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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 張惠婷(Hui-Ting Chang) | |
dc.contributor.author | Hui-Jen Chen | en |
dc.contributor.author | 陳煇仁 | zh_TW |
dc.date.accessioned | 2021-06-13T02:45:23Z | - |
dc.date.available | 2016-12-31 | |
dc.date.copyright | 2006-10-25 | |
dc.date.issued | 2006 | |
dc.date.submitted | 2006-10-18 | |
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dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/31360 | - |
dc.description.abstract | 摘要
本研究的目的是評估錫蘭橄欖(Elaeocarpus serratus L.)葉乙醇萃取物的抗氧化活性,進一步分離與鑑定具抗氧化功能的化合物,期望能開發錫蘭橄欖葉萃取物於保健用途上。試驗結果顯示錫蘭橄欖葉乙醇萃取物的總酚類含量為114.16 mg of GAE/g,並具有良好的抗氧化活性,在濃度為19.5 µg/mL時,即可達到50%的DPPH自由基抑制效果;對於超氧自由基的抑制,乙醇萃取物的EC50值為13.67 µg/mL;而總抗氧化能力的測定中,乙醇萃取物的TEAC值為0.46 mM。另外,各可溶部中總酚類的含量以乙酸乙酯可溶部含量達220.6 mg of GAE/g為最高,而且在DPPH自由基抑制能力、還原力、超氧自由基抑制能力和總抗氧化能力等抗氧化能力的測定中,乙酸乙酯可溶部皆顯示最佳的效果。 將最具抗氧化活性的乙酸乙酯可溶部進行管柱層析得到13個次分離部,在DPPH自由基抑制能力的測定中以E8和E9具有最佳效果。以高效能液相層析儀分離與純化具有抗氧化活性的次分離部,共獲得Gallic acid、Myricetin、Mearnsetin、Mearnsitrin和Myricitrin。經過定量後,得知此5個化合物在乙酸乙酯可溶部中,以Gallic acid含量最高,其次為Myricetin和Meanrnsetin,Mearnsitrin和Myricitrin的含量較低。 評估化合物的抗氧化活性,DPPH自由基抑制能力依序為Gallic acid≒Myricetin>Myricitrin>Mearnsetin>Mearnsitrin。還原力評估結果和DPPH自由基抑制能力相同。超氧自由基抑制能力則是以Mearnsetin有最佳的效果,其次為Gallic acid和Myricitrin。總抗氧化能力中,化合物的TEAC值依序為Mearnsetin>Gallic acid> Myricetin>Myricitrin>Mearnsitrin。綜合上述試驗顯示Gallic acid、Myricetin和Mearnsetin此3個化合物在抗氧化活性上有極佳的表現,推測錫蘭橄欖葉乙醇萃取物的抗氧化活性與此3個化合物有關。 本研究證實錫蘭橄欖葉萃取物具有良好的抗氧化活性,並含有強抗氧化物質,顯示錫蘭橄欖除了觀賞與果實利用外,如能朝天然抗氧化物或保健食品等高經濟價值的方向開發,將具有良好的發展潛力。 | zh_TW |
dc.description.abstract | Abstract
The purposes of this study are to evaluate the antioxidative avtivity of Ceylon olive (Elaeocarpus serratus L.) leaves extract and to isolate the antioxidant constituents from leaves extract. It would be helpful to expand the utilization of Ceylon olive leaves for the natural health products. Result demonstrated phenolic compounds were founded rich in E. serratus leaves ethanolic extract with 114.16 mg of GAE/g, and the EC50 value of DPPH radical scavenging and superoxide anion scavenging was 19.5 µg/mL and 13.67 µg/mL. In the total antioxidant assay, E. serratus leaves extract also showed excellent performance with the TEAC value of 0.46 mM. EtOAc soluble fraction show the highest amount of phenolic compounds (220.6 mg of GAE/g) among the fractions, and its also showed the best performance in DPPH radical scavenging assay, reducing power assay, superoxide anion scavenging assay, and total antioxidant assay. EtOAc soluble fraction was then separated into 13 subfractions. Subfraction E8 and subfraction E9 exhibited the best antioxidant activities in DPPH radical scavenging assay. Five compounds, including gallic aicd, myricetin, mearnsetin, mearnsitrin and myricetrin were isolated from active subfractions by HPLC. After quantification, the content of gallic acid was the highest content in EtOAc soluble fraction among the isolated compounds, followed by myricetin and meanrnsetin, mearnsitrin