華河瓊楠果實之成分研究

Abstract

本論文主要研究華河瓊楠(Beilschmiedia tsangii)果實含有之polyketide、benzopyranoid、sesquiterpene quinone和amide類化合物，以丙酮萃取並利用各種管柱層析分析方法進行分離與鑑定所含之成分。實驗結果共得到8個新化合物，包含3個polyketides (1-3)，1個benzopyranoid (4)、1個methylplastoquinone (5)和3個amides (6-8)。此外尚分離出6個已知化合物，分別為beilschmiedic acid E (9)、erythrophlorin E-F (10-11)、senkyunone (12)、oligandrol (13) 和dioxamin (14)。 以上化合物之結構皆利用核磁共振圖譜，包括1D NMR (1H-NMR、13C-NMR、DEPT-135、DEPT-90)、2D NMR (COSY、HSQC、HMBC、NOESY)以及高解析電灑式質譜、紫外線吸收光譜、紅外線吸收光譜、CD光譜和比旋光度分析而建立，並利用化學結構資料庫(Reaxys)以及相關文獻進行結構比對進一步確認化合物結構。

This study mainly focus on the phytochemical investigation of the acetone extract from the fruits of Beilschmiedia tsangii. Fractionation of the crude extract has led to the isolation of fourteen metabolites including eight new compounds. Compounds 1-3 were identified as new endiandric acid analogues, which belonged to polyketide. Compounds 4 was characterized as novel sesquiterpene quinone, and compound 5 was a new derivative of benzopyranoid. Compounds 6-8 were also new compounds that belonged to amide analogues. Besides, six known compounds, beilschmiedic acid E (9), erythrophlorin E-F (10-11), senkyunone (12) oligandrol (13) and dioxamin (14) were also isolated from the sample. The structures of isolates were elucidated and established on the basis of various spectroscopic analysis, including 1D NMR (1H and 13C NMR) and 2D NMR (COSY, HSQC, HMBC and NOESY) technique. High resolution electrospray ionization mass spectrometry (HRESIMS), ultraviolet spectroscopy (UV), infrared spectroscopy (IR), circular dichroism (CD) and specific optical rotation were also used to validate the characteristics of these compounds. Additionally, all the structures were further confirmed by comparing with the chemical database; Reaxys, and other reference papers.