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研究生:陳嘉禧
研究生(外文):chia-xi chen
論文名稱:芒穗鴨嘴草之化學成分研究
論文名稱(外文):The chemical constituents of Ischaemum aristatum L. var. aristatum
指導教授:呂彥禮
學位類別:碩士
校院名稱:長庚大學
系所名稱:天然藥物研究所
學門:醫藥衛生學門
學類:藥學學類
論文種類:學術論文
論文出版年:2006
畢業學年度:94
語文別:中文
中文關鍵詞:芒穗鴨嘴草
外文關鍵詞:Ischaemum aristatum L. var. aristatum
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芒穗鴨嘴草 ( Ischaemum aristatum L. var. aristatum ) 在分類上屬禾本科植物,在抗肝纖維化及氣喘活性的預試驗中,發現芒穗鴨嘴草的萃取物對上述兩項活性測試具有顯著的活性,遂以芒穗鴨嘴草為材料,針對其成分進行一系列的分析、分離、純化與結構解析。乾重 1151.57 g的芒穗鴨嘴草粉碎後以甲醇萃取,所得之萃取液經減壓濃縮後,分別以氯仿、正丁醇進行分配萃取,各分配層再以管柱層析、薄層層析及再結晶方式純化,總共得到34個化合物經光譜分析其化學結構為:L-tyrosine、Lphenylalanine、(R)-3-amino-3-phenyl propionic acid、vanilloyl β-L-glucoside、(4-methoxy-phenyl)-acetic acid、(4-hydroxy-phenyl)-acetic acid methyl ester、vanillic acid、gallic acid、4-hydroxybenzoic acid、trans-caffeic acid、4-hydroxybenzaldehyde、cis-coumaric acid、methyl ferulate、methyl coumarate、vanillin、o-coumaric acid、(R)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid、methylarbutin、methylparaben、syringaldehyde、3-hydroxybenzaldehyde、p-coumaric acid、benzoic acid、methyl chlorogenate、methyl-3-O-feruloylquinate、orientin、uracil、α-tocopherol、squalene、β-sitosterol and stigmasterol mixtures、β-sitosterone and stigmasterone mixtures、6β-hydroxystigmast-4-en-3-one and 6β-hydroxystigmast-4,22-dien-3-one mixtures、ergosterol peroxide、(6S,9S)-reseoside。
Ischaemum aristatum L. var. aristatum is Gramineae plant. Extract of I. aristatum were showed the anti-hepafibrosis and anti-asthma activities in our preliminary studies. Therefore, we investigated the chemical constituents of I. aristatum. Dry I. aristatum was extracted by methanol, and the concentrated under reducing pressure to give dark brown extracts. The crude extracts were partitioned between water, chloroform and n-BuOH, separately. Each layer was chromatographed by column chromatography, TLC and recrystallized to afford 34 compounds being elucidated as L-tyrosine, L-phenylalanine, (R)-3-amino-3-phenyl propionic acid, vanilloyl β-L-glucoside, (4-methoxy-phenyl)-acetic acid, (4-hydroxy-phenyl)-acetic acid methyl ester, vanillic acid, gallic acid, 4-hydroxybenzoic acid, trans-caffeic acid, 4-hydroxybenzaldehyde, cis-coumaric acid, methyl ferulate, methyl coumarate, vanillin, o-coumaric acid, (R)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid, methylarbutin, methylparaben, syringaldehyde, 3-hydroxybenzaldehyde, p-coumaric acid, benzoic acid, methyl chlorogenate, methyl-3-O-feruloylquinate, orientin, uracil, α-tocopherol, squalene, β-sitosterol and stigmasterol mixtures, β-sitosterone and stigmasterone mixtures, 6β-hydroxystigmast-4-en-3-one and 6-hydroxystigmast-4,22-dien-3-one mixtures, ergosterol peroxide and (6S,9S)-reseoside.
指導教授推薦書 •••••••••••••••••••••••••••••••
口試委員推薦書 •••••••••••••••••••••••••••••••
授權書 •••••••••••••••••••••••••••••••••••••• III
誌謝 •••••••••••••••••••••••••••••••••••••••• IV
目錄 •••••••••••••••••••••••••••••••••••••••• V
縮寫表 •••••••••••••••••••••••••••••••••••••• VII
中文摘要 •••••••••••••••••••••••••••••••••••• VIII
英文摘要 •••••••••••••••••••••••••••••••••••• X
第一章 緒論
第一節 芒穗鴨嘴草植物簡介 ••••••••••••••••••••••••••• 1
第二節 研究目的 •••••••••••••••••••••••••••••••••••• 4
第二章 萃取與分離 ••••••••••••••••••••••••••••••••• 5
第三章 化合物的構造研究
第一節 Methyl chlorogenate 之化學成分研究 •••••••••••••••••••• 18
第二節 Methyl 3-O-feruloylquinate之化學成分研究 •••••••••••••• 23
第三節 Orientin 之化學成分研究 ••••••••••••••••••••••••••••••• 28
第四節 Ergosterol peroxide 之化學成分研究 ••••••••••••••••••• 32
第五節 (6S,9S)-Roseoside之化學成分研究 •••••••••••••••••••••• 35
第六節 其他化合物 ••••••••••••••••••••••••••••••••••••••••••• 39
第四章 生物活性測試
第一節 DPPH 自由基的清除作用 ••••••••••••••••••••••••••••••••• 40
第二節 Elastase釋放之測定 ••••••••••••••••••••••••••••••••••• 44
第三節 抗氣喘以及抗肝纖維化測定 ••••••••••••••••••••••••••••••• 45
第五章 結論 •••••••••••••••••••••••••••••••••••••••••••••••• 47
第六章 實驗部份
第一節 實驗儀器與藥品 ••••••••••••••••••••••••••••••••••••••• 48
第二節 芒穗鴨嘴草之分離與純化 •••••••••••••••••••••••••••••••• 51
光譜數據 ••••••••••••••••••••••••••••••••••••••••••••••••••• 54
參考文獻 ••••••••••••••••••••••••••••••••••••••••••••••••••• 68
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