本文選題：龍腦 + 聚丙烯酸龍腦酯�。� 參考：《北京化工大學(xué)》2015年碩士論文

【摘要】：細(xì)菌等微生物在材料表面粘附并繁殖生長(zhǎng)會(huì)形成生物膜,生物膜的形成會(huì)造成疾病感染、環(huán)境污染等一系列問題。近年來(lái),生物膜對(duì)人類造成的影響與危害越來(lái)越嚴(yán)重。因此,正確認(rèn)識(shí)材料表面與細(xì)菌之間的相互作用關(guān)系,防止細(xì)菌生物膜的形成是全球關(guān)注的重要課題,也是目前科學(xué)研究的前沿和熱點(diǎn)。現(xiàn)有的抗菌材料主要通過固定或釋放殺菌物質(zhì)實(shí)現(xiàn)抗菌,有一定的局限性,新型高效的抗菌材料及抗菌策略是目前研究者關(guān)注的重點(diǎn)。在抗菌研究領(lǐng)域,利用材料表面分子手性實(shí)現(xiàn)抗菌的研究還較少。因此,對(duì)聚合物的表面手性立體化學(xué)結(jié)構(gòu)與材料表面抗菌性能關(guān)系進(jìn)行研究,對(duì)于開發(fā)新型抗菌高分子材料、優(yōu)化材料抗菌性能具有重要的現(xiàn)實(shí)意義。龍腦作為一種天然手性藥物分子,具有多種手性立體化學(xué)結(jié)構(gòu)。本文以三種不同手性的龍腦分子為原料,通過酯化反應(yīng)合成丙烯酸龍腦酯單體(BAs),進(jìn)而通過聚合反應(yīng)合成含手性龍腦的高分子聚合物—聚丙烯酸龍腦酯(PBAs),通過GC-MS、1H-NMR、GPC、CD及CA等一系列表征方法,證明目標(biāo)產(chǎn)物合成成功。采用“越獄”實(shí)驗(yàn)、菌液共培養(yǎng)、光密度(OD)及平板計(jì)數(shù)法等方法測(cè)定該新型高分子材料的抗菌性能,同時(shí)對(duì)材料的細(xì)胞毒性、生物相容性等問題進(jìn)行研究。進(jìn)一步地,將丙烯酸異龍腦酯單體(IBA)和甲基丙烯酸甲酯坼體(MMA)按不同的比例混合,經(jīng)聚合反應(yīng)制備得到高分子共聚物,并研究它們的抗菌粘附性能。主要研究成果如下：1.本文成功合成了不同手性的PBAs新型高分子聚合物。2.PBAs聚合物材料具有廣譜抗菌性,對(duì)大腸桿菌、金黃色葡萄球菌及毛霉菌具有較強(qiáng)的抑制粘附作用,抑菌時(shí)間可達(dá)5天。3.聚丙烯酸左龍腦酯(PLBA)與聚丙烯酸異龍腦酯(PIBA)比聚丙烯酸右龍腦酯(PDBA)顯示出更好的抗菌活性。4.PBAs聚合物具有良好的穩(wěn)定性、生物相容性、無(wú)毒性等特點(diǎn),可作為抗菌材料用于包括醫(yī)學(xué)、食品、衛(wèi)生、及環(huán)保等領(lǐng)域,發(fā)展?jié)摿薮蟆?.對(duì)于共聚物材料體系,隨著IBA單體含量的增加,共聚物材料的抗菌活性有所提高；其中IBA單體的添加量達(dá)到50%時(shí),共聚物材料的抗菌性能接近PIBA的抗菌性能,對(duì)大腸桿菌、枯草芽孢桿菌具有較強(qiáng)的抑制粘附作用。因此,新型共聚物材料能改善聚甲基丙烯酸甲酯(PMMA)的抗菌性能,這對(duì)PMMA材料在臨床醫(yī)學(xué)等領(lǐng)域的抗菌應(yīng)用具有重要意義。研究結(jié)果表明,龍腦基抗菌高分子材料的抗菌機(jī)理是：PBA擁有較為復(fù)雜的雙環(huán)單萜結(jié)構(gòu),具有三個(gè)手性中心,其主要通過表面手性立體化學(xué)結(jié)構(gòu)影響細(xì)菌識(shí)別材料表面過程,阻止細(xì)菌粘附。從生物的角度來(lái)看,細(xì)菌不傾向于粘附在具有此種立體化學(xué)結(jié)構(gòu)的材料表面。這種立體化學(xué)抗粘機(jī)制具有普適性,是一種新的抗菌策略。
[Abstract]:Bacteria and other microorganisms adhere to the surface of the material and reproduce and grow to form biofilm. The formation of biofilm will cause a series of problems, such as disease infection, environmental pollution and so on. In recent years, biofilm has caused more and more serious harm to human beings. Therefore, the correct understanding of the interaction between the surface of materials and bacteria to prevent the formation of bacterial biofilm is an important issue of global concern, but also the frontier and hot spot of scientific research. The existing antimicrobial materials have some limitations by immobilization or release of bactericidal substances. New and efficient antibacterial materials and antimicrobial strategies are the focus of researchers. In the field of antimicrobial research, there is little research on using surface molecular chirality to realize antimicrobial activity. Therefore, the study of the relationship between the surface chiral stereochemical structure of polymers and the antibacterial properties of the materials has important practical significance for the development of new antimicrobial polymer materials and the optimization of the antibacterial properties of the materials. As a natural chiral drug