Quaternary ammonium compound

季铵化合物
  • 文章类型: Journal Article
    随着在整个冠状病毒大流行期间广泛使用消毒产品苄索氯铵(BEC),人们对其潜在危害感到担忧。然而,BEC对水生生物的长期和多代毒性作用仍未被探索。这项研究调查了急性和慢性毒性,氧化应激,线粒体膜电位,ATP浓度,和基因表达使用Daphniacarinata作为模型生物。同时,采用层次聚类分析研究不同治疗组的表型效应.采用整合的生物标志物反应指数版本2(IBRv2)来估计两代中毒性作用的偏差。这些结果表明,第二代的D.carinata表现出比第一代更高的存活率和更低的氧化应激水平。然而,在第二代中发现了更高的亚致死效应,如下所示,增长表现减弱,线粒体膜电位去极化,降低ATP浓度,和下调基因表达。BEC诱导的线粒体毒性可能是两代中表现出的不同毒性作用的原因。这里的发现可以帮助评估BEC对水生生物的潜在风险,并为水生态系统中污染物的跨代毒性机制提供了新的见解。
    With the widespread utilization of the sanitizing product benzethonium chloride (BEC) throughout the coronavirus pandemic, concerns have emerged regarding its potential hazards. Nevertheless, the long-term and multigenerational toxic effects of BEC on aquatic organisms remains unexplored. This study investigates acute and chronic toxicity, oxidative stress, mitochondrial membrane potential, ATP concentrations, and gene expression using Daphnia carinata as the model organism. Meanwhile, hierarchical clustering analysis was utilized to investigate phenotypic effects among different treatment groups. The integrated biomarker response index version 2 (IBRv2) was employed to estimate the deviation in toxic effects over two generations. These results indicated that D. carinata in the second generation exhibited higher survival rate and lower levels of oxidative stress than the first generation. However, the higher sublethal effects were found in the second generation as follows, the weakened growth performance, mitochondrial membrane potential depolarization, reduced ATP concentrations, and down-regulated gene expression. The mitochondrial toxicity induced by BEC may account for the distinct toxic effects exhibited in two generations. The findings here can assist with the evaluation of potential risk for BEC on aquatic organisms, and provide new insight into the cross-generational toxicity mechanisms of pollutants in aquatic ecosystems.
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  • 文章类型: Journal Article
    阳离子表面活性剂基于三乙醇胺的酯季铵盐(TEAQ)是商业织物柔软剂中的主要成分,并且大量生产和使用。然而,关于它在环境中发生的信息很少,特别是在沉积物中。这里,我们开发了一种定量沉积物中TEAQ的分析方法,并研究了日本河流和湖泊沉积物中的TEAQ污染。在我们的分析方法中,使用基于聚合物的尺寸排阻柱通过液相色谱-串联质谱法测量TEAQ浓度,这导致了优异的峰形。TEAQ在程序空白中检测到显著水平,导致TEAQ单酯在沉积物中的检测限为8.9-97μg/kg-干,TEAQ二酯的检测限为0.6-24μg/kg-干。在26个沉积物样品中的22个中检测到TEAQ,所有同系物浓度的总和高达1340μg/kg-干。在苯并呋喃的浓度和有机碳含量也很高的地方,沉积物中的TEAQ浓度很高。在14种市售织物柔软剂中的8种检测到浓度为1.7-7.4重量%的TEAQ。仅含饱和脂肪酸的TEAQ同系物占沉积物中TEAQ总量的83±5%,而具有不饱和脂肪酸的那些占商业技术混合物和柔软剂产品中总TEAQ的71±14%。这项研究的结果将有助于酯季的环境风险评估。
    The cationic surfactant triethanolamine-based esterquat (TEAQ) is a main ingredient in commercial fabric softeners and is produced and used in large quantities. However, little information is available for its occurrence in the environment, particularly in sediments. Here, we developed an analytical method for quantifying TEAQ in sediment and investigated TEAQ contamination in Japanese river and lake sediments. In our analytical method, TEAQ concentrations were measured by liquid chromatography-tandem mass spectrometry using a polymer-based size-exclusion column, which resulted in excellent peak shapes. TEAQ was detected at significant levels in procedural blanks, resulting in a method limit of detection in the sediment of 8.9-97 μg/kg-dry for TEAQ monoesters and 0.6-24 μg/kg-dry for TEAQ diesters. TEAQ was detected in 22 out of 26 sediment samples, with the sum of all homologue concentrations being up to 1340 μg/kg-dry. The concentration of TEAQ in sediments was high at locations where the concentrations of benzalkoniums and the organic carbon content were also high. TEAQ was detected in 8 out of 14 commercial fabric softeners at concentrations of 1.7-7.4 wt%. TEAQ homologues containing only saturated fatty acids accounted for 83 ± 5% of the total TEAQ in the sediments, whereas those with unsaturated fatty acids accounted for 71 ± 14% of the total TEAQ in a commercial technical mixture and the softener products. The results of this study will be useful for the environmental risk assessment of esterquats.
