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研究生:梁俊偉
研究生(外文):Jun-WeilLiang
論文名稱:牛樟芝子實體之成分研究
論文名稱(外文):The constituents of the fruit body of Taiwanofungus camphoratus
指導教授:吳天賞吳天賞引用關係
指導教授(外文):Tian-Shung Wu
學位類別:碩士
校院名稱:國立成功大學
系所名稱:化學系碩博士班
學門:自然科學學門
學類:化學學類
論文種類:學術論文
論文出版年:2012
畢業學年度:100
語文別:中文
論文頁數:197
中文關鍵詞:台芝屬牛樟芝
外文關鍵詞:AntrodiaTaiwanofungus camphoratus
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由牛樟芝(Taiwanofungus camphoratus)之子實體共分離得到45個化合物。2個化合物coenzyme Q3 (20)及benzocamphorin F (29)為首次從天然界分離。8個為新化合物經由分析光譜確定出結構式,分別為camphoratin K (12)、camphoratin L (13)、camphoratin M (14)、camphoratin N (15)、
camphoratin O (17)、benzocamphorin G (30)、benzocamphorin H (31)、benzocamphorin I (44)。其中Camphoratin L (13)及camphoratin O (17)為天然界之新骨架化合物。另外35個化合物經由光譜分析確認其化學結構式,分別為methyl antcinate A (1)、antcin A (2)、zhankuic acid A methyl ester (3)、
zhankuic acid A (antcin B) (4)、zhankuic acid C (5)、zhankuic acid D (6)、
zhankuic acid B (7)、antcin C (8)、camphoratin E (9)、camphoratin F (10)、
methyl antcinate H (11)、1-hydroxy-p-menth-3-en-2-one (18)、nerolidol (19)、
4-acetylantroquinonol B (21)、ergosterol (22)、ergosterol peroxide (23)、
camphoratin I (24)、sesamin (25)、4-hydroxysesamin (26)、antrocamphin B (27)、
antrocamphin A (28)、methyl 3,4,5-trimethoxybenzoate (32)、
methyl 2,3,4,5-tetramethoxybenzoate (33)、
1-methyl-2,3,4,5-trimethoxybenzene (34)、
2,3,6-trimethoxy-5-methylphenol (35)、benzocamphorin C (36)、
methyl 2,5-dimethoxy-3,4-methylenedioxybenzoate (37)、
4,7-dimethoxyl-5-methyl-1,3-benzodioxole (38)、
4,5-dimethoxyl-6-methyl-1,3-benzodioxole (39)、
2,3-(methlenedioxy)-4-methyl-5-methylphenol (40)、
2,2’,5,5’-tetramethoxyl-3,4,3’,4’-bi-methylenedioxyl-6,6’-dimethylbiphenyl (41)、benzocamphorin E (42)、benzocamphorin D (43)、alkyl ferulate (45)。
上述化合物的結構乃是利用1維和2維核磁共振光譜、質譜、紫外光譜以及紅外線光譜決定,而已知化合物則與文獻所報導的物理性質和光譜數據進行比對後得到確認;另外所分離之化合物的生物活性則正測試中。

Forty five compounds were isolated from the fruiting body of Taiwanofungus camphoratus. Two compounds were Coenzyme Q3 (20) and benzocamphorin F (29) which were reported for the first time from natural sources. Eight new compounds were characterized as camphoratin K (12), camphoratin L (13), camphoratin M (14), camphoratin N (15), camphoratin O (17), benzocamphorin G (30), benzocamphorin H (31), benzocamphorin I (44) by spectroscopic analyses. Among them, (13) and (17) were characterized as novel carbon skeleton. On the other hand, thirty five known compounds were identified as methyl antcinate A (1), antcin A (2), zhankuic acid A methyl ester (3), zhankuic acid A (antcin B) (4), zhankuic acid C (5), zhankuic acid D (6), zhankuic acid B (7), antcin C (8), camphoratin E (9), camphoratin F (10), methyl antcinate H (11), antcin K (16), 1-hydroxy-p-menth-3-en-2-one (18), nerolidol (19), 4-acetylantroquinonol B (21), ergosterol (22),
ergosterol peroxide (23), camphoratin I (24), sesamin (25),
4-hydroxysesamin (26), antrocamphin B (27), antrocamphin A (28),
methyl 3,4,5-trimethoxybenzoate (32),
methyl 2,3,4,5-tetramethoxybenzoate (33),
1-methyl-2,3,4,5-trimethoxybenzene (34),
2,3,6-trimethoxy-5-methylphenol (35), benzocamphorin C (36),
methyl 2,5-dimethoxy-3,4- methylenedioxybenzoate (37),
4,7-dimethoxyl-5-methyl-1,3-benzodioxole (38),
4,5-dimethoxyl-6-methyl-1,3-benzodioxole (39),
2,3-(methlenedioxy)-4-methyl-5-methylphenol (40),
2,2’,5,5’-tetramethoxyl-3,4,3’,4’-bi-methylenedioxyl-6,6’-dimethylbiphenyl (41), benzocamphorin E (42), benzocamphorin D (43), and alkyl ferulate (45).
The structures of the isolated compounds were elucidated by 1H-, 13C-, 2D-NMR, MS, UV and IR spectral analyses and the comparison of spectroscopic data with those reported in the literatures. The bioactive assay of the isolated compounds are in progress.

目錄
Abstract I
中文摘要 III
謝誌 V
第一章 緒論 1
第一節:前言 1
第二節:牛樟芝之形態介紹 2
第二章 台芝屬真菌之藥理研究回顧 3
第三章 台芝屬真菌之成分研究回顧 23
第四章 牛樟芝成分之萃取與分離 41
第五章 化學構造解析 51
第一節 Antcin A (2)之構造解析 51
第二節 Camphoratin K (12)之構造解析 54
第三節 Camphoratin L (13)之構造解析 62
第四節 Camphoratin M (14)之構造解析 70
第五節 Camphoratin N (15)之構造解析 80
第六節 Camphoratin O (17)之構造解析 88
第七節 Coenzyme Q3 (20)之構造解析 97
第八節 4-Acetylantroquinonol (21)之構造解析 107
第九節 Antrocamphin A (28)之構造解析 115
第十節 Benzocamphorin F (29)之構造解析 117
第十一節 Benzocamphorin G (30)之構造解析 123
第十二節 Benzocamphorin H (31)之構造解析 129
第十三節 Benzocamphorin D (43)之構造解析 135
第十四節 Benzocamphorin I (44)之構造解析 138
第十五節 其他化合物構造解析 144
第十六節 樟芝酸及相關類固醇之光譜特徵 145
第六章 Camphortin L (13)和O (17)生合成之路徑推演 157
第七章 結論 158
第八章 實驗部分 160
第一節 本實驗所使用之儀器 160
第二節 牛樟芝子實體成分分離 162
第三節 光譜數據 167
參考文獻 185
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