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石斛蘭和兩種瓜馥木屬植物化學(xué)成分及其藥理活性研究

發(fā)布時間:2018-05-06 14:46

  本文選題:石斛蘭 + 瓜馥木; 參考:《海南師范大學(xué)》2017年博士論文


【摘要】:石斛蘭是蘭科石斛屬植物,全株既可入藥也可用于觀賞。在海南有許多石斛蘭種植戶,他們主要是以鮮花銷售為主,產(chǎn)業(yè)效益不高。石斛的鮮花被采割三年后,其根莖往往會被拔除,為了更充分開發(fā)利用石斛蘭的其他價值,我們對其根莖進行了系統(tǒng)的化學(xué)成分及其藥理活性研究。通過系統(tǒng)的分離鑒定,從石斛蘭莖中共分離鑒定63個化合物(1-63),主要為菲類,內(nèi)酯類以及苷類化合物;其中新化合物14個。63個化合物中有3對對映異構(gòu)體(1和2,34和35,36和37),通過ECD計算及X-ray單晶衍射確定了這3對對映異構(gòu)體的絕對構(gòu)型;通過X-ray單晶衍射確定了新化合物3和32的絕對構(gòu)型?鼓[瘤活性測試表明化合物1和2對人宮頸癌細(xì)胞(HeLa),人乳腺癌細(xì)胞(MCF-7),人肺癌細(xì)胞(A549)具有較強細(xì)胞毒活性,其IC50值分別為9.8,9.4和9.9μM?怪参锊≡钚詼y試發(fā)現(xiàn)其中二苯基乙烷類化合物(17-21)具有較強且廣譜的抗菌活性。另外,化合物39,41,43,53和54同樣顯示較為廣譜的抗菌活性。瓜馥木作為傳統(tǒng)的中藥材,用來治療關(guān)節(jié)疼痛已有悠久的歷史;海南是關(guān)節(jié)炎類疾病多發(fā)地區(qū),尤其是類風(fēng)濕性關(guān)節(jié)炎。為了尋找有效的抗類風(fēng)濕關(guān)節(jié)炎活性分子,我們對兩種瓜馥木屬植物(瓜馥木和毛瓜馥木)進行了系統(tǒng)的化學(xué)成分及抗類風(fēng)濕關(guān)節(jié)炎活性研究。從兩種瓜馥木屬植物中共分離鑒定了133個化合物(64-196),倍半萜類和生物堿類是這兩種植物的主要成分,其中從瓜馥木中分離鑒定新化合物17個,從毛瓜馥木中分離鑒定新化合物5個;新化合物大多為倍半萜類化合物。其中化合物64為首次發(fā)現(xiàn)具有五元醚環(huán)結(jié)構(gòu)的愈創(chuàng)木烷型倍半萜,化合物65,67,68以及70為較少見的降碳類倍半萜;化合物72與73是首次發(fā)現(xiàn)在6位形成羰基的愈創(chuàng)木烷型倍半萜。對瓜馥木與毛瓜馥木中大部分化合物進行了抗類風(fēng)濕關(guān)節(jié)炎活性測試,結(jié)果表明瓜馥木乙醇提取物具有一定的滑膜細(xì)胞抑制作用;化合物72與73具有很強的滑膜細(xì)胞抑制作用,其IC50值分別為1.0μM和1.2μM,與陽性對照甲氨蝶呤(1.0μM)相當(dāng);而其余倍半萜類化合物65,67,68,70,71,81,87-89,167,183也具有一定的滑膜細(xì)胞抑制作用,其IC50值范圍為10.1 60.2μM。構(gòu)效關(guān)系研究表明愈創(chuàng)木烷型倍半萜的6位酮羰基為其活性官能團。對活性化合物72進行了抗類風(fēng)濕關(guān)節(jié)炎活性機制研究,結(jié)果顯示72具有較好的抗類風(fēng)濕關(guān)節(jié)炎活性。
[Abstract]:Dendrobium is a plant of Dendrobium in Orchidaceae. In Hainan there are many Dendrobium growers, they are mainly to sell flowers, industrial efficiency is not high. The rhizome of Dendrobium will often be uprooted three years after it has been harvested. In order to make full use of the other value of Dendrobium, the chemical constituents and pharmacological activities of Dendrobium rootstock were studied systematically. A total of 63 compounds, mainly phenanthrene, lactone and glycosides, were isolated from Dendrobium stem. Among them, 14 new compounds have 3 enantiomers, 3 enantiomers, 35,36 and 37, respectively. The absolute configuration of the 3 enantiomers has been determined by ECD calculation and X-ray single crystal diffraction. The absolute configurations of new compounds 3 and 32 were determined by X-ray single crystal diffraction. The antitumor activity test showed that compound 1 and 2 had strong cytotoxic activity against human cervical cancer cell line, human breast cancer cell line MCF-7 and human lung cancer cell line A549. The IC50 values of compounds 1 and 2 were 9.89.4,9.9 渭 m, respectively. It was found that diphenyl ethane compound 17-21) had strong and broad-spectrum antibacterial activity. In addition, compounds 39, 41, 43, 53 and 54 also showed broad-spectrum antimicrobial activity. As a traditional Chinese medicine, Guaofoumu has a long history of treating joint pain. Hainan is a region where arthritis diseases are frequent, especially rheumatoid arthritis. In order to find effective anti-rheumatoid arthritis (RA) active molecules, we studied the chemical constituents and anti-rheumatoid arthritis activities of two species of the genus Cucurbita. A total of 133 compounds, including sesquiterpenoids and alkaloids, were isolated and identified from two species of the genus Cucurbita, and 17 new compounds were isolated and identified from the plants. Five new compounds were isolated and identified from Cucurbita pubescens, and most of them were sesquiterpenoids. Compounds 64 were the first to find quacomeric sesquiterpenes, compounds 65O67N68 and 70 were rare sesquiterpenes, and compounds 72 and 73 were the first to find guaiacane sesquiterpenes forming carbonyl groups at 6 sites. The antirheumatoid arthritis activity of most compounds from Cucurbita and Cucurbita was tested. The results showed that the ethanol extract of Flos Guafordii had a certain inhibitory effect on synovial cells, and compounds 72 and 73 had strong inhibitory effect on synovial cells. Their IC50 values were 1.0 渭 M and 1.2 渭 M, respectively, which were comparable to those of the positive control group (methotrexate 1.0 渭 M), while the other sesquiterpenoid compounds 65-677-687071C 81-81-87-89167183 also had a certain inhibitory effect on synovial cells, and their IC50 values ranged from 10.10. 60.2 渭 m to that of other sesquiterpenoid compounds. The results of structure-activity relationship showed that 6 ketone carbonyl groups of sesquiterpenes of guaiacane type were their active functional groups. The mechanism of anti-rheumatoid arthritis activity of active compound 72 was studied. The results showed that 72 had good anti-rheumatoid arthritis activity.
【學(xué)位授予單位】:海南師范大學(xué)
【學(xué)位級別】:博士
【學(xué)位授予年份】:2017
【分類號】:R284;R285


本文編號:1852727

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