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| | | | | 第 | | 筆

詳目顯示區塊

第 26 筆
| (以作者名查詢海洋大學圖書館館藏系統)
| (以作者名查詢全國圖書書目資訊網)
| (以作者名查詢全國博碩士系統)
論文名稱: | 大豆屬與千觔拔屬一條根生理活性之比較及其酚類化合物之分離
| Comparison on the bioactivity of Glycine tomentella Hayata and Flemingia philipinensis Merr ＆ Rolfe and the separation of the bioactive polyphenols in the Glycine root.
研究生: | 郭瑩玉 Ying-Yu Kuo
指導教授: | 孫寶年 Bonnie Sun Pan
| 廖若川 York Liou
學位類別: | 碩士
學校名稱: | 國立台灣海洋大學
系所名稱: | 食品科學系
畢業學年度: | 91
語文別: | 中文
關鍵字: | 一條根 glycine
| 環氧合酶 cyclooxygenase
| 脂氧合酶 lipoxygenase
全文點閱次數: | 7

全文影像連結:

電子檔1

論文頁數: | 109
摘要: | 摘要
| 金門大豆屬（Glycine tomentella Hayata）一條根為台灣民眾廣泛
| 使用之本土特有中草藥，業者宣稱金門一條根的效用類似古籍記載
| 之千觔拔屬（Flemingia philipinensis Merr ＆ Rolfe ），亦具有鎮痛解
| 熱、舒筋活血等功效，但其藥效及有效成分並無研究報告，故本研
| 究首先比較金門大豆屬及千觔拔屬一條根的生理活性，並純化大豆
| 屬一條根95 %乙醇萃取物，鑑定其功能特性及有效成分。
| 大豆屬一條根之水、50 ％乙醇及95 ％乙醇粗萃取物，多酚類
| 含量分別約為千觔拔屬各相關萃取物的4.5、2 及1.5 倍。以產率換
| 算時，大豆屬之95 ％乙醇粗萃取物多酚類含量高於千觔拔屬，其餘
| 兩種萃取物無顯著差異。掃除自由基DPPH (α,
| α-diphenyl-β-picrylhydrazyl)、抑制脂質自氧化及抑制脂氧合酶之能
| 力，皆以大豆屬活性較高。抑制環氧合酶的能力，以千觔拔屬95 ％
| 乙醇粗萃取物高於大豆屬，且為環氧合酶抑制劑indomethacin 之
| 30,000 倍。
| 大豆屬一條根95 ％乙醇粗萃取物經polyamide、silica gel 管柱
| 可得十一區分（fractions），對於人血液流變性質的影響，添加大豆
| 屬純化之十一區分化合物之血液（fluid behavior index, n=0.72∼
| 0.78），皆較未添加一條根分離物之血液（n=0.68）更接近牛頓型流
| 體（n=1），其黏稠指標（fluid consistency, K）為57∼79 cP，較控制
| 組（98 cP）低，一條根分離物可降低血液黏稠度，而增加血液流動
| 性。
| 在抗氧化力方面，由silica gel 管柱所得五區分抑制不飽和脂肪
| 酸自氧化力高於95％乙醇粗萃取物，IC50 為粗萃取液之15∼70 ％；
| 所有區分掃除自由基之IC50 為95 %乙醇粗萃取物之2∼21 倍。
| 大豆屬一條根之十一區分對脂氧合酶之抑制力為NDGA
| （nordihydroguaiaretic acid）的0.36 ~ 1.67 ％、95 ％乙醇粗萃取物
| 之2.6 ~ 17.8 倍，其中以第VIII 區分抑制力最高，其再經製備型HPLC
| 分離、TLC、呈色反應及UV 吸收光譜，可推測為不含glycoside 之
| 異黃酮，以核磁共振光譜及HPLC 鑑定比對為異黃酮類之daidzein
| 化合物，其抑制脂氧合酶的能力為第VIII 區分及95 %乙醇粗萃取物
| 之1.4 及23 倍，故daidzein 為大豆屬一條根有效抑制脂氧合酶的化
| 合物。
|
| Abstract
| The I-Tiao-Gung, root of Glycine tomentella Hayata has been used
| extensively as a herbal medicine in Taiwan. It was claimed to have similar
| functions in analgesic, anti-pyretic, muscle relaxative and blood-circulation
| enhancing effects to those of the Flemingia philipinensis Merr ＆ Rolfe.
| However, no extensive research regarding its bioactivities nor its active
| compounds was found in literature. The objectives of this study were to
| compare the bioactivities of the roots of the 2 species, and to separate and
| identify the effective compounds in the Glycine root.
| The polyphenols content extracted from Glycine, using water, 50 %
| ethanol and 95 % ethanol as solvents were 4.5, 2, and 1.5 times of the
| corresponding extract of the Flemingia, respectively. The yield in dry
| weight of polyphenols of 95 % ethanolic extract of Glycine was higher than
| that of Flemingia. The two other solvent extracts showed no significant
| difference between the 2 types of I-Tiao-Gung. Glycine was higher in free
| radical-scavenging activity determined with DPPH, reduction in
| hemoglobin-catalyzed lipid autoxidation and inhibition of the lipoxygenase
| (LOX)-catalyzed arachidonate oxidation. But the inhibition on the
| cyclooxygenase-catalyzed arachidonate oxidation was higher for the 95 %
| ethanolic extract of Flemingia than that of Glycine, and was 30,000 times
| of the positive control, indomethacin.
| The 95 % ethanolic extract of Glycine was further fractionated using
| polyamide and silica gel column into 11 fractions. Blood thinning effects
| were observed in vitro by mixing the Glycine root extracts with human red
| blood cells. The addition of the 11 fractions of 95 % ethanolic extract of
| Glycine root increased the flow behavior index (n) from 0.68 to 0.72~0.78,
| and reduced fluid consistency (K) from 98 to 57~79 cP indicative of a
| change in flow behavior becoming closer to Newtonian type and a thinning
| consistency.
| The antioxidant activities of the 5 fractions eluted from silica gel
| column were higher than the 95 % ethanolic crude extract. The IC50 values
| were 15~70 % of the latter. The IC50 values of all fractions on DPPH free
| radical-scavenging activity were 2~21 times than the 95 % ethanolic crude
| extracts.
| The 11 fractions of the 95 % ethanolic extract showed inhibitory ability
| on LOX being 0.36~1.67 % of the NDGA (nordihydroguaiaretic acid), and
| 2.6~17.8 times of the 95 % ethanolic extract. The inhibitory activity of the
| fraction VIII was the highest among the 11 fractions. Fraction VIII was
| further separated using HPLC, and preliminarily identified using TLC
| sprayed with coloring agents, and UV-Vis spectrum. Isoflavone without
| glycoside was considered the bioactive component, which was further
| identified with NMR to be daidzein and its inhibitory ability on LOX was
| 1.4 and 23 times of the fraction VIII and the 95 % ethanolic extract.
|
論文目次: | 目錄
