人參二醇組皂苷制備二醇型擬人參皂苷的研究
發(fā)布時間:2018-05-19 02:16
本文選題:人參二醇組皂苷 + 堿降解。 參考:《吉林大學(xué)》2017年碩士論文
【摘要】:人參(Panax ginseng C.A.Meyer)為五加科多年生草本植物,已經(jīng)成為絕大多數(shù)亞洲國家最重要的草本藥材之一。其人參皂苷為主要的活性成分。國內(nèi)外學(xué)者研究表明,原人參二醇型皂苷具有很好的抗腫瘤活性。一些人參皂苷衍生物如擬PPD對神經(jīng)細胞具有保護作用。擬人參皂苷Rg_3和擬人參皂苷Rh_2具有抗腫瘤作用,擬人參皂苷Rh_2尤其對胃癌細胞的增長有明顯的抑制作用。然而這些二醇型的擬人參皂苷都是稀有人參皂苷,很難獲得。因此本課題對制備這些二醇型擬人參皂苷進行了大量的研究。通過對原料的篩選,轉(zhuǎn)化制備方法的探究,分離純化條件的摸索等,最終確定以人參二醇組皂苷為原料,采用乙;ūWo羥基、酸催化轉(zhuǎn)化法側(cè)鏈結(jié)構(gòu)修飾、堿降解等方法脫糖基,并且通過柱色譜正反相分離,純化,最終得到二醇型的(E)、(Z)-擬人參皂苷Rg_3{12β,25-dihydroxydammar-(E)-20(22)-ene-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyr anoside和12β,25-dihydroxydammar-(Z)-20(22)-ene-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside};(E)、(Z)-擬人參皂苷Rh_2{β-D-Glucopyranoside,(3β,12β,20E)-12,25-dihydroxydammar-20(22)-ene-3-yl和β-D-Glucopyranoside,(3β,12β,20Z)-12,25-dihydroxydammar-20(22)-ene-3-yl};(E)、(Z)-擬PPD{Dammar-(E)-20(22)-ene-3β,12β,25-triol和Dammar-(Z)-20(22)-ene-3β,12β,25-triol}。本論文研究內(nèi)容有以下幾個方面:1、綜述了人參及其皂苷的研究與進展情況,包括人參及人參皂苷的種類,原人參二醇型皂苷的藥理活性研究進展和人參皂苷的結(jié)構(gòu)修飾方法,尤其是擬人參皂苷的藥理活性和結(jié)構(gòu)修飾的研究情況。2、探索了以人參二醇組皂苷為起始原料,通過乙;,酸催化轉(zhuǎn)化,堿降解等新方法來制備(E)、(Z)-擬人參皂苷Rg_3、(E)、(Z)-擬人參皂苷Rh_2、(E)、(Z)-擬PPD。3、采用單因素與正交試驗法,對堿降解的條件進行了系統(tǒng)摸索研究,分別對降解溫度、降解堿濃度、降解時間進行考察,探索出了酰化擬人參皂苷Rg_3組分堿降解制備擬人參皂苷Rh_2及擬PPD的E、Z兩種構(gòu)型的化合物的最佳轉(zhuǎn)化條件。4、利用現(xiàn)代提取分離技術(shù)及鑒定方法分析降解產(chǎn)物,并采用多步硅膠柱色譜、C18反相柱色譜和反相HPLC等手段對目標化合物進行分離純化檢測,根據(jù)其理化性質(zhì)、IR、1H-NMR、13C-NMR、HMQC、HMBC、1D-ROESY、HRESI-MS等譜圖數(shù)據(jù)并與文獻數(shù)據(jù)對比,對分離提純得到的六種稀有擬人參皂苷化合物進行了結(jié)構(gòu)鑒定。本論文通過對稀有二醇型擬人參皂苷制備方法的研究,拓寬很多限定的思維,提供了一種新的方法。該方法可以直接利用二醇組皂苷而非稀有人參皂苷制備(已有報道制備擬人參皂苷Rh_2使用的原料就是稀有人參皂苷Rh_2)。這將為一系列類似側(cè)鏈結(jié)構(gòu)化合物的獲得提供新的方法,為擬人參皂苷的深入研究提供一條新的途徑和物質(zhì)保障。
[Abstract]:Panax ginseng C.A. Meyer, a perennial herb of the family Acanthopanaceae, has become one of the most important herbs in most Asian countries. Ginsenoside is the main active component. Scholars at home and abroad have shown that propanaxadiol saponins have good anti-tumor activity. Some ginsenoside derivatives such as PPD have protective effects on nerve cells. Ginsenoside Rg_3 and ginsenoside Rh_2 have anti-tumor effects, and ginsenoside Rh_2 has obvious inhibitory effect on the growth of gastric cancer cells. However, these diol-like ginsenosides are rare and difficult to obtain. Therefore, the preparation of these diol type ginsenosides has been studied in this paper. Through the selection of raw materials, the investigation of transformation and preparation methods, and the exploration of separation and purification conditions, it was determined that panaxadiol saponins were used as raw materials, the hydroxyl groups were protected by acetylation, and the side chain structure was modified by acid catalytic conversion. 紕遍檷瑙g瓑鏂規(guī)硶鑴辯硸鍩,
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