蚌蘭全草之化學成分研究

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題名:	蚌蘭全草之化學成分研究
作者:	陳群諭
貢獻者:	化學系
關鍵詞:	蚌蘭 Rhoeo discolor 鴨跖草科 commelinaceae 呋喃酮 furanone 抗發炎 anti-inflammatory 抗癌 anti-cancer
日期:	2012
上傳時間:	2012-10-11 10:49:40 (UTC+8)
摘要:	蚌蘭(Rhoeo discolor (L'Her.) Hance)屬於鴨跖草科(Commelinaceae)蚌蘭屬(Rhoeo)，又名紫背鴨跖草、紫背萬年青、水紅竹、紅三七。植物全草主用於治消炎、止瀉、瘀血、肺炎、咳嗽、肝病等症。本研究主要探討蚌蘭之化學成分，及其抗發炎以及抗癌活性。風乾後之植物全草，以95%乙醇於55 ℃下抽取，所得之乙醇抽取物，依序溶解並分為CH2Cl2-Me2CO (1:1)可溶與MeOH可溶兩部分，各部分利用管柱色層層析法分離，純化共得到九個化合物，藉由核磁共振光譜資料分析與質譜之佐證確立化合物之構造，其中化合物 1, 2, 3 屬於新化合物，化合物 4, 6 則為首次由自然界分離得到，各部分所得化合物分別為(R)-3-(3,4-dihydroxyphenyl)-5-hydroxy-5H-furan-2-one (1)、 (R)-3-(3,4-dihydroxyphenyl)-5-methoxy-5H-furan-2-one (2)、 3-(3,4-dihydroxyphenyl)-5H-furan-2-one (3)、4-((E)-3-(3,4-dihydroxyphenyl)acryloyloxy)-2,3-dihydroxy-2-methylbutanoic acid (4)、(E)-ferulic acid hexacosyl ester (5)、quercetin-3-O-β-D-glucoside (6''→1''')- α-L-arabinoside (6)、L-adenosine (7)、3,4-dihydroxybenzoic acid (8) 和 compound 9。生物活性試驗結果顯示，蚌蘭之莖、花及葉粗抽物之CH2Cl2-Me2CO (1:1)可溶部分在濃度1、10、50及100 μg/mL的下呈現劑量相關性的抑制RAW 267.7細胞株由LPS所誘導的NO過量生成，其EC50分別為51.81、46.85、85.48 μg/mL，而MTT分析的TC50值均大於1000 μg/mL；抗癌活性部分，蚌蘭之莖、花、葉粗抽物與化合物1、2、6針對於MCF-7 (乳癌)、NCl-H460 (肺癌)、HT-29 (大腸癌)、CEM (淋巴癌)細胞系進行試驗，結果顯示均無明顯抑制效果。 Rhoeo discolor (L'Her.) Hance (Commelinaceae) is a well-know folk medicine in taiwan. The whole herbs of this plant are used to treat in flammation, bruising, pneumonia, cough and liver fibrosis, etc. In this study, the chemical constituents of the whole plant of R.discolor were investigated and their anti-inflammatory and anti-cancer activities were tested. Air-dried studied material was extracted with 95% EtOH at 55℃ for 24 hr. After evaporation of the solvent in vaco, the extract was trented with CH2Cl2-Me2CO (1:1) and then MeOH to obtain two soluble portions. They were individually and purified by a combination of several chromatographic techniques, including led to the isolation of nine compounds which were (R)-3-(3,4-dihydroxyphenyl)-5-hydroxy-5H-furan-2-one (1), (R)-3-(3,4-dihydroxyphenyl)-5-methoxy-5H-furan-2-one (2), 3-(3',4'-dihydroxyphenyl)-5H-furan-2-one (3), 4-((E)-3-(3,4-dihydroxyphenyl)acryloyloxy)-2,3-dihydroxy-2-methylbutanoic acid (4), (E)-ferulic acid hexacosyl ester(5), quercetin-3-O-β-D-glucoside(6''→1''') -α-L-arabinoside (6), L-adenosine (7), 3,4-dihydroxybenzoic acid (8) and compound 9. The structures of isolated compounds were established by application of spectroscopic analyses (NMR, MS, UV, IR). Among these compounds, 1, 2 and 3 are new compounds, as well as 4 and 6 are first derived from natural source. The preliminary results of showed that the CH2Cl2-Me2CO(1:1) soluble portion extracts of the stem, flower and leaf of R.discolor displayed dose-dependent anti-inflammatory effect at 1, 10, 50 and 100μg/mL on lipopolysaccaride(LPS)-induced nitric oxide (NO) production in RAW 267.7 macrophages. Their EC50 values were 51.81, 46.85, 85.48 μg/mL, respectively. The TC50 values of MTT assay were greater than 1000 μg / mL. The above three extracts and compounds 1, 2, and 6 showed no significant anti-cancer activities on MCF-7 (breast), NCl-H460 (lung), HT-29(colon) and CEM (leukemia) cancer cells.
顯示於類別:	[化學系所] 博碩士論文

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