molecule, borneol has many chiral stereochemical structures. In this paper, three kinds of chiral borneol molecules were used as raw materials. The borneol acrylate monomer (BAsN) was synthesized by esterification reaction, and then a high molecular polymer containing borneol acrylate (PBAsC) was synthesized by polymerization. The synthesis of the target product was proved successful by a series of characterization methods, such as GC-MSX 1H-NMRGPC-CD and CA. The antibacterial properties of the new polymer material were determined by means of "jailbreak" experiment, bacterial solution co-culture, optical density ODV and plate counting. The cytotoxicity and biocompatibility of the material were also studied. Furthermore, the isobornyl acrylate (IBA) and methyl methacrylate (MMA) were mixed in different proportions to prepare polymer copolymers, and their antibacterial and adhesion properties were studied. The main research results are as follows: 1. In this paper, we have successfully synthesized novel PBAs polymers with different chiral properties. 2. PBAs polymer materials have broad spectrum antibacterial properties, and have a strong inhibitory effect on Escherichia coli, Staphylococcus aureus and Mucor. The antibacterial time can be up to 5 days. 3. Poly (L-borneol) (PLBA) and polyisobornate (PIBA) showed better antimicrobial activity than PDBA. (4) PBAs polymer had good stability, biocompatibility, non-toxicity and so on. Can be used as antimicrobial materials, including medicine, food, hygiene, environmental protection and other fields, development potential is huge. For the copolymers, the antibacterial activity of the copolymers increased with the increase of the content of IBA monomers, and the antibacterial properties of the copolymers were close to those of PIBA when the amount of IBA monomer reached 50, and the antibacterial activity of the copolymers was similar to that of Escherichia coli. Bacillus subtilis has a strong inhibitory effect on adhesion. Therefore, the new copolymer material can improve the antimicrobial properties of PMMA, which is of great significance for the antibacterial application of PMMA materials in clinical medicine and other fields. The results showed that the antibacterial mechanism of borne-based antimicrobial polymer was that the Bicyclic monoterpene structure of WPBA was complex and had three chiral centers, which mainly affected the surface process of bacteria recognition materials by surface chiral stereochemical structure. Prevent bacterial adhesion. From a biological point of view, bacteria do not tend to adhere to the surface of materials with this stereochemical structure. This stereochemical anti-adhesion mechanism is universal and a new antimicrobial strategy.
【學(xué)位授予單位】：北京化工大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2015
【分類號(hào)】：TB34

【參考文獻(xiàn)】

相關(guān)期刊論文 前1條

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本文編號(hào)：1804326