臺灣博碩士論文加值系統

中文摘要

針對番荔枝科哥納香屬植物台灣產恆春哥納香(Goniothalamus amuyon)的莖部、根皮部、葉部及馬來西亞產Goniothalamus velutinus的莖部，進行化學活性成分分離。由G. amuyon莖部得到二十個styryllactones、十個alkaloids、四個steroids及六個acetogenins; 根皮部得到九個styryllactones; 葉部得到七個styryllactones。由G. velutinus莖部得到一個styryllactone、二個steroids、一個alkaloid及十個acetogenins。其中包括十個styryllactones: isogoniothalamin oxide (S3)、 8-methoxygoniodiol (S7)、 8-chlorogoniodiol (S9)、 digoniodiol (S10)、 deoxygoniopypyrone A (S12)、 goniothalesacetate (S14)、 goniofupyrone A (S15)、 methylgonioamuate (S16)、 methyldihydrogonioamuate (S17)及goniothalesdiol A (S18)為新化合物，此外有十三個化合物為首次自本屬植物分離得到。同時從中國大陸瓜馥木屬植物排骨靈(Fissistigma bracteolatum)得到包括十一個alkaloids、四個flavonoids及四個steroids類等十八個化合物，其中bractelactone (AF1)為新化合物。
在生物活性研究方面將styryllactones化合物進行抗腫瘤、抗血小板凝集及抗發炎測試，其中化合物goniothalamin (S1)及isogoniothalamin oxide (S3)對於HepG2、DU145、PC-3和HepJ5等癌細胞株具有顯著的細胞毒殺活性其IC50值分別為0.31、0.40、0.51、0.19及0.19、0.45、0.18、0.20 μg/ml，8-chlorogoniodiol (S9)對於HepG2 (IC50 0.64 μg/ml)癌細胞株具有顯著的細胞毒殺活性。化合物 goniothalamin (S1)和8-chlorogoniodiol (S9)的抗癌作用機轉正在進行研究中。此外將F. bracteolatum所得到包括bractelactone (AF1)、 piperlactam A (AF5)、 aristolactam BII (AF8)、 aristolactam BIII (AF9)、dehydrodiscretamine (AF11)、 isopedicin (AF12)、 5,8-dihydroxy-6,7-dimethoxyflavanone (AF13)及pinostrobin (AF14)等化合物進行抗發炎活性測試。其中isopedicin (AF12)對人類嗜中性白血球(neutrophils) superoxide generation具有抑制活性(IC50 0.34 μM)。
另外，除了建立具有抗癌活性的styrylpyrone類化合物 goniothalamin (S1)、goniothalamin oxide (S2)、isogoniothalamin oxide (S3)、goniodiol-7-monoacetate (S5)、goniodiol-8-monoacetate (S6)、 8-methoxygoniodiol (S7)及8-chlorogoniodiol (S9)指紋圖資料庫外，同時針對恆春哥納香各部位所含抗癌活性成分含量進行定性及定量分析。

目錄--------------------------------------------------------------------------------------------- II
圖表目錄--------------------------------------------------------------------------------------- IV
中文摘要--------------------------------------------------------------------------------------- 1
英文摘要--------------------------------------------------------------------------------------- 3
第一章 緒論---------------------------------------------------------------------------------- 5
第一節 前言------------------------------------------------------------------------------ 5
第二節 番荔枝科植物研究背景------------------------------------------------------ 6
第二章 恆春哥納香化學成分分析------------------------------------------------------- 9
第一節 文獻回顧------------------------------------------------------------------------- 9
第二節 Styryllactone類化合物過去研究-------------------------------------------- 35
第三節 研究背景與目的---------------------------------------------------------------- 38
第四節 植物型態及分佈---------------------------------------------------------------- 39
第五節 植物分離流程及化合物結構------------------------------------------------- 42
第三章 化合物結構證明------------------------------------------------------------------- 50
第一節 7、8環氧苯乙烯?眾魡?(goniothalamin oxide)類化合物------------- 50
第二節Isogoniothalamin oxide(S3)之結構證明----------------------------------- 54
第三節 7、8二氧苯乙烯?眾魡?(goniodiol)類化合物---------------------------- 62
第四節8-Methoxygoniodiol (S7)之結構證明--------------------------------------- 67
第五節8-Chlorogoniodiol (S9)之結構證明----------------------------------------- 77
第六節Digoniodiol (S10)之結構證明------------------------------------------------ 87
第七節 哥納香?眾?-?眾魡珍?(goniopypyrone)化合物討論-------------------- 95
第八節Deoxygoniopypyrone A (S12)之結構證明-------------------------------- 97
第九節Methyl tetrahydrofuranylpropanoate類化合物------------------------- 107
第十節Goniothalesacetate (S14)之結構證明------------------------------------- 108
第十一節Goniofupyrone A (S15)之結構證明-------------------------------------- 119
第十二節Methylgonioamuate (S16)之結構證明---------------------------------- 127
第十三節Methyldihydrogonioamuate (S17)之結構證明------------------------ 133
第十四節Goniothalesdiol A (S18)之結構證明------------------------------------- 141
第四章 恆春哥納香定性及定量分析---------------------------------------------------- 147
第五章 天然物之生物活性測試---------------------------------------------------------- 160
第六章 Styryllatone類化合物的生物合成途徑--------------------------------------- 169
第七章 排骨靈化學成分分析------------------------------------------------------------- 174
第一節 摘要------------------------------------------------------------------------------- 174
第二節 文獻回顧------------------------------------------------------------------------- 175
第三節 植物型態及分佈---------------------------------------------------------------- 194
第四節 植物分離流程及化合物結構------------------------------------------------- 195
第八章 化合物結構證明------------------------------------------------------------------- 197
第九章 天然物之生物活性---------------------------------------------------------------- 205
第十章 結果與討論---------------------------------------------------------------------- 206
第十一章 相關實驗部分------------------------------------------------------------------- 209
第一節 儀器與材料---------------------------------------------------------------------- 209
第二節 植物材料與分離純化---------------------------------------------------------- 211
第三節 化合物之物理及光譜數據---------------------------------------------------- 217
第十二章 參考文獻------------------------------------------------------------------------- 237
第十三章 論文著作及發表---------------------------------------------------------------- 249

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