本文關(guān)鍵詞：樺木酮酸縮氨基硫脲及其過渡金屬絡(luò)合物的合成與表征　出處：《延邊大學(xué)》2017年碩士論文　論文類型：學(xué)位論文

  更多相關(guān)文章： 樺木酸 樺木酮酸 縮氨基硫脲 金屬配合物 抑菌

【摘要】：白樺脂酸,是一種羽扇烷類五環(huán)三萜烯類化合物,研究表明樺木酸無毒,并被證明具有多種藥理作用,如抗菌,抗瘧疾,抗癌,抗HIV病毒等。樺木酸對(duì)多種癌細(xì)胞具有細(xì)胞毒性,如肺癌,卵巢癌,宮頸癌等。在眾多領(lǐng)域里有著十分廣泛研發(fā)前景,極具研發(fā)潛力。縮氨基硫脲基團(tuán)是酮或者醛類化合物在不同的反應(yīng)條件或溶劑況下,與硫代氨基脲脫水縮合而形成的一類特殊的希夫堿,縮氨基硫脲衍生物所形成的的雙環(huán)螯合物對(duì)金屬電子有約束力,可作為藥效基團(tuán)對(duì)某些氨基酸蛋白質(zhì)發(fā)揮監(jiān)管作用。研究表明:縮氨基硫脲金屬絡(luò)合物活性要優(yōu)于其相應(yīng)的配體。故而,本文在樺木酸骨架中引入縮氨基硫脲基團(tuán),后與多種無機(jī)過渡金屬鹽進(jìn)行絡(luò)合,以尋找活性更為優(yōu)良的化合物。本文以樺木醇為起始物,直接氧化合成樺木酮酸,引入羰基基團(tuán),羧基上的氫鍵給體提高了對(duì)腫瘤細(xì)胞的靴向作用,對(duì)活性有所貢獻(xiàn),并且加強(qiáng)了藥物的溶解性,最后在C-3側(cè)鏈上引入氨基硫脲,合成樺木酮酸氨基硫脲化合物,并以此為配體,與多種金屬鹽反應(yīng)得到一系列的配體;2種配體與Pd(dmso)2Cl2反應(yīng)得2種鈀金屬配合物。對(duì)合成的6種配合物,利用了 IR,TOF-MS,1H-NMR,Elemental analysis和TGA等證明了其配位模式。最后對(duì)所合成的配體及其4種金屬配合物進(jìn)行了抗菌實(shí)驗(yàn)以及癌細(xì)胞增殖實(shí)驗(yàn)。結(jié)果顯示,配體及其4種金屬絡(luò)合物的抗菌效果并不理想;而Ag(L1)2Cl·H2O和Cu(L1)2Br2具有抑制人源乳腺癌細(xì)胞的細(xì)胞增殖能力;Cu(L1)LBr2對(duì)Hela細(xì)胞具有一定的抑制能力。其IC50值在10-20μM之間。
[Abstract]:Bai Hua, a pentacyclic triterpene compound, has shown that betulinic acid is nontoxic and has been shown to have many pharmacological effects, such as antimicrobial, antimalarial and anticancer activities. Betulinic acid has cytotoxicity to many kinds of cancer cells, such as lung cancer, ovarian cancer, cervical cancer and so on. The thiosemicarbazone group is a special Schiff base formed by dehydration and condensation of ketone or aldehydes with thiosemicarbazone under different reaction conditions or solvent conditions. The bicyclic chelates formed by thiosemicarbazone derivatives are binding on metal electrons. It can be used as the effective group to supervise some amino acid proteins. The results show that the activity of thiosemicarbazone metal complex is better than its corresponding ligand. In this paper, thiosemicarbazone group was introduced into the betulinic acid skeleton and then complexed with a variety of inorganic transition metal salts in order to find more active compounds. In this paper, betulinol was used as the starting material. Direct oxidation of birch ketonic acid, the introduction of carbonyl groups, carboxyl hydrogen bond donor enhanced the boot on tumor cells, contributed to the activity, and enhanced the solubility of drugs. Finally, thiosemicarbazide was introduced into C-3 side chain to synthesize betulinone acid thiosemicarbazone compounds, and a series of ligands were obtained by reaction with various metal salts. Two palladium metal complexes were synthesized by the reaction of two ligands with Pd(dmso)2Cl2. Elemental. Analysis and TGA proved their coordination pattern. Finally, the synthesized ligands and their four metal complexes were tested for antibacterial and cancer cell proliferation. The antibacterial effect of ligands and their four metal complexes is not ideal. Ag(L1)2Cl 路H2O and Cu(L1)2Br2 could inhibit the proliferation of human breast cancer cells. Cu(L1)LBr2 had a certain inhibitory effect on Hela cells, and its IC50 value ranged from 10 to 20 渭 M.
【學(xué)位授予單位】：延邊大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O641.4

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