穗花樹蘭根部之三萜類成分研究

Studies on the Triterpenoids from the Roots of Aphanamixis polystachya (Wall.) R. N. Parker

林清傑(Ching-Jie Lin)

指導教授 ： 沈雅敬

國立臺灣大學/醫學院/藥學研究所/碩士(2013年)

https://doi.org/10.6342/NTU.2013.00531

摘要

中文摘要

本論文主要研究穗花樹蘭根部含有之三萜類化合物，以丙酮萃取並利用各種管柱色層層析法分析方法進行分離與分析鑑定所含之三萜類等成分。
實驗結果共分得十一個化合物，其中包括四個新的三萜類化合物。

分離得到的化合物中，有四個新的3,4-seco-apotirucallane骨架之三萜類化合物aphataiwanins A-D (1-4)，其中aphataiwanin A (1)、aphataiwanin B (2)於C-21之甲氧基位向不同，彼此互為立體異構物；aphataiwanin C (3)、aphataiwanin D (4)亦是C-21取代基位向不同，屬立體異構物。其餘為一個已知的原檸檬類素methyl-1ξ,7R-diacetoxy-23R,25-dihydroxy-20S,24R-21,24- epoxy-3,4-seco-apotirucall-4(28),14(15)-diene- 3-oate (5)，五個檸檬類素化合物rohituka 3 (6)、rohituka 7 (7)、nymania 1 (8)、rubrin G (9)、prieurianin (10)以及一個固醇類化合物2β,3β-dihydroxy-5α- pragnan-16-one (11)。

以上化合物之結構鑑定主要是利用各種光譜數據所建立，包括一維NMR圖譜(1H-NMR、13C-NMR、 DEPT-135、DEPT-90)、二維核磁共振圖譜(COSY、HMQC、HMBC、NOESY)、高解析電灑式質譜、紅外線光譜、CD光譜及比旋光度，並以化學資料庫Reaxys查詢相關化合物資料以及資料庫Web of Science搜尋相關文獻而建立結構。

將所分得之化合物(1-11)，進行抗癌細胞與抗發炎生物活性測試與評估。

關鍵字

穗花樹蘭 ； apotirucallane-type ； 三萜類 ； 檸檬類素

並列摘要

Abstract

This thesis mainly focuses on the phytochemical investigation of the acetone extract from the roots of Aphanamixis polystachya. Fractionation of the crude extract has led to the isolation of 11 compounds. Among them, four are new apotirucallane-type triterpenoids aphataiwanins A-D (1-4). Others are known protolimonoid methyl-1ξ,7R-diacetoxy-23R,25-dihydroxy-20S,24R- 21,24-epoxy-3,4-seco-apotirucall-4(28),14(15)-diene-3-oate (5), limonoids rohituka 3 (6), rohituka 7 (7), nymania 1 (8), rubrin G (9), prieurianin (10) and one steroid 2β,3β-dihydroxy-5α-pragnan-16- one (11).

The structures of above compounds are mainly determined by applicaton of various spectroscopic analysis, including one-dimension NMR (1H-NMR, 13C-NMR, DEPT-135 and DEPT-90), two-dimension NMR (COSY, HMQC, HMBC and NOESY), high resolution ESI mass, infrared, circular dichroism and specific optical rotation. Besides, searching for the related compounds in Reaxys database and reference reports from Web of Science are also necessary to elucidate these structures.

All the anti-tumor cytotoxicities, anti-inflammatory bioactivities of these compounds are now tested and evaluated.

並列關鍵字

Aphanamixis polystachya ； apotirucallane-type triterpenoids ； limonoids

參考文獻

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