- 學位論文
黃蝴蝶莢果之鞣質及相關連化合物之研究
Studies on the Tannins and Related Compounds from the Pods of Caesalpinia pulcherrima
摘要
黃蝴蝶果莢之80%丙酮萃取物，經由各種層析管柱及不同溶媒系統層析後，共分離出十五個化合物，其結構根據物理數據、核磁共振光譜分析後，分別確定為Gallic acid (1), Methyl gallate (2), 6-O-galloyl-D-glucoside (3), Methyl 6-O-galloyl-b-D-glucoside (4), Methyl 3,6-di-O-galloyl-β-D-glucoside (5), 1,2,3,6-Tetra-O-galloyl-β-D- glucoside (6), Gentisic acid 5-O-β-D-(6’-O-galloyl)glucopyranoside (7), Guaiacylglycerol 4-O-b-D-(6’-O-galloyl)glucopyranoside (8), 3-Methoxy-4-hydroxyphenol 1-O-β-D-(6’-O-galloyl)glucopyranoside (9), (+)-Gallocatechin (10), (+)-Catechin (11), (+)-Gallocatechin 3-O-gallate (12), Myricetin 3-rhamnoside (13), Ampelopsin (14), 3,4,5-Tri-O-galloyl-(-)-shikimic acid (15)，其中化合物8為文獻上首次發現的新化合物。另外在抗氧化活性檢測方面，試驗的十三個化合物對於DPPH自由基清除試驗、氫氧自由基清除試驗及抑制Peroxynitrite造成Dihdrorhodamine 123氧化試驗，均顯現出良好的抗氧化活性作用，其中又以化合物7, 8, 9其IC50分別為7: 6.53, 0.89, 76.47, 8: 5.76, 1.74, 42.84, 9: 6.06, 5.26, 55.68 mmole/ml對於DPPH自由基、氫氧自由基及peroxynitrite自由基清除試驗作用為最佳。
並列摘要
The fresh pods of C. pulcherrima were extracted with 80% aqueous acetone. By means of various column chromatographies, fifteen compounds were isolated and purified. The structure of these compounds were elucidated as Gallic acid (1), Methyl gallate (2), 6-O-Galloyl-D-glucoside (3), Methyl 6-O-galloyl-b-D-glucoside(4), Methyl 3,6-di-O-galloyl-β-D-glucopyranoside (5), 1,2,3,6-Tetra-O-galloyl-β-D-glucoside (6), Gentisic acid 5-O-β-D-(6’-O-galloyl)glucopyranoside (7), Guaiacylglycerol 4-O- b-D-(6’-O-galloyl)glucopyranoside (8), 3-Methoxy-4-hydroxyphenol 1-O-β-D-(6’-O-galloyl)glucopyranoside (9), (+)-Gallocatechin (10), (+)-Catechin (11), (+)-Gallocatechin 3-O-gallate (12), Myricetin 3-rhamnoside (13), Ampelopsin (14), 3,4,5-Tri-O-galloyl-(-)-shikimic acid (15), and the compound 8 is new to the literatures. In addition, all of the compounds were shown antioxidant activities by a series of in vitro tests, including 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals scavenging activity assays, protections against hydroxyl radicals-mediated DNA damages and peroxynitrite-mediated dihydrorhodamine 123 oxidations, besides the compounds 7, 8, 9 were shown better antioxidant efficiencies than others, and the IC50 scavenging activity of compounds werr 7: 6.53, 0.89, 76.47, 8: 5.76, 1.74, 42.84, 9: 6.06, 5.26, 55.68 mmole/ml.