Moderate antioxidative efficiencies of flavonoids during peroxidation of methyl linoleate in homogeneous and micellar solutions

The relative reactivities as well as the stoichiometric coefficients for a number of flavonoids, catechols, and—for comparison—standard phenolic antioxidants were determined by analyzing the kinetics of oxygen consumption in organic and micellar systems, with peroxidation initiated by lipid- and water-soluble azo initiators. The results demonstrated that the flavonoids did not behave as classic phenolic antioxidants such as α-tocopherol, but showed only moderate chain-breaking activities. The results were in line with other structure-activity relationship studies on the importance of the B-ring catechol structure, the 2,3-double bond, and the 3,5-hydroxy groups. The data are discussed in view of possible explanations of the deviations flavonoids reveal in their behavior compared with regular phenolic antioxidants.     

多壁碳纳米管与聚(2-乙酰基-5-溴噻吩)复合纳米材料修饰玻碳电极同时检测对苯二酚、邻苯二酚和对甲苯酚

该文利用多壁碳纳米管(MWCNTs)和聚(2-乙酰基-5-溴噻吩)复合纳米材料修饰电极,用于同时检测对苯二酚(HQ)、邻苯二酚(CC)和对甲苯酚(PC)。通过循环伏安法(CV),示差脉冲伏安法(DPV)和透射电镜(TEM)表征了该复合纳米材料的电化学性能和表面形貌。结果表明该电极对HQ、CC和PC具有较高的灵敏度和选择性。DPV峰电流与HQ、CC和PC的浓度在1.0×10-5～8.0×10-4mol/L,5.0×10-6～5.5×10-4mol/L和5.0×10-6～7.5×10-4mol/L范围内分别呈良好的线性关系,且检测限分别为3.0×10-6 mol/L,1.7×10-6 mol/L和2.0×10-6mol/L。     

Biodegradation of catechol by Pseudomonas fluorescens isolated from petroleum‐impacted soil

Bioremediation strategies have been applied to clean up petroleum hydrocarbon (PHC) impacted sites. Introducing PHC degrading microorganisms (bioaugmentation) and enhancing the in‐situ nutrients availability (biostimulation) are widely used strategies. These strategies can be combined to lead to a better bioremediation performance. In this work, Pseudomonas fluorescens was isolated from a PHC impacted site. Through a 2³ factorial design plan, the effect of various combinations of nitrate, sulphate, and phosphate ions on the PHC bioremediation performance by P. fluorescens was investigated using catechol, an essential metabolic intermediate of BTEX degradation, as the sole carbon source. The maximum specific catechol degradation rate was chosen as the response to evaluate the catechol bioremediation performance. The ANOVA results indicated that the presence of nitrate ions alone lowered the maximum specific catechol degradation rate, which can be explained by the accumulation of nitrites and ammonia during the denitrification process by P. fluorescens. It was noted that dosing sulphate ions alone did not affect the bioremediation performance, which indicates P. fluorescens can grow in a sulphur‐limited environment. In contrast, the presence of sulphate and nitrate ions together can lead to a higher specific catechol degradation rate. This may be caused by the presence of sulphate that can suppress the production of nitrites. The importance of phosphate ions on catechol biodegradation was investigated. The absence of phosphate led to incomplete biodegradation. Introducing phosphate ions can accelerate catechol degradation, which can be explained by the secretion of organic acids.     

Catechol-containing waterborne polyurethane adhesive inspired by mussel proteins

A series of waterborne polyurethane (PDMAPU) containing catechol group were prepared by double-bond random copolymerization of terminated double bond polyurethane prepolymer with modified acrylamido dopamine under thermal initiation. This kind of mussel-like waterborne polyurethane adhesive is inspired by marine mussel, as well as it is environment-friendly and used in bonding of leather. FTIR and ¹H NMR proved the successful introduction of catechol group into polyurethane matrix. Oxidative cross-linking between catechol unit and molecular chain in PDMAPU structure, the thermal stability and crystallization ability of PDMAPU was significantly improved. The increase of the particle size of PDMAPU emulsion showed that the introduction of catechol group changed the microstructure of polyurethane and enhanced the cross-linking degree. The water resistance of polyurethane emulsion was further improved. Compared with PU without catechol group, the peel strength of leather substrate adhered by PDMAPU emulsion increased from 0.42 to 1.93 MPa, which indicated that PDMAPU has better bonding properties with leather. The bidentate hydrogen bond formed with catechol group as the reaction sites is considered to be the key reason for the adhesion of mussel-like polyurethane adhesive to hydrophilic substrates. This work provides an alternative to prepare environment-friendly high performance adhesive for hydrophilic substrates.     

