臺灣博碩士論文加值系統

薑黃素 (curcumin) 是一個歷史悠久廣為人知的天然食用色素，它具有抗發炎、抗氧化、以及抗癌的效果。
薑黃為傳統常用中藥，薑黃素是薑黃最重要的活性成分。薑黃的化學成分主要為薑黃素類。類薑黃素主要含薑黃素(curcumin)、脫甲氧基薑黃素(demethoxycurcumin)和雙脫甲氧基薑黃素(bis-demethoxycurcumin)。
薑黃素有良好的金屬螯合作用，通過β-二酮部分與金屬離子結合，可與金屬形成穩定薑黃素錯合物。
本論文從薑黃根莖部分，提取甲醇萃取物經過一連串系統性的分離和純化，分離得到四十個分劃，分離純化測光譜得五個已知化合物為Curcumin、Turmeronol、ar-Turmerone、4-hydroxybenzaldehyde、4-methoxybenzaldehyde，以及一個新化合物4-(1',-5'dimethyl-3'-oxo-4'-hexenyl)-2-cyclohexen-1-one。利用純化得到的薑黃素與金屬離子(Ce4+、Cu2+、Cu+、Au+、Ag+、Pb2+、Cd2+)進行螯合反應，測定UV-VIS和拉曼光譜，並以兩種方式進行螯合作用，一種是以薑黃素與金屬離子進行加熱反應，另一種薑黃素與金屬直接混合反應。
本研究探討薑黃化學成分的萃取純化分離方法以及薑黃素與不同金屬離子的拉曼光譜與UV-VIS光譜的光譜分析。

Curcumin is a well-known natural food pigment with a long history of anti-inflammatory, antioxidant and anti-cancer effects.
Curcumin longa is a commonly used traditional chinese medicine, and curcumin is the most important active ingredient of turmeric. The mainly chemical composition of Curcumin longa is curcumin. Curcuminoids mainly contains curcumin, demethoxycurcumin, and bis-demethoxycurcumin.
Curcumin has a good metal chelating effect, through the β-diketone part of the curcumin react with metal ions, can form a stable complex of the metal ion and curcumin.
Fourty fractions were isolated from the methanol extrat of Curcumin longa rhizomes by a series of systematic isolation and purification metods of methanolic extracts.
Five isolated compounds are known compounds as : curcumin, 4-hydroxy -benzaldehyde, 4-methoxy-benzaldehyde, Turmeronol, and Ar-Turmerone. One new compound 4-(1',5'-dimethyl-3'-oxo-4'-hexenyl)-2-cyclohexen-1-one are also isolated.
The isolated curcumin compound is chelated with various metal ions (Ce4+、Cu2+、Cu+、Au+、Ag+、Pb2+、Cd2+) for further UV-VIS and Raman spectroscopy study.
The chelation is in two ways, one of them, the curcumin and the metal ion is under heat condition. The other, curcumin directly mixed with the metal ions at room temperature.

In this study, the extraction and column chromatogrophy purification of the methanolic extract of curcuma longa and the spectral analysis of the isolated compounds are investigated. While Raman and UV-VIS spectra of the isolated curcumin with different metal ions were also investigated.

誌謝 --------------------------------------------------------------- i
中文摘要 --------------------------------------------------------------- ii
英文摘要 --------------------------------------------------------------- iii
目錄 --------------------------------------------------------------- v
表目錄 --------------------------------------------------------------- vi
圖目錄 --------------------------------------------------------------- vii
簡稱 --------------------------------------------------------------- x
第一章 緒論----------------------------------------------------------- 1
第二章 文獻探討------------------------------------------------------- 3
第三章 研究方法------------------------------------------------------- 8
第一節 研究材料與分離、純化與測定-------------------------------------- 8
第二節 薑黃成分之抽取與分離-------------------------------------------- 8
第三節 薑黃素結合金屬形成錯合物---------------------------------------- 9
第四章 材料與方法------------------------------------------------------ 11
第一節 儀器與材料------------------------------------------------------ 11
第二節 植物材料與分離純化---------------------------------------------- 13
一 薑黃的正己烷萃取層的純化---------------------------------------- 14
二 薑黃的二氯甲烷萃取層的純化-------------------------------------- 19
三 薑黃的乙酸乙酯萃取層的純化-------------------------------------- 25
第三節 薑黃素與金屬離子形成錯合物-------------------------------------- 27
第四節 拉曼光譜數據---------------------------------------------------- 29
第五節 UV-VIS光譜數據-------------------------------------------------- 37
第五章 化合物結構證明-------------------------------------------------- 54
第一節 化合物 CLC-1-1A(Ar-Turmerone)結構證明--------------------------- 54
第二節 化合物 CLC-4-A(Turmeronol A)結構證明---------------------------- 66
第三節 化合物 CLC-4-B(4-methoxybenzaldehyde)結構證明------------------- 70
第四節 化合物 CLC-10-1-A(4-hydroxybenzaldehyde)結構證明---------------- 72
第五節 化合物 CLC-13-A(Curcumin)結構證明------------------------------- 74
第六節 化合物 CLC-2-1-A結構證明---------------------------------------- 80
第六章 結論----------------------------------------------------------- 90
參考文獻 ----------------------------------------------------------------92

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