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  • 文章类型: Journal Article
    三种脂质包膜病毒(牛病毒性腹泻病毒[BVDV],痘苗病毒,和严重急性呼吸综合征冠状病毒2[SARS-CoV-2])在低pH(3.0至3.1)治疗和非配制杀微生物活性物质次氯酸钠(100ppm)的并排液体灭活功效研究中进行了评估,乙醇(70%),季铵化合物BTC®835(100ppm),和过乙酸(100ppm)。在接触时间10和60分钟时评估低pH值,并且根据ASTME1052标准在室温下在1分钟接触时间下评价杀微生物剂。在每种情况下,在病毒接种物中包括5%的动物血清作为挑战土壤负荷。这三种病毒对次氯酸钠和乙醇的易感性相似,导致完全失活。对BTC®835和过乙酸的敏感性存在显著差异,三种病毒对BTC®835的易感性排序为SARS-CoV-2>牛痘病毒=BVDV,过氧乙酸的顺序为痘苗病毒>SARS-CoV-2>BVDV。对低pH处理(60分钟接触时间)的易感性的顺序是牛痘病毒>SARS-CoV-2>BVDV。并非所有的包膜病毒都表现出与灭活方法同等的敏感性。对于这里评估的化学物质,BVDV似乎代表最坏情况的包膜病毒。
    Three lipid-enveloped viruses (bovine viral diarrhea virus [BVDV], vaccinia virus, and severe acute respiratory syndrome coronavirus 2 [SARS-CoV-2]) were evaluated in side-by-side liquid inactivation efficacy studies of low pH (3.0 to 3.1) treatment and of the non-formulated microbicidal actives sodium hypochlorite (100 ppm), ethanol (70%), quaternary ammonium compound BTC® 835 (100 ppm), and peracetic acid (100 ppm). Low pH was evaluated at 10 and 60 min contact times, and the microbicides were evaluated at 1 min contact time at room temperature per the ASTM E1052 standard. In each case, 5% animal serum was included in the viral inoculum as a challenge soil load. The three viruses displayed similar susceptibility to sodium hypochlorite and ethanol, with complete inactivation resulting. Significant differences in susceptibility to BTC® 835 and peracetic acid were identified, with the ordering of the three viruses for susceptibility to BTC® 835 being SARS-CoV-2 > vaccinia virus = BVDV, and the ordering for peracetic acid being vaccinia virus > SARS-CoV-2 > BVDV. The ordering for susceptibility to low pH treatment (60 min contact time) was vaccinia virus > SARS-CoV-2 > BVDV. Not all enveloped viruses display equivalent susceptibilities to inactivation approaches. For the chemistries evaluated here, BVDV appears to represent a worst-case enveloped virus.