and myricitrin showed the lower content than the others. The antioxidant activities of isolated compounds were also evaluated. The DPPH radical scavenging activities of isolated compounds were in a decreasing order of gallic acid ≒ myricetin>myricitrin>mearnsetin>mearnsitrin, and this result was consistent with that of reducing power assay. Mearnsetin showed the best inhibitory effect in superoxide anion scavenging activity, followed by gallic acid and myricitrin. In the total antioxidant assay, TEAC values of compounds were in a decreasing order of mearnsetin>gallic acid>myricetin>myricitrin>mearnsitrin. Results obtained above indicated that gallic acid, myricetin and mearnsetin possessed great antioxidant activities, and we assumed that the antioxidant activity of E. serratus leaves ethanolic extract might contribute from these compounds. Results revealed that E. serratus leaves extract showed excellent antioxidant activity, and possessed compound with great antioxidant characteristic. Therefore, besides the utilization of ornamental trees and fruits of E. serratus, leaves of E. serratus has the potential to develop the application for the natural health-care food. | en |
dc.description.provenance | Made available in DSpace on 2021-06-13T02:45:23Z (GMT). No. of bitstreams: 1 ntu-95-R93625033-1.pdf: 1014251 bytes, checksum: e5a88da21911f5f5e6445f6e7e5dbd94 (MD5) Previous issue date: 2006 | en |
dc.description.tableofcontents | 目錄
頁次 目錄.......................................................I 表目次....................................................IV 圖目次...................................................VII 摘要.....................................................XII Abstract.................................................XIV 一、前言………………………………………………………………….1 二、文獻回顧…………………………………………………………….3 (一)、自由基與氧化壓力……………………………………………3 (二)、植物抽出成分的抗氧化活性…………………………………7 (三)、黃酮類(Flavonoids)的種類與抗氧化能力……………………13 (四)、杜英屬(Elaeocarpus)植物的生物活性………………...…18 三、材料與方法…………………………………………………………24 (一)、試驗材料………………………………………………………24 (二)、試驗方法………………………………………………………24 1.乙醇萃取物的萃取……………………………………………24 2.液相—液相分配………………………………………………24 3.管柱層析………………………………………………………24 4.高效能液相層析………………………………………………25 5.總酚類化合物含量測定……………………………........25 6.抗氧化性檢測......................................26 (1)DPPH自由基清除能力之測定.......................26 (2)還原力測定.....................................26 (3)亞鐵離子螯合之測定.............................27 (4)超氧自由基捕捉能力…………………………………….28 (5)總抗氧化能力…………………………………………….28 7.化合物的結構鑑定……………………………………………29 8.化合物的定量…………………………………………………29 9.統計分析………………………………………………………30 四、結果與討論…………………………………………………………31 (一)、錫蘭橄欖葉乙醇萃取物之抗氧化活性………………………31 1.乙醇萃取物及各可溶部的總酚類含量………….………...32 2.乙醇萃取物及各可溶部的DPPH自由基抑制能力……………33 3.乙醇萃取物及各可溶部的還原力評估………………………34 4.各可溶部的亞鐵離子螯合能力………………….………….35 5.乙醇萃取物及各可溶部的超氧自由基抑制能力……………37 6.乙醇萃取物及各可溶部的總抗氧化能力(TEAC)評估………38 7.乙酸乙酯可溶部中各次分離部之收率與DPPH自由基抑制能力39 (二)、化合物之分離與鑑定……………………..…………………41 1.化合物Gallic acid之分離與鑑定………………………….41 2.化合物Myricetin之分離與鑑定…………………………….45 3.化合物Mearnsetin (4´-O-Methylmyricetin)之分離與鑑定51 4.