基于有序介孔碳/PDDA固定化漆酶的邻苯二酚传感器性能研究

采用有机交联水性环氧树脂为碳源,以SBA-15为模板,制备了有序介孔碳(OMC),并对其电化学性能进行研究。透射电镜结果表明其具有典型的二维有序六角介孔结构,孔径大约为3nm。电化学测试结果表明OMC/Lac/Au电极对邻苯二酚具有很好的电催化氧化活性。将OMC应用于构建漆酶生物传感器,结果表明,传感器对邻苯二酚的线性检测范围为0.67~8.59μmol/L,灵敏度为0.349A/(mol/L),检测限为0.117μmol/L。     

黄樟油素的合成研究

本文研究以邻苯二酚为起始原料，经亚甲基化、选择性溴化、武兹—菲提格反应三步合成黄樟油家，其三步收率分别为85．1％，74．1％，72．8％，以邻苯二酚计，总收率达45．9％。     

萃取分离邻甲代烯丙氧基苯酚中邻苯二酚的相平衡

在25℃时,以蒸馏水和0.5％碳酸钠水溶液为萃取剂,从邻苯二酚单醚化制备邻甲代烯丙氧基苯酚的醚化液中萃取回收邻苯二酚,通过对不同浓度的邻苯二酚进行萃取,确定了相平衡曲线以及两相分配系数。同时利用二甲苯对醚化液的互溶性以及对水的不溶性,萃取剂与二甲苯同时使用,能够有效提高分配系数。另外对醚化液进行多级错流萃取研究,结果表明,邻苯二酚的萃取率可以达到90.2％,具有良好的萃取效果。     

Assessing the Morphological and Behavioral Toxicity of Catechol Using Larval Zebrafish

Catechol is a ubiquitous chemical used in the manufacturing of fragrances, pharmaceuticals and flavorants. Environmental exposure occurs in a variety of ways through industrial processes, during pyrolysis and in effluent, yet despite its prevalence, there is limited information regarding its toxicity. While the genotoxicity and gastric carcinogenicity of catechol have been described in depth, toxicological studies have potentially overlooked a number of other effects relevant to humans. Here, we have made use of a general and behavioral larval zebrafish toxicity assay to describe previously unknown catechol-based toxicological phenomena. Behavioral testing revealed catechol-induced hypoactivity at concentrations an order of magnitude lower than observable endpoints. Catechol exposure also resulted in punctate melanocytes with concomitant decreases in the expression of pigment production and regulation markers mitfa, mc1r and tyr. Because catechol is converted into a number of toxic metabolites by tyrosinase, an enzyme found almost exclusively in melanocytes, an evaluation of the effects of catechol on these cells is critical to evaluating the safety of this chemical. This work provides insights into the toxic nature of catechol and highlights the benefits of the zebrafish larval testing platform in being able to dissect multiple aspects of toxicity with one model.     

水中苯酚和邻苯二酚在磁性氧化石墨烯表面的吸附

使用制备的磁性氧化石墨烯纳米复合材料研究其对水中苯酚和邻苯二酚的吸附行为。系统考察接触时间、溶液酸碱条件、离子强度等因素对磁性氧化石墨烯吸附苯酚和邻苯二酚的影响。利用吸附等温线和吸附动力学探讨吸附机理和可能的吸附控速步骤。结果表明,磁性氧化石墨烯对苯酚和邻苯二酚的吸附量随时间变化不断增加,60 min为适宜的吸附时间。过大的无机盐离子强度会降低磁性氧化石墨烯对苯酚和邻苯二酚的吸附。磁性氧化石墨烯适合在弱酸性条件下对苯酚和邻苯二酚进行吸附。吸附等温线的结果表明,苯酚和邻苯二酚在磁性氧化石墨烯上的吸附行为可用Langmuir型等温方程描述。磁性氧化石墨烯吸附苯酚符合准一级动力学模型,而磁性氧化石墨烯吸附邻苯二酚符合准二级动力学模型。