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  • 文章类型: Journal Article
    在全世界的超市和化学家中,消费者面临着一系列旨在杀死细菌并保护人们安全的抗菌家用清洁和个人卫生产品。许多这些经过验证的活性成分(杀生物剂)鼓励微生物和微生物种群中的抗微生物耐药性(AMR)的发展,反过来增加AMR感染的可能性。为了理解和解决无限制使用杀生物剂对AMR的选择性压力,有必要了解在消费品中最常见的杀生物剂以及管理其使用的当前监管框架。在这项研究中,我们调查了澳大利亚超市和药店提供的主要清洁和个人护理产品类别中的杀生物活性成分,并评论这些产品如何测试和销售的法规。苯扎氯铵和乙醇是本研究中两种最普遍的抗菌杀菌剂,而三氯生,这在几个司法管辖区是被禁止的,在少数产品中发现。在澳大利亚,根据《治疗用品法》,许多抗菌消费品的功效和安全性受到监管,但没有考虑驱动微生物适应和AMR的潜力。总体而言,这项调查强调了澳大利亚公众可获得的产品中抗菌杀生物剂的广泛使用和轻度监管。并提供信息资源,为进一步的研究和管理工作提供信息。
    In supermarkets and chemists worldwide, consumers are faced with an array of antimicrobial domestic cleaning and personal hygiene products purporting to kill germs and keep people safe. Many of these proven active ingredients (biocides) encourage the development of antimicrobial resistance (AMR) in microbes and microbial populations, in turn increasing the likelihood of AMR infections. In order to understand and address the selective pressure towards AMR posed by the unrestricted use of biocides, it is necessary to understand which biocides are most frequently found in consumer products and the current regulatory framework that governs their use. In this research we survey the biocidal active ingredients in the major categories of cleaning and personal care products available from supermarkets and pharmacies in Australia, and comment on the regulations that dictate how these products are tested and marketed. Benzalkonium chloride and ethanol were the two most prevalent antimicrobial biocides in this study, while triclosan, which is banned in several jurisdictions, was found in a small number of products. In Australia, many antimicrobial consumer products are regulated for efficacy and safety under the Therapeutic Goods Act, but the potential to drive microbial adaptation and AMR is not considered. Overall this survey underscores the broad use and light regulation of antimicrobial biocides in products available to the general public in Australia, and provides an information resource to inform further research and stewardship efforts.
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  • 文章类型: Journal Article
    人们通过食品和个人护理产品接触高浓度的抗菌剂氯化十六烷基吡啶(CPC),尽管有关CPC对真核生物的影响的信息很少。这里,我们表明低微摩尔CPC暴露,不会导致细胞死亡,抑制原代人角质形成细胞中线粒体ATP的产生,小鼠NIH-3T3成纤维细胞,和大鼠RBL-2H3免疫肥大细胞。通过CPC(EC501.7μM)的ATP抑制几乎与经典有丝分裂毒素CCCP(EC501.2μM)引起的抑制一样有效。CPC对耗氧率(OCR)的抑制作用与ATP的抑制作用:由于RBL-2H3细胞中的1.75μMCPC和原代人角质形成细胞中的1.25μM,OCR减半。线粒体[Ca2+]改变可引起线粒体功能障碍。在这里,我们显示CPC通过ATP抑制机制导致线粒体Ca2+从肥大细胞流出。在活细胞中使用超分辨率显微镜(荧光光活化定位),我们发现CPC在60分钟内导致活细胞线粒体纳米结构缺陷,包括具有甜甜圈状横截面的球形结构的形成。这项工作揭示了CPC作为一种丝裂毒素,尽管它被广泛使用,强调进一步研究其毒理学安全性的重要性。
    People are exposed to high concentrations of antibacterial agent cetylpyridinium chloride (CPC) via food and personal care products, despite little published information regarding CPC effects on eukaryotes. Here, we show that low-micromolar CPC exposure, which does not cause cell death, inhibits mitochondrial ATP production in primary human keratinocytes, mouse NIH-3T3 fibroblasts, and rat RBL-2H3 immune mast cells. ATP inhibition via CPC (EC50 1.7 μM) is nearly as potent as that caused by canonical mitotoxicant CCCP (EC50 1.2 μM). CPC inhibition of oxygen consumption rate (OCR) tracks with that of ATP: OCR is halved due to 1.75 μM CPC in RBL-2H3 cells and 1.25 μM in primary human keratinocytes. Mitochondrial [Ca2+] changes can cause mitochondrial dysfunction. Here we show that CPC causes mitochondrial Ca2+ efflux from mast cells via an ATP-inhibition mechanism. Using super-resolution microscopy (fluorescence photoactivation localization) in live cells, we have discovered that CPC causes mitochondrial nanostructural defects in live cells within 60 min, including the formation of spherical structures with donut-like cross section. This work reveals CPC as a mitotoxicant despite widespread use, highlighting the importance of further research into its toxicological safety.
