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三葉懸鉤子和棠梨枝葉的化學(xué)成分及順?lè)幢奖┧嵫苌锏霓D(zhuǎn)化研究

發(fā)布時(shí)間:2018-05-18 19:09

  本文選題:薔薇科 + 三葉懸鉤子; 參考:《云南大學(xué)》2016年博士論文


【摘要】:薔薇科(Rosaceae)約有124屬3300余種,分布于全世界,北溫帶較多。我國(guó)約有51屬1000余種,產(chǎn)于全國(guó)各地。本研究從薔薇科植物三葉懸鉤子(Rubus delavayi)和棠梨枝葉(Pyrus pashia)中分離出141個(gè)化合物,包括16個(gè)新化合物,并對(duì)部分化合物進(jìn)行了細(xì)胞毒活性、抗氧化作用研究。同時(shí),在植物化學(xué)的研究基礎(chǔ)上,使用催化量的碘將順式苯丙烯酸衍生物徹底轉(zhuǎn)化成其反式異構(gòu)體,建立了簡(jiǎn)便可靠的轉(zhuǎn)化方法。最后,綜述了苯丙烯酸衍生物的結(jié)構(gòu)類型和生物活性,以及順式、反式苯丙烯酸衍生物相互轉(zhuǎn)化方法的研究進(jìn)展。三葉懸鉤子(R. delavayi)為薔薇科(Rosaceae)懸鉤子屬(Rubus)植物,是云南省特有的植物。三葉懸鉤子是傈僳族、怒族的常用藥,也常用來(lái)泡茶,可用于治療扁桃體炎,感冒,急性結(jié)膜炎,痢疾,瘡瘍,風(fēng)濕性關(guān)節(jié)炎等。該植物生長(zhǎng)于1600-3000 m地帶的山坡溝谷稀疏灌木叢中,在云南主要分布在大理州的彌渡、巍山、劍川、洱源、漾濞等縣。研究表明三葉懸鉤子的提取物具有抗炎、抗腫瘤、免疫增強(qiáng)等作用。本文利用常規(guī)的分離技術(shù),從三葉懸鉤子的甲醇提取物中分離、鑒定出單萜類、倍半萜類、三萜類、甾體類、苯丙素類、酚酸類等天然產(chǎn)物,共計(jì)75個(gè),包括11個(gè)新化合物;衔59-61是從懸鉤子屬植物中首次發(fā)現(xiàn)的含溴天然產(chǎn)物。棠梨(P. pashia)是薔薇科(Rosaceae)梨屬(Pyrus)的一種植物。棠梨在民間應(yīng)用廣泛,棠梨果樹(shù)常用作人工栽培梨的砧木;棠梨的花是云南人民喜愛(ài)的一道菜肴,它具有降血脂和清理腸胃的作用;棠梨的果實(shí)用于治療咳嗽,瀉痢等病癥。棠梨的枝葉用于治療反胃吐食,霍亂吐瀉,轉(zhuǎn)筋腹痛等病癥。在團(tuán)隊(duì)從棠梨的花和枝葉中已分離、鑒定了47個(gè)化合物的基礎(chǔ)上,本研究進(jìn)一步研究棠梨枝葉的化學(xué)成分,共分離、鑒定出66個(gè)化合物,包括5個(gè)新化合物,其中(4α)-3-(5,5-dimethyltetrahydrofuranyl)-1-buten-3-ol 3-O-β-D-glucopyranoside (1)和(4β)-3-(5,5-dimethyltetrahydrofuranyl)-1-buten-3-ol 3-O-β-D-glucopyranoside (2)是首次從梨屬(Pyrus)中分離到的單萜類化合物。苯丙烯酸衍生物含有C6-C3結(jié)構(gòu)單元,是一類廣泛存在于植物中的化學(xué)成分,也是醫(yī)藥、化工中的常用中間體和底物。反式苯丙烯酸衍生物的光學(xué)異構(gòu)化現(xiàn)象為順式和反式異構(gòu)體的分離、結(jié)構(gòu)鑒定以及后續(xù)研究帶來(lái)較大的麻煩。本文基于從棠梨枝葉中分離到苯丙烯酸衍生物,系統(tǒng)地研究了反式苯丙烯酸衍生物光學(xué)異構(gòu)的特點(diǎn)。探索并建立了將順式苯丙烯酸衍生物徹底轉(zhuǎn)化成反式異構(gòu)體的方法,同時(shí)還探討了轉(zhuǎn)化機(jī)理。最后,本文歸納和總結(jié)了苯丙烯酸衍生物的結(jié)構(gòu)類型及其生物活性,綜述了順式和反式苯丙烯酸衍生物之間轉(zhuǎn)化的方法,并探討了苯丙烯酸衍生物的研究方向和值得注意的問(wèn)題。
[Abstract]:There are about 124 genera and 3300 species of Rosaceae in the Rosaceae, which are distributed throughout the world and there are more than 1000 species in the northern temperate zone. In our country, there are about 51 genera and 1000 species, which are produced in all parts of the country. In this study, 141 compounds were separated from the Rosaceae plant Raspberry (Rubus delavayi) and the branch and leaves of the pear (Pyrus pashia), including 16 new compounds and some of the compounds were carried out. At the same time, on the basis of the study of phytochemistry, the derivative of CIS benzoic acid derivatives is completely converted into its trans isomer by the use of the catalytic amount of iodine, and a simple and reliable transformation method has been established. Finally, the structure type and biological activity of the benzoic acid derivatives, as well as the CIS type and trans benzoic acid derivatives are summarized. R. delavayi is a special plant of the genus Rubus (Rubus) of the family Rosaceae (Rosaceae). The raspberry is a special plant in Yunnan province. The raspberry is a common medicine of