| 中文摘要........................................................................................................ I
| 英文摘要...................................................................................................... III
| 壹、前言........................................................................................................ 1
| 貳、文獻整理................................................................................................ 5
| 一、黃酮類之基本結構及分類.................................................................... 5
| 二、黃酮類之生理功能................................................................................ 7
| 1. 預防紅血球溶血............................................................................. 7
| 2. 預防心血管疾病............................................................................. 8
| 三、異黃酮類之生理功能............................................................................ 9
| 四、黃酮類之抗氧化機制.......................................................................... 10
| 1. 螯合金屬離子............................................................................... 10
| 2. 清除活性氧或自由基...................................................................12
| 3. 保護內因性抗氧化劑...................................................................12
| 五、15-脂氧合酶與動脈粥狀硬化的關係.................................................13
| 六、15-脂氧合酶的抑制劑.........................................................................15
| 1. vitamin E.......................................................................................15
| 2. 黃酮類(flavonoids) .......................................................................16
| 3. PD 146 176 ...................................................................................16
| 七、產生發炎及過敏反應的化學媒介......................................................17
| 八、發炎及過敏反應的抑制......................................................................18
| 1. 環氧合酶作用：生成物前列腺素的生理功能...........................19
| 2. 5-脂氧合酶作用：生成物白三烯素的生理功能.......................20
| 3. 以天然物抑制環氧合酶及5-脂氧合酶的作用..........................21
| (1)大蒜.........................................................................................21
| (2)綠茶.........................................................................................23
| (3)橄欖油.....................................................................................23
| 九、黃酮類之分析方法..............................................................................24
| 參、材料與方法..........................................................................................26
| 一、材料......................................................................................................26
| 二、方法......................................................................................................26
| 實驗流程......................................................................................................27
| 1. 一條根粗萃取物之製備...............................................................28
| 2. 一條根粗萃取物之分離...............................................................28
| (1) polyamide 管柱層析.............................................................28
| (2) silica gel 管柱層析.................................................................30
| (3)製備型HPLC 層析.................................................................31
| (4) TLC 分析................................................................................32
| (5)呈色反應.................................................................................32
| (6)分離物之HPLC 分析.............................................................34
| 3. 分析方法.......................................................................................35
| (1)總多酚類之定量.....................................................................35
| (2)脂氧合酶總活性測定.............................................................36
| (3)環氧合酶總活性測定.............................................................36
| (4)對亞麻油酸自氧化之抑制作用.............................................37
| (5)掃除自由基試驗.....................................................................38
| (6)血液滲透壓之測定.................................................................39
| (7)血液黏度測定.........................................................................40
| 4. 核磁共振光譜（Nuclear Magnetic Resonance）分析方法........41
| 5. 統計分析.......................................................................................41
| 肆、結果與討論..........................................................................................42
| 一、大豆屬與千觔拔屬一條根粗萃取物功能特性之比較......................42
| 1. 萃取產率及總多酚類含量...........................................................42
| 2. 掃除DPPH 自由基之能力..........................................................45