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  • 文章类型: Journal Article
    牙科树脂复合材料(DRC)通常用于修复受龋齿或缺损影响的牙齿。这些材料必须具有优异的性能以承受复杂的口腔环境。本研究的目的是制备和表征氮化硼纳米片(BNN)/甲基丙烯酸二甲基氨基十六酯(DMAHDM)复合材料(BNN/DMA),并评价它们作为功能性填料,以增强牙科树脂的机械和抗菌性能。在分子动力学(MD)理论指导下成功制备了BNN/DMA复合材料,然后采用各种测试方法对BNN/DMA复合材料进行了理化和形貌表征,如FT-IR,XRD,紫外-可见光谱,SEM,TEM,AFM。按一定比例掺入牙科流动性树脂中,结果表明,弯曲强度(FS),弹性模量(EM),抗压强度(CS),改性树脂复合材料的显微硬度(MH)分别提高了53.29、47.8、97.59和37.1%,分别,加入0.8wt%的BNN/DMA复合填料。对变形链球菌有很好的抑制作用,抑制率高达90.43%。此外,即使在老化一个月后,这种效果仍然存在。总之,用低浓度BNN/DMA复合材料对可流动树脂的改性有利地整合了牙科树脂的机械性能和长期抗菌活性。同时,它们具有良好的生物相容性,不影响美观。BNN/DMA复合改性可流动树脂具有成为新型抗菌牙科修复材料的潜力。
    Dental resin composites (DRCs) are commonly used to restore teeth affected by dental caries or defects. These materials must possess excellent properties to withstand the complex oral environment. The objective of this study was to prepare and characterize Boron nitride nanosheets (BNN)/ dimethyl amino hexadecyl methacrylate (DMAHDM) composites (BNN/DMA), and to evaluate them as functional fillers to enhance the mechanical and antimicrobial properties of dental resins. The BNN/DMA composites were successfully prepared under the theoretical guidance of molecular dynamics (MD), and then the physicochemical and morphological characterization of the BNN/DMA composites were carried out by using various test methods, such as FT-IR, XRD, UV-vis spectroscopy, SEM, TEM, and AFM. It was doped into the dental flowable resin in a certain proportion, and the results showed that the flexural strength (FS), elastic modulus (EM), compressive strength (CS), and microhardness (MH) of the modified resin composites were increased by 53.29, 47.8, 97.59, and 37.1%, respectively, with the addition of 0.8 wt % of BNN/DMA composite fillers. It has a good inhibition effect on Streptococcus mutans, with an inhibition rate as high as 90.43%. Furthermore, this effect persists even after one month of aging. In conclusion, the modification of flowable resins with low-concentration BNN/DMA composites favorably integrates the mechanical properties and long-term antimicrobial activity of dental resins. At the same time, they have good biocompatibility and do not affect the aesthetics. The BNN/DMA composite modified flowable resin has the potential to become a new type of antimicrobial dental restorative material.