化合物Mearnsitrin (4´-O-Methylmyricetin-3-O-rhamnoside)之分離與鑑定...................................57 5.化合物Myricitrin (Myricetin-3-O-rhamnoside)之分離與鑑定…………64 (三)、化合物的定量………………………………………..………71 (四)、化合物的抗氧化活性評估………………………………..…74 五、結論…………………………………………………………………78 六、參考文獻…………………………………………………………………………80 表目次 頁次 表 1. 13種植物萃取物之DPPH自由基抑制能力 Table 1. DPPH radical scavenging of 13 kind of plant species…………….……...7 表 2. B. monandra葉乙醇萃取物及各可溶部的DPPH自由基抑制率 Table 2. Radical scavenging activities of B. monandra extracts determined by the reduction of DPPH free radical…………………………….…………..8 表 3. 龍眼花的不同溶劑萃取物之抗氧化活性 Table 3. Antioxdant activities of D. longan flower from different solvent extracts………………………………….……………………………….10 表 4. M. arvensis分離出之化合物的抗氧化能力 Table 4. Antioxidant activities of compounds from M. arvensis...........................12 表5. 黃酮類及維生素的總抗氧化能力 Table 5. Total antioxidant activities of flavonoids and vitamins………………….15 表6. C. coggygria中的化合物的DPPH自由基抑制能力 Table 6. Activities of compounds from C. coggygria in the DPPH free radical scavenging assay………………………………………………………….16 表 7. E. parvifolius樹皮化合物之抗焦蟲效果 Table 7. Anti-babesial activities of compounds from E. parvifolius bark against Babesia gisoni…………………………………………………...19 表 8. E. mastersii樹皮甲醇萃取物中分離出4種化合物的細胞毒性 Table 8. Cytotoxic activity of four compounds of E. mastersii bark methanolic extract………….………………………………………………………….20 表9. E. sphaericus 果實不同萃取物之進行抗細菌活性 Table 9. Antibacterial activities of different extracts of E. sphaericus fruit………22 表10. E. sphaericus 果實萃取物的最小抑菌濃度 Table 10. MIC values of extracts of E. sphaericus fruit against bacteria………..23 表11. 錫蘭橄欖葉乙醇萃取物、各可溶部及水不可溶部的收率 Table 11. Yields of the ethanolic extract and their fractions from E. serratus leaves……………………………………………………...……………….31 表12. 錫蘭橄欖葉乙醇萃取物及各可溶部的總酚類含量 Table 12. Total phenolic contents of the ethanolic extract and the fractions from the leaves of E. serratus……………...………………..…………33 表13. 錫蘭橄欖葉乙醇萃取物及各可溶部的總抗氧化能力 Table 13. TEAC of the ethanolic extracts and their fractions from the leaf of E. serratus…....………………………….………………………………..38 表14. 乙酸乙酯可溶部各次分離部之收率 Table 14. Yields of the subfractions from ethyl acetate soluble fraction………...39 表15. Gallic acid的氫譜與碳譜資料 Table 15. 1H and 13C NMR data of gallic acid……………………………………...44 表16. Myricetin的氫譜、碳譜及HMBC資料 Table 16. 1H, 13C NMR and HMBC data of myricetin……………………………..50 表17. Mearnsetin的氫譜、碳譜及HMBC資料 Table 17. 1H, 13C NMR and HMBC data of mearnsetin…………………………...56 表18. Mearnsitrin的氫譜、碳譜及HMBC資料 Table 18. 1H, 13C NMR and HMBC data of mearnsitrin…………………………...63 表19. Myricitrin的氫譜、碳譜及HMBC資料 Table 19. 1H, 13C- NMR and HMBC data of Myricitrin…………………………….70 表20. 化合物在EF和次分離部中的含量 Table 20. Quantification of compounds from EF and subfractions………………74 表21. 化合物的DPPH自由基抑制能力、超氧自由基抑制能力及總抗氧化能 力(TEAC) Table 21. DPPH free-radical scavenging, superoxide anion scavenging and TEAC of compounds………...…………………………………….75 圖目次 頁次 圖 1. 4種茶樹精油成分的DPPH自由基抑制率 Fig. 1. Free-radical scavenging activity of four compounds from M. alternifolia essential oil……………………...………………………….…………………11 圖2. 