| 3. 對亞麻油酸自氧化之影響...........................................................47
| 4. 對脂氧合酶活性之抑制...............................................................49
| 二、大豆屬一條根活性成分之分離鑑定..................................................51
| 1.分離步驟.........................................................................................51
| (1) polyamide gel 管柱層析.......................................................51
| (2) silica gel 管柱層析.................................................................52
| 2. 活性及純度篩選...........................................................................54
| (1)對脂氧合酶之抑制.................................................................54
| (2)環氧合酶測定方法之修飾.....................................................57
| (3)對環氧合酶之抑制.................................................................58
| (4)對血色素催化脂質自氧化之影響.........................................61
| (5)掃除DPPH 自由基之能力.....................................................63
| (6)對人血液黏度之影響.............................................................65
| (7)分離物之純度.........................................................................68
| (8)以TLC 及呈色反應判別化合物種類....................................70
| 3.分離鑑定.........................................................................................72
| (1)以製備型HPLC 分離化合物.................................................72
| (2)以NMR 鑑定化合物結構......................................................75
| (3)以HPLC 鑑定化合物.............................................................80
| 4. 95EE-70E-f-Hex/EA-VIII-2 對脂氧合酶之抑制.........................80
| 伍、結論......................................................................................................83
| 陸、參考文獻..............................................................................................85
| 圖次
| 附圖一、黃酮類之基本結構........................................................................5
| 附圖二、黃酮類之結構分類....................................................................... 6
| 附圖三、綠茶萃取物之主要成分................................................................8
| 附圖四、quercetin, kaempferol, morin 之化學結構..................................11
| 附圖五、PD146176 之結構........................................................................17
| 附圖六、大蒜中主要活性成份..................................................................21
| 附圖七、橄欖油之水溶性多酚類..............................................................24
| 圖一、實驗流程..........................................................................................27
| 圖二、金門產一條根95 % 乙醇粗萃取物，及經silica gel 管柱之第
| VIII 區分HPLC 圖譜......................................................................67
| 圖三、金門產一條根95EE-f-70E-Hex/EA-VIII 經製備型HPLC 分離
| 三區分之HPLC 圖譜......................................................................73
| 圖四、金門產一條根95 ％乙醇粗萃取物經管柱之區分物
| （95EE-70E-Hex/EA-VIII-2）全波長掃描圖譜.............................74
| 圖五、金門產一條根95 ％乙醇粗萃取物經管柱區分物
| (95EE-70E-f- Hex/EA-VIII-2)之NMR 1H 圖譜...............................77
| 圖六、金門產一條根95 ％乙醇粗萃取物經管柱區分物
| (95EE-70E-f-Hex/EA-VIII-2)之NMR 13C 圖譜............................78
| 圖七、金門產一條根95EE-70E-f-Hex/EA-VIII-2 及daidzein
| 之HPLC 圖譜..................................................................................81
| 表次
| 表一、金門產一條根95 %乙醇粗萃取物經polyamide 管柱分離，
| 沖提溶劑之比例與體積....................................................................29
| 表二、金門產一條根95 %乙醇粗萃取物經silica 管柱分離，
| 沖提溶劑之比例與體積................................................................31
| 表三、多酚類化合物之呈色反應..............................................................34
| 表四、大豆屬與千觔拔屬一條根萃取液產率及總多酚類含量之比較..44
| 表五、大豆屬與千觔拔屬一條根萃取液掃除DPPH 自由基之能力.....46
| 表六、大豆屬與千觔拔屬一條根萃取液抑制血紅素催化亞麻油酸
| 自氧化之比較..................................................................................48
| 表七、以冷光法測定大豆屬與千觔拔屬一條根萃取液對於脂氧合
| 酶作用亞麻油酸之抑制作用..........................................................50
| 表八、一條根70 ％乙醇分離物經silica gel 管柱區分之分離物乾重..53
| 表九、大豆屬一條根70 %乙醇分離物，經silica gel 管柱層析後各
| 層分離物，對脂氧合酶之抑制作用..............................................56
| 表十、大豆屬、千觔拔屬一條根95 %乙醇粗萃取物，及大豆屬經
| silica gel 管柱層析後第VIII 區分對環氧合酶之抑制作用.........60
| 表十一、大豆屬一條根70 %乙醇分離物，經silica gel 管柱層析後各
| 層分離物抑制血紅素催化亞麻油酸自氧化之比較..................62
| 表十二、大豆屬一條根70 %乙醇分離物，經silica gel 管柱層析後各
| 層分離物清除DPPH 自由基之能力..........................................64
| 表十三、大豆屬一條根70 %乙醇分離物，經silica gel 管柱層析後各
| 層分離物對人血液流體特性依冪次模式σ＝K γn 之影響........67
| 表十四、大豆屬一條根70 %乙醇分離物，經silica gel 管柱層析後
| 第VIII 層分離物之呈色反應.....................................................71
| 表十五、金門產一條根95 ％乙醇粗萃取物經管柱區分物
| (95EE-70E-f-Hex/EA-VIII-2)與標準品daidzein 之
| 1H-NMR and 13C-NMR 圖譜數據...............................................79
| 表十六、大豆屬一條根分離物95EE-70E-Hex/EA-VIII-2 及
| 標準品daidzein、genistein 對脂氧合酶之抑制作用................82
|
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