台灣欒樹葉部成分之研究

Studies on the Constituents of the Leaves of Koelreuteria henryi Dmmer

江源祥(yuan-hsiang chiang)

指導教授 ： 李慶國

臺北醫學大學/藥學院/生藥學研究所/碩士(2005年)

摘要

台灣欒樹為台灣原生種植物，屬於無患子科 (Sapindaceae) 欒樹屬 (koelreuteria) 的落葉喬木。分布於全省海拔1000 m以下闊葉林地區，樹高可達12至25公尺，為台灣特有鄉土樹種。 台灣欒樹葉部丙酮抽取物用正己烷與水分配萃取 (n-Hexane/ H2O = 1:1)，乳化層濃縮後以重力管柱層析 (open column chromatogr- aphy) 粗分，接著利用薄層分析 (thin layer chromatography) 、快速管柱層析 (flash column chromatography) 、高效能液相層析法 (high per- formance liquid chromatography) 等方法，分離純化得到22個化合物；其中七個為黃酮類的配糖體化合物、四個木酚素類化合物、四個葉綠素衍生物、兩個固醇類化合物及五個其它類化合物。其中有一個屬於黃酮類的新化合物kaempferol 3-O-(2'', 3''-di-O-galloyl)-a-O- rhamnopyranoside (1) 及一個屬於木酚素類的新化合物hinokinin 7-O -?-D-glucopyranoside (8)；六個已知的黃酮類化合物為kampferol 3-O -?-D-glucopyranoside (2) 、kampferol 3-O-?-L-arabinopyranoside (3) 、quercetin 3-O-?-L-arabinopyranoside (4) 、quercetin 3-O-?-D- glucopyranoside (5) 、quercetin 3-O-?-D-galactopyranoside (6) 及apigenin 4'-O-?-D-glucopyranoside (7) ；三個已知的木酚素類化合物為austrobailignan-1 (9) 、austrobailignan-2 (10) 及sesamin (11)；四個已知的葉綠素類化合物為pheophorbide a (12)、pheophorbide b (13) 、methyl pheophorbide a (14) 及methyl pheophorbide b (15)；兩個已知固醇類化合物為β-sitosterol (20) 及β-stigmasterol (21)；以及五個其它類化合物為para benzophenol (16) 、methyl gallate (17) 、?-Tocopherol (18)、?-Tocopheryl quinone (19) 及carotenoid (22) 。上述結構均經由光譜分析與文獻比對決定其結構。 將所分離得到具有芳香環結構的化合物 (1) ? (8) 、(16) 及 (17) 進行DPPH 自由基清除抗氧化活性的試驗。新化合物 (1) 及已知的化合物 (4) 、 (5) 、 (6) 及 (17) 與positive control (Trolox) 相比，皆具有不錯的自由基清除能力；新化合物 (1) 的IC50為3.65 ?M，化合物 (4) 、 (5) 、 (6) 及 (17) 的IC50分別為15.53、12.24、29.46及12.22 ?M。

關鍵字

台灣欒樹 ； 黃酮類配糖體 ； 木酚素 ； 葉綠素

並列摘要

Koelreuteria henryi Dummer (Sapindaceae) is an deciduous trees, grows from 12 to 25 feet high and it is native to Taiwan. It distributes in foliage forest area under 1000 m above sea level in Taiwan and indigenous in Taiwan. The extract was concentrated in vacuo to yield a crude product which was suspended in water and this phase was partitioned with n- hexane, the emulsified layer which was separated by open column chro- matography, thin layer chromatography, flash column chromatography and high performance liquid chromatography to afford twenty two compounds. Among these compounds, there are seven flavonoid glycosides, four lignans, four chlorophyll derivatives, two steroids and five others. A new flavonoid, kaempferol 3-O-(2'', 3''-di-O-galloyl)-?-O- rhamnopyranoside (1) and a new lignan, hinokinin 7-O-?-D-glucopyra- noside (8); six known flavonoids, kampferol 3-O-?-D-glucopyranoside (2), kampferol 3-O-?-L-arabinopyranoside (3), quercetin 3-O-?-L-ara- binopyranoside (4), quercetin 3-O-?-D-glucopyranoside (5), quercetin 3-O-?-D-galactopyranoside (6) and apigenin 4'-O-?-D-glucopyranoside (7); three known lignans, austrobailignan-1 (9), austrobailignan-2 (10) and sesamin (11); four known chlorophyll derivatives, pheophorbide a (12), pheophorbide b (13), methyl pheophorbide a (14) and methyl pheophorbide b (15) ; two known steroids, β-sitosterol (20) andβ-stig- masterol (21); and five others, para benzophenol (16), methyl gallate (17), ?-Tocopherol (18), ?-Tocopheryl quinone (19) and carotenoid (22). The structure were established on the 1D and 2D NMR and reference. The DPPH free radical scavenging antioxidant activity of compound (1) - (8), (16) and (17) were performed by 96 wells plate. The new compound (1) and four known compounds (4), (5), (6) and (17) showed strong free radical scavenging antioxidant activity; The IC50 Value of the new compound (1) is 3.65 ?M; The IC50 Value of the compounds (4), (5), (6) and (17) are 15.53, 12.24, 29.46 and 12.22 ?M, respectively.

並列關鍵字

Koelreuteria henryi ； flavonoid ； lignan ； chlorophyll

參考文獻

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