各種黃酮類化合物之基本結構 Fig. 2. Structures of the major class of flavonoids………………………………...13 圖 3. 28種化合物的DPPH自由基抑制率 Fig. 3. DPPH free radical scavenging activity of 28 compounds………………...17 圖 4. E. parvifolius樹皮化合物的化學結構 Fig. 4. Chemical structures of compounds from E. parvifolius bark……………..18 圖 5. E. mastersii樹皮甲醇萃取物中分離出4種化合物的化學結構 Fig. 5. Chemical structures of compounds 1-4 of E. mastersii bark methanolic extract………………………..………………………………………………..20 圖6. 五倍子酸的檢量線 Fig. 6. Calibration curve of gallic acid…………………….………………………...32 圖7. 錫蘭橄欖葉乙醇萃取物與各可溶部的DPPH自由基清除能力 Fig. 7. DPPH free-radical scavenging activity of the ethanolic extract and the fractions from the leaf of E. serratus…………….………………………….34 圖8. 錫蘭橄欖葉乙醇萃取物及各可溶部之還原力評估 Fig. 8. Reducing power of the ethanolic extract and the fractions from the leaf of E. serratus………...………………………………………………………..35 圖9. 錫蘭橄欖葉各可溶部的亞鐵離子螯合能力 Fig. 9. Metal chelating activities of fractions from the leaf of E. serratus……….36 圖10. 錫蘭橄欖葉乙醇萃取物及各可溶部的超氧自由基捕捉能力 Fig. 10. Superoxide anion scavenging effects of the ethanolic extract and the fractions from the leaf of E. serratus……………………….……………..37 圖11. 乙酸乙酯可溶部中各次分離部的DPPH自由基清除能力 Fig 11. Free-radical scavenging activities of the subfractions from ethyl acetate soluble fraction………………………………………………….…40 圖12. Gallic acid之EIMS圖譜 Fig. 12. EIMS spectrum of gallic acid.……………………………………………...42 圖13. Gallic acid之1H-NMR圖譜 (500 MHz, CD3OD) Fig. 13. 1H-NMR spectrum of gallic acid (500 MHz, CD3OD).…………………...42 圖14. Gallic acid之13C-NMR圖譜 (125 MHz, CD3OD) Fig. 14. 13C-NMR spectrum of gallic acid (125 MHz, CD3OD)…………………..43 圖15. Gallic acid之IR圖譜 Fig. 15. IR spectrum of gallic aicd…………………………………………………..43 圖16. Gallic acid之UV圖譜 Fig. 16. UV spectrum of gallic acid………………………………………………….44 圖17. Myricetin之EIMS圖譜 Fig. 17. EIMS spectrum of myricetin………………………………………………..46 圖18. Myricetin之1H-NMR圖譜 (500 MHz, CD3OD) Fig. 18. 1H-NMR spectrum of myricetin (500 MHz, CD3OD)………….………….47 圖19. Myricetin之13C-NMR圖譜 (125 MHz, CD3OD) Fig. 19. 13C-NMR spectrum of myricetin (125 MHz, CD3OD)…………….………47 圖20. Myricetin的HSQC圖譜 Fig. 20. HSQC spectrum of myricetin………………………………………………48 圖21. Myricetin的HMBC圖譜 Fig. 21. HMBC spectrum of myricetin………………………………………………48 圖22. Myricetin之IR圖譜 Fig. 22. IR spectrum of myricetin……………………………………………………49 圖23. Myricetin之UV圖譜 Fig. 23. UV spectrum of myricetin…………………………………………………..49 圖24. Mearnsetin之EIMS圖譜 Fig. 24. EIMS spectrum of mearnsetin……………………………………………..52 圖25. Mearnsetin之1H-NMR圖譜 (500 MHz, CD3OD) Fig. 25. 1H-NMR spectrum of mearnsetin (500 MHz, CD3OD)…………………..53 圖26. Mearnsetin的13C-NMR圖譜 (125 MHz, CD3OD) Fig. 26. 13C-NMR spectrum of mearnsetin (125 MHz, CD3OD)………………….53 圖27. Mearnsetin的HSQC圖譜 Fig. 27. HSQC spectrum of mearnsetin……………………………………………54 圖28. Mearnsetin的HMBC圖譜 Fig. 28. HMBC spectrum of mearnsetin……………………………………………54 圖29. Mearnsetin之IR圖譜 Fig. 29. IR spectrum of mearnsetin…………………………………………………55 圖30. Mearnsetin之UV圖譜 Fig. 30. UV spectrum of mearnsetin………………………………………………..55 圖31. Mearnsitrin之ESIMS圖譜 Fig. 31. ESIMS spectrum of mearnsitrin……………………………………………58 圖32. Mearnsitrin之1H-NMR圖譜 (500 MHz, CD3OD) Fig. 32. 