Curcuma longa Linn.(Zingiberaceae) has been used in cosmetics, as a spice, food preservative and coloring agent, and in medicinal preparations in Eastern civilization for long time. In traditional chinese medicine, the rhizoma of C. longa named ‘JiangHuang’ has been widely used for the treatment of diabetic wounds, hepatic disorders and cardiovascular disease. Previous phytochemical investigation indicated that the major constituents of C. longa are curcuminoids and volatile oil. Studies of C. longa have revealed numerous pharmacological properties, including anticancer, antioxidant, anti-inflammatory, anti-parasitic, anti-HIV, antimicrobial and antiviral activities. As part of a program to asses the chemical and biological diversities of medicinal plants in south China, we had systematically carried out research on the chemical constituents of C. longa. 20 compounds were isolated and purified by various column chromatography on silica gel, Sephadex LH-20, Prep-HPLC, HSCCC and their structures were identified by spectroscopic methods (MS, UV, 1D and 2D NMR) as follows: curcumin(CL-1), demethoxycurcumin(CL-2), bisdemethoxycurcumin(CL-3), cyclocurcumin(CL-4), 6-(4-hydroxy-3-methoxyphenethyl)-2-(4-hydroxy-3-methoxy phenyl)-2H-pyran-4(3H)-one(CL-5), 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl) hept-1-en-3-one(CL-6), hexahydrocurcumin(CL-7), 1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one(CL-8), 1-(4-hydroxy-3-methoxyphenyl)-5-(4-hydroxy phenyl)penta-1,4-dien-3-one(CL-9), 7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxy phenyl)hepta-1,4,6-trien-3-one(CL-10), 4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (CL-11), ar-Turmerone(CL-12), β-Turmerone(CL-13), α-Turmerone(CL-14), E-α-atlantone (CL-15), pyrocurzerenone (CL-16), bisabobolone(CL-17), curdione (CL-18), 4-hydroxybisabola-2,10-diene-9-one(CL-19) and β-sitosterol (CL-20), repectively. Among them, compound 6 is a new compound. In this thesis, an HPLC chromatogram method was also established for simultaneous quantification of six major components in the rhizoma of C. longa, including three curcuminoids and three volatile components. The validated method was applied to quantitatively analyze 6 major compounds in 26 ‘Jianghuang’ samples purchased from different place in China, It is helpful for pharmacological evaluation and quality control of C. longa.

薑黃為薑科薑黃屬(Curcuma)多年生草本植物薑黃(Curcuma longa L.)的乾燥根 莖，在亞洲的熱帶地區廣為栽培，廣泛用於食品添加劑及染料中。其味苦、辛，性 溫，歸脾、肝經，具有破血行氣、通經止痛之功效。現代藥理學研究，薑黃具有抗 炎、抗氧化、抗腫瘤、抗 HIV、抗老年癡呆以及抗微生物等多方面作用。其主要成 分為薑黃素類成分和揮發油成分。 為進一步探索薑黃的藥效成分，為其開發利用及品質控制提供科學依據，本論 文對薑黃進行了系統的化學成分研究。本論文分別對其乙醇提取物和石油醚提取物 進行了化學分離，運用矽膠柱層析色譜，葡聚糖凝膠柱色譜(Sephadex LH-20)，製備 型高效液相色譜(Prep-HPLC)，高速逆流色譜(HSCCC)等分離純化手段，分離得化合 物 20 個，並通過波譜解析和理化分析鑒定了它們的結構，分別為：薑黃素(CL-1)， 去甲氧基薑黃素 (CL-2) ，雙去甲氧基薑黃素 (CL-3) ，環薑黃素 (CL-4) ， 6-(4-hydroxy-3-methoxyphenethyl)-2-(4-hydroxy-3-methoxyphenyl)-2H-pyran-4(3H)-on e(CL-5)，5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-en-3-one(CL-6)，六氫 薑黃素 (CL-7) ， 1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one(CL-8) ， 1-(4-hydroxy-3-methoxyphenyl)-5-(4-hydroxyphenyl)penta-1,4-dien-3-one(CL-9) ， 7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one(CL-10) ， 4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one(CL-11), 芳薑黃酮(CL-12)，β-芳薑黃酮 (CL-13)，α-芳薑黃酮(CL-14)，E-α-大西洋酮(CL-15)，pyrocurzerenone (CL-16)， bisabobolone(CL-17)，莪術二酮(CL-18)，4-hydroxybisabola-2,10-diene-9-one(CL-19) 和 β-穀甾醇(CL-20)，其中化合物 6 為新化合物。 在上述化學成分研究基礎上，本論文建立了 HPLC 方法同時對薑黃 3 個主要的 薑黃素類成份和 3 個主要挥发油成份進行含量測定，並對 26 批市售薑黃藥材進行了 定量分析。此方法簡單可靠，為首次報導採用 HPLC 法同時定量分析薑黃中薑黃素 类和揮發油這兩類物質，為薑黃品質控制研究提供重要的參考。 關鍵詞：薑黃；薑黃素类成份；揮發油；高速逆流色譜；含量分析；品質控制