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  • 文章类型: Journal Article
    有效和安全的连续表面和空气净化技术可能是医疗保健环境中常规清洁和消毒的有用辅助手段。连续活性季铵消毒剂,可在不受干扰的表面上提供多达24的残留抗菌活性。在一些但不是所有的现实世界研究中,已证明小时数可以减少临床上重要病原体的恢复。尽管据报道,季铵基补充涂层可在患者护理环境中提供延长的残留功效,有人担心这些产品中的一些可能会通过常规清洁和消毒被去除。为了解决这一问题,环境保护局最近发布了更新的指南,要求证明多次磨损和化学暴露后的功效,以登记补充残留的抗菌涂层。在暴露极限以下的远紫外线C和直接照射是在占用空间中进行连续空气和表面净化的有前途的技术,但需要更多的研究来评估其长期安全性和有效性.鉴于电子空气净化技术在社区和医疗保健环境中的使用越来越多,有必要进行研究以评估真实世界的疗效和安全性.
    Effective and safe continuous surface and air decontamination technologies could be a useful adjunct to routine cleaning and disinfection in health care settings. Continuously active quaternary ammonium disinfectants that provide residual antimicrobial activity on undisturbed surfaces for up to 24.ßhours have been shown to reduce the recovery of clinically important pathogens in some but not all real-world studies. Although quaternary ammonium-based supplemental coatings have been reported to provide prolonged residual efficacy in patient care settings, there is concern that some of these products may be removed by routine cleaning and disinfection. To address this concern, the Environmental Protection Agency has recently issued updated guidance requiring demonstration of efficacy after multiple abrasion and chemical exposures for registration of supplemental residual antimicrobial coatings. Far-ultraviolet-C and direct irradiation below exposure limits are promising technologies for continuous air and surface decontamination in occupied spaces, but additional studies are needed to evaluate their long-term safety and efficacy. Given the increasing use of electronic air cleaning technologies in community and health care settings, there is a need for studies to assess real-world efficacy and safety.
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  • 文章类型: Journal Article
    西吡氯铵(CPC)是一种抗微生物剂,用于许多个人护理和门卫产品以及人类消费的食品中。关于CPC的真核毒理学的信息最少。我们研究了CPC对免疫细胞型肥大细胞信号转导的影响。这里,我们显示CPC抑制肥大细胞功能脱颗粒,具有抗原剂量依赖性,且非细胞毒性剂量低于消费品浓度~1000倍.以前我们表明,CPC破坏磷脂酰肌醇4,5-二磷酸,一种对储存操作的Ca2+进入(SOCE)至关重要的信号脂质,介导脱粒。我们的结果表明,CPC抑制抗原刺激的SOCE:CPC限制Ca2+从内质网流出,减少线粒体对Ca2+的摄取,并抑制Ca2+流过质膜通道。虽然Ca2+通道功能的抑制可由质膜电位(PMP)和胞质pH值的改变引起,CPC不影响PMP或pH。已知抑制SOCE可以抑制微管聚合,在这里,我们表明CPC确实剂量依赖性地关闭了微管轨道的形成。体外数据表明,CPC对微管的抑制不是由于CPC对微管蛋白的直接干扰。总之,CPC是靶向Ca2+动员的信号毒物。
    Cetylpyridinium chloride (CPC) is an antimicrobial used in numerous personal care and janitorial products and food for human consumption at millimolar concentrations. Minimal information exists on the eukaryotic toxicology of CPC. We have investigated the effects of CPC on signal transduction of the immune cell type mast cells. Here, we show that CPC inhibits the mast cell function degranulation with antigen dose-dependence and at non-cytotoxic doses ∼1000-fold lower than concentrations in consumer products. Previously we showed that CPC disrupts phosphatidylinositol 4,5-bisphosphate, a signaling lipid critical for store-operated Ca2+ entry (SOCE), which mediates degranulation. Our results indicate that CPC inhibits antigen-stimulated SOCE: CPC restricts Ca2+ efflux from endoplasmic reticulum, reduces Ca2+ uptake into mitochondria, and dampens Ca2+ flow through plasma membrane channels. While inhibition of Ca2+ channel function can be caused by alteration of plasma membrane potential (PMP) and cytosolic pH, CPC does not affect PMP or pH. Inhibition of SOCE is known to depress microtubule polymerization, and here we show that CPC indeed dose-dependently shuts down formation of microtubule tracks. In vitro data reveal that CPC inhibition of microtubules is not due to direct CPC interference with tubulin. In summary, CPC is a signaling toxicant that targets Ca2+ mobilization.