1H-NMR spectrum of mearnsitrin (500 MHz, CD3OD)…………………..59 圖33. Mearnsitrin的13C-NMR圖譜 (125 MHz, CD3OD) Fig. 33. 13C-NMR spectrum of mearnsitrin (125 MHz, CD3OD)………………….59 圖34. Mearnsitrin的HSQC圖譜 Fig. 34. HSQC spectrum of mearnsitrin………………………...………………….60 圖35. Mearnsitrin的HMBC圖譜 Fig. 35. HMBC spectrum of mearnsitrin……………………………...…………….60 圖36. Mearnsitrin的COSY圖譜 Fig. 36. COSY spectrum of mearnsitrin……………………….……………………61 圖37. Mearnsitrin的NOESY圖譜 Fig. 37. NOESY spectrum of mearnsitrin…………………………………………..61 圖38. Mearnsitrin之IR圖譜 Fig. 38. IR spectrum of mearnsitrin…………………………………………………62 圖39. Mearnsitrin之UV圖譜 Fig. 39. UV spectrum of mearnsitrin………………………………………………..62 圖40. Myricitrin之ESIMS圖譜 Fig. 40. ESIMS spectrum of myricitrin……………………………………………...65 圖41. Myricitrin之1H-NMR圖譜 (500 MHz, CD3OD) Fig. 41. 1H-NMR spectrum of myricitrin (500 MHz, CD3OD)……………………..66 圖42. Myricitrin的13C-NMR圖譜 (125 MHz, CD3OD) Fig. 42. 13C-NMR spectrum of myricitrin (125 MHz, CD3OD)…………………….66 圖43. Myricitrin的HSQC圖譜 Fig. 43. HSQC spectrum of myricitrin………………………………………………67 圖44. Myricitrin的HMBC圖譜 Fig. 44. HMBC spectrum of myricitrin………………………………………………67 圖45. Myricitrin的COSY圖譜 Fig. 45. COSY spectrum of myricitrin………………………………………………68 圖46. Myricitrin的NOESY圖譜 Fig. 46. NOESY spectrum of myricitrin………………………..…………………...68 圖47. Myricitrin之IR圖譜 Fig. 47. IR spectrum of myricitrin……………………………………………………69 圖48. Myricitrin之UV圖譜 Fig. 48. UV spectrum of myricitrin…………………………………………………..69 圖49. Gallic acid的檢量線 Fig. 49. Calibration curve of gallic acid……………………………………………..71 圖50. Myricetin的檢量線 Fig. 50. Calibration curve of myricetin……………………………………………...72 圖51. Mearnsetin的檢量線 Fig. 51. Calibration curve of mearnsetin……………………………………………72 圖52. Mearnsitrin的檢量線 Fig. 52. Calibration curve of mearnsitrin……………………………………………73 圖53. Myristrin的檢量線 Fig. 53. Calibration curve of myristrin………………………………………………73 圖54. 化合物的DPPH自由基抑制率 Fig. 54. DPPH free-radical scavenging activities of compounds………………...75 圖55. 化合物之還原力評估 Fig. 55. Reducing power of compounds……………………………………………76 圖56. 化合物的超氧自由基捕捉能力 Fig. 56. Superoxide anion scavenging effect of compounds…………………….76 | |
dc.language.iso | zh-TW | |
dc.title | 錫蘭橄欖葉抗氧化成分之研究 | zh_TW |
dc.title | Studies on the Antioxidative Constituents of Elaeocarpus serratus Leaves | en |
dc.type | Thesis | |
dc.date.schoolyear | 95-1 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 張上鎮(Shing-Tzen Chang),蘇裕昌(Yu-Chang Su),王升陽(Sheng-Yang Wang) | |
dc.subject.keyword | 錫蘭橄欖葉,抗氧化活性,Gallic acid,Myricetin,Mearnsetin,Mearnsitrin,Myricetrin, | zh_TW |
dc.subject.keyword | Elaeocarpus serratus leaves,Antioxidant activity,Gallic aicd,Myricetin,Mearnsetin,Mearnsitrin,Myricetrin, | en |
dc.relation.page | 85 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2006-10-18 | |
dc.contributor.author-college | 生物資源暨農學院 | zh_TW |
dc.contributor.author-dept | 森林環境暨資源學研究所 | zh_TW |
顯示於系所單位: | 森林環境暨資源學系 |
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