dried peel of Citrus reticulata used as a traditional Chinese medicine. Many studies demonstrated that polymethoxyflavones (PMFs) from citrus peel possess anti-oxidant, anti-inflammatory and lowering cholesterol effects. In this study, oven-dried peels of Citrus reticulata were extracted with methanol (MeOH). The MeOH crude extract was suspended in water and partitioned with ethyl acetate (EA) and n-butanol (n-BuOH) to obtain the EA, n-BuOH and water layers of Citrus reticulata peels. In the preliminary antioxidant assays, the EA layer of Citrus reticulata peels showed anti-oxidant activity. The EA layer was separated into thirty-four fractions by column chromatography. The fractions were then purified by repeated column chromatography, high performance liquid chromatography (HPLC) and recrystallization to obtain ten compounds, including three aromatics: vanillic acid, 4-hydroxybenzaldehyde, ferulic acid; one limonoid: Limonin; one steroid: -sitosterol; three flavonoids: 3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone, Retusin, 3,3',4',5,6,7,8-heptamethoxyflavone; and one furan: 5-HMF. Their structures were elucidated by comparison of their spectral data with related literature values.
    Keywords: Citrus reticulata, Rutaceae, column chromatography, anti-oxidant, polymethoxyflavones

    壹、前言 1
    一、 序言 1
    二、 植物簡介 2
    三、 陳皮介紹 2
    四、 文獻回顧 4
    (一) 已知陳皮化合物 4
    (二) 陳皮藥理活性 24
    貳、材料與方法 26
    一、 陳皮化學成分之純化與結構鑑定 26
    (一) 實驗藥品與儀器 26
    (二) 實驗方法 28
    二、 抗氧化活性分析 31
    (一) 清除DPPH 自由基能力測定 31
    (二) 還原力 33
    (三) 清除超氧陰離子實驗 35
    三、 抑制脂解酶試驗 37
    四、 總酚測定 39
    五、 總三萜測定 41
    參、結果 43
    一、 陳皮化學成分之分離純化 43
    二、 陳皮化合物結構摘要 45
    三、 化合物重量 46
    四、 化合物結構解析 47
    (一) 黄酮類化合物 (Flavonoids) 47
    (二) 芳香族 (Aromatics) 62
    (三) 固醇類 (Steroids) 71
    (四) 檸檬苦素類 (Limonoids) 74
    (五) 香豆素 (Coumarins) 80
    (六) 呋喃 (Furans) 83
    五、 活性試驗結果 87
    (一) DPPH 抗氧化活性試驗 87
    (二) 還原力 88
    (三) 清除超氧陰離子 90
    (四) 脂解酶抑制 91
    (五) 總酚測定 92
    (六) 總三萜測定 93
    肆、結論 94
    伍、化合物數據 96
    陸、參考文獻 100

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