the Lisu and Nu people and often used to make tea. It can be used to treat tonsillitis, colds, acute conjunctivitis, dysentery, sore, rheumatic arthritis and so on. The plant is grown in the 1600-3000 m zone of sparse shrubs in the hillside valley. In Yunnan, it is mainly distributed in Midu, Weishan, Jianchuan, Eryuan, Yangbi and other counties in Dali. The study shows that the extract of the Rubus has anti-inflammatory, anti-tumor, immune enhancement and so on. This article uses conventional separation techniques from the extraction of methanol from the Rubus. Separation, identification of monoterpenoids, sesquiterpenes, three terpenoids, steroids, phenylpropanoids, phenolic acids, and other natural products, including 75, including 11 new compounds. Compound 59-61 is the first brominated natural product found in the genus Rubus. P. pashia is a plant of Rosaceae (Pyrus) in the Rosaceae (Pyrus). Widely used, the pear fruit tree is often used as a rootstock for artificial cultivation of pear; the flower of the pear is a favorite dish of the people of Yunnan. It has the effect of lowering blood fat and cleaning the stomach; the fruit of pear pear is used to treat coughing, diarrhea and other diseases. On the basis of the separation of flowers and branches and branches and identification of 47 compounds, this study further studied the chemical constituents of the branches and leaves of pear and identified 66 compounds, including 5 new compounds, of which (4 alpha) -3- (5,5-dimethyltetrahydrofuranyl) -1-buten-3-ol 3-O- beta -D-glucopyranoside (1) and (4 beta) -3- (5,5-dimethyltetrahydrofuran). YL) -1-buten-3-ol 3-O- beta -D-glucopyranoside (2) is a monoterpenoid separated from Pyrus (Pyrus) for the first time. The benzoic acid derivatives contain C6-C3 structural units. It is a kind of chemical composition widely existed in plants. It is also a common intermediate and substrate in medicine and chemical industry. Optical isomerization of trans benzoic acid derivatives. The separation of CIS and trans isomers, structural identification and subsequent research have brought great trouble. Based on the separation of benzoic acid derivatives from the branches and leaves of pears, the characteristics of the optical isomerization of the derivatives of the benzoic acid derivatives were systematically studied and the complete transformation of the derivatives of CIS phenoic acid to the trans isomer was established. At the same time, the transformation mechanism was also discussed. Finally, the structure type and biological activity of benzoic acid derivatives were summarized and summarized, and the methods of conversion between CIS and trans benzoic acid derivatives were summarized, and the research direction and value problems of benzoic acid derivatives were also discussed.
【學(xué)位授予單位】:云南大學(xué)
【學(xué)位級(jí)別】:博士
【學(xué)位授予年份】:2016
【分類號(hào)】:Q946

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