- 學位論文
紫花地丁化學成分及其生物活性之研究
Chemical Constituents and Biological Activities of Viola confusa
摘要
紫花地丁(堇菜科植物)廣泛的分布於臺灣、中國、中南半島、爪哇、菲律賓和琉球。在台灣作為民間用藥，用於鎮痛，發炎和退熱，根據文獻記載堇菜科的植物目前有關其化學成分之研究共發現數個化合物，如violaxanthin ester化合物是分離於V. tricolor，afzelin化合物是發現於V. yedoensis，kaempferol glycosides化合物是從V. diamantica所分離純化的。然而，紫花地丁的化學成分之研究目前仍無相關報導。此外，由於在抗血小板凝集活性測試中，發現紫花地丁的粗萃物是具有活性，故為了探討其活性成分，進而對此植物進行萃取及分離。 在這整個研究中，有二十六個化合物從此植物中分離出來，包括五個三萜類化合物: ursolic acid (1)、oleanoic acid (2)、uvaol (3)、pomolic acid (4)和11??-chloro-3??-hydroxy-oleanan-13,28??-olide (5)，兩個醯胺類化合物: N-icosanoyltyramine (6)和N-docosanoyltyramine (7)，一個glyceride: 9,16-dioxo-octadeca- 10,12,14-trienoic acid (8)，兩個雙胜肽類的化合物: aurantiamide acetate (9)和aurantiamide benzoate (10)，一個xanthone類化合物: 1,2,3,7-tetramethoxy xanthone (11)，四個香豆素: isoeuphorbetin (12)、scopoletin (13)、isoscopoletin (14)和 scoparone (15)，一個吲哚類化合物: indole-3-carboxylic acid methyl ester (16)，一個黃酮類化合物: apigenin (17)，一個苯環化合物: 4-methoxy phenol (18)，八個固醇纇化合物: stigmasta-5-ene-3??,7??-diol (19)、stigmasta-5-ene-3??,7??-diol (20)、(22E,24S)-stigmasta-5,22-dien- 3??,7??-diol (21)、(22E,24S)-stigmasta-5,22-dien-3??,7??-diol (22)、??-stigmasterol (23)和??-sitosterol (24)混合物、??-stigmasteryl- 3-O-??-D-glucoside (25)和??-sitosteryl-3-O-??-D-glucosid (26)混合物，這些化合物結構是以NMR光譜和質譜所確定的。在這些化合物之中，化合物5和6為新化合物。 在生物活性方面，化合物1、2、3、4、6和12具有微弱的細胞毒殺作用。此外，化合物13和15也具有顯著的抗血小板凝集活性。
並列摘要
Viola confusa (Violaceae) distributed throughout Taiwan, China, southeast Asia, Java, Philippines, and Ryukyu Islands, is used as a folk medicine in Taiwan with analgesis, anti-inflammatory, and antipyretic actions. Previously, phytochemical research revealed several compounds from Violaceous family, for example, violaxanthin ester from V. tricolor, afzelin from V. yedoensis and kaempferol glycosides from V. diamantica. The chemical constituents of V. confusa, however, are still remaining unknown. The crude extract of V. confusa showed moderate antiplatelet activity in our lab. In order to find out the bioactive components from this plant, the extraction and isolation of whole plant was proceeded. In this study, twenty six compounds were isolated from this plant including five triterpenoids: ursolic acid (1), oleanoic acid (2), uvaol (3), pomolic acid (4) and 11??-chloro-3??-hydroxy- oleanan-13,28??-olide (5), two amides: N-icosanoyltyramine (6) and N-docosanoyltyramine (7), one glyceride: 9,16-dioxo-octadeca- 10,12,14-trienoic acid (8), two dipeptides: aurantiamide acetate (9) and aurantiamide benzoate (10), one xanthone: 1,2,3,7- tetramethoxyxanthone (11), four coumarins: isoeuphorbetin (12), scopoletin (13), isoscopoletin (14) and scoparone (15), one alkaloid: indole-3-carboxylic acid methyl ester (16), one flavonoid: apigenin (17), one benzenoid: 4-methoxy phenol (18) and eight steroids: stigmasta-5-ene-3β,7β-diol (19), stigmasta-5-ene-3β,7α-diol (20), (22E,24S)-stigmasta-5,22-dien-3??,7??-diol (21), (22E,24S)- stigmasta-5,22-dien-3??,7??-diol (22), a mixture of β-stigmasterol (23) and β-sitosterol (24), a mixture of β-stigmasteryl-3-O-β-D-glucoside (25) and β-sitosteryl-3-O-β-D-glucoside (26). The structures of these compounds were elucidated by analysis of NMR, and MS spectroscopic data. Among them, 5 and 6 are new compounds. Compounds 1, 2, 3, 4, 6 and 12 showed weak cytotoxic activity, and then compounds 13 and 15 showed antiplatelet activity.