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  • 文章类型: Journal Article
    这项研究的目的是比较选定的食品消毒剂对金黄色葡萄球菌和大肠杆菌的浮游种群以及掺入生物膜中的相同微生物(MO)的功效。两种消毒剂用于治疗:基于过乙酸的消毒剂(P)和基于苯扎氯铵的消毒剂(D)。使用定量悬浮测试进行它们对所选MO群体的功效测试。使用标准菌落计数程序来确定它们对胰蛋白胨大豆琼脂(TSA)中的细菌悬浮液的效力。根据小数还原率确定消毒剂的杀菌效果(GE)。对于两个警察来说,在最低浓度(0.1%)和最短的暴露时间(5分钟)后达到100%GE。在微量滴定板上用结晶紫测试确认生物膜的产生。大肠杆菌和金黄色葡萄球菌两者在25°C下显示强生物膜产生,其中大肠杆菌显示显著更高的粘附能力。与在相同MO的浮游细胞上施用相同浓度后观察到的GE相比,两种消毒剂在48小时生物膜上的GE显着较弱。对于所测试的消毒剂和MO,在暴露于所测试的最高浓度(2%)5分钟后观察到生物膜的活细胞的完全破坏。消毒剂P和D的抗群体感应活性(抗QS)是通过定性圆盘扩散方法确定的,该方法应用于生物传感器细菌菌株绿色细菌CV026。获得的结果表明,所研究的消毒剂没有抗QS作用。因此,盘周围的抑制区仅代表它们的抗微生物作用。
    The aim of this study is to compare the efficacy of selected food disinfectants on planktonic populations of Staphylococcus aureus and Escherichia coli and on the same microorganisms (MOs) incorporated in a biofilm. Two disinfectants were used for treatment: peracetic acid-based disinfectant (P) and benzalkonium chloride-based disinfectant (D). Testing of their efficacy on the selected MO populations was performed using a quantitative suspension test. The standard colony counting procedure was used to determine their efficacy on bacterial suspensions in tryptone soy agar (TSA). The germicidal effect (GE) of the disinfectants was determined based on the decimal reduction ratio. For both MOs, 100% GE was achieved at the lowest concentration (0.1%) and after the shortest exposure time (5 min). Biofilm production was confirmed with a crystal violet test on microtitre plates. Both E. coli and S. aureus showed strong biofilm production at 25 °C with E. coli showing significantly higher adherence capacity. Both disinfectants show a significantly weaker GE on 48 h biofilms compared to the GE observed after application of the same concentrations on planktonic cells of the same MOs. Complete destruction of the viable cells of the biofilms was observed after 5 min of exposure to the highest concentration tested (2%) for both disinfectants and MOs tested. The anti-quorum sensing activity (anti-QS) of disinfectants P and D was determined via a qualitative disc diffusion method applied to the biosensor bacterial strain Chromobacterium violaceum CV026. The results obtained indicate that the disinfectants studied have no anti-QS effect. The inhibition zones around the disc therefore only represent their antimicrobial effect.
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  • 文章类型: Journal Article
    目的:评估新型抗水解抗菌单体的性能,并确定包含这些单体的树脂粘合剂的性能。
    方法:基于甲基丙烯酰胺的QAC(季铵化合物)单体,1-(11-甲基丙烯酰氨基十二烷基)吡啶-1-溴化铵(MAUPB)和1-(12-甲基丙烯酰氨基十二烷基)吡啶-1-溴化铵(MADPB),以及它们的甲基丙烯酸酯衍生物,N-(1-甲基丙烯酰基十一烷基)溴化吡啶(MUPB)和N-(1-甲基丙烯酰基十二烷基)溴化吡啶(MDPB),进行了合成和表征。确定了针对变形链球菌和E.faecalis的最低抑制(MIC)和杀菌(MBC)浓度。使用L-929和MDPC-23评价未聚合单体的细胞毒性。将每种单体以10wt%掺入实验树脂(BisGMA/TEGDMA/CQ/EDMAB或BisGMA/HEMA/CQ/EDMAB)中。收集FTIR光谱用于转化度(DC%)测量。通过荧光显微镜确定树脂盘上的细菌附着。通过弯曲强度和模量以及剪切粘结强度测试来评估实验树脂的机械性能。
    结果:MDPB≥MUPB>MADPB>MAUPB的抗菌活性。MAUPB>MADPB>MUPB>MDPB的TC50。MAUPB在BisGMA/TEGDMA基树脂中的掺入,对DC%没有显著影响,而显着增加BisGMA/HEMA基树脂中的DC%。含有MUPB和MAUPB的树脂显示比纯树脂更少的存活细菌附着。储存3个月后,含有MAUPB的树脂显示出比其相应的含有MUPB的树脂更高的弯曲强度。含有MAUPB的BisGMA/HEMA基树脂显示出明显高于MUPB和纯树脂的树脂-牙本质剪切粘合强度。
    结论:含QAC的甲基丙烯酰胺单体,MAUPB,与相应的甲基丙烯酸酯单体相比,当掺入树脂粘合剂中时,具有抗菌性能和优异的物理和机械性能,MUPB。
    结论:基于甲基丙烯酰胺的QAC单体可能用于配制抗菌抗水解树脂粘合剂并增强树脂-牙本质粘结强度。
    To evaluate the properties of novel hydrolytic resistant antibacterial monomers and to determine the properties of resin adhesives containing these monomers.
    Methacrylamide-based QAC (Quaternary Ammonium Compound) monomers, 1-(11-Methacryla-midoundecyl)pyridine-1-ium bromide (MAUPB) and 1-(12-Methacryl-amidododecyl)pyridine-1-ium bromide (MADPB), and their methacrylate-derivatives, N-(1-Methacryloylundecanyl)pyridinium bromide (MUPB) and N-(1-Methacryloyldodecanyl)pyridinium bromide (MDPB), were synthesized and characterized. The minimum inhibitory (MIC) and bactericidal (MBC) concentrations were determined against S.mutans and E.faecalis. Cytotoxicity of unpolymerized monomers were evaluated using L-929 and MDPC-23. Each monomer was incorporated into experimental resins (BisGMA/TEGDMA/CQ/EDMAB or BisGMA/HEMA/CQ/EDMAB) at 10wt%. FTIR Spectra were collected for degree of conversion (DC%) measurement. Bacterial attachment on resin disks were determined by fluorescent microscope. Mechanical properties of experimental resins were evaluated by flexural strength & modulus and shear bond strength testing.
    The antibacterial activity of MDPB≥MUPB>MADPB>MAUPB. The TC50 of MAUPB> MADPB>MUPB >MDPB. Incorporation of MAUPB in BisGMA/TEGDMA-based resin, had no significant effect on DC%, while significantly increase DC% in BisGMA/HEMA-based Resin. MUPB and MAUPB containing resins showed less viable bacterial attachment than pure resins. After 3-month storage, resins containing MAUPB illustrated higher flexural strength than their corresponding resins containing MUPB. BisGMA/HEMA-based resin containing MAUPB illustrated significantly higher resin-dentin shear bond strength than that of MUPB and pure resin.
    Methacrylamide monomer containing QAC, MAUPB, possessed antibacterial properties and superior physical and mechanical properties when incorporated in resin adhesives as compared to their corresponding methacrylate monomer, MUPB.
    Methacrylamide-based QAC monomers are potentially used to formulate antibacterial hydrolytic resistant resin adhesives and enhance resin-dentin bond strength.
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