水产品及养殖水中丁香酚类化合物风险研究

目的 检测水产品及养殖水中丁香酚类化合物。方法 应用食品补充检验方法BJS 201908《水产品及水中丁香酚类化合物的测定》，以海水鱼、淡水鱼、海水虾、淡水虾及养殖水作为基质，测定6种丁香酚类化合物的含量。结果 通过对实际样品测定后发现，在水产品中检出了丁香酚类化合物，主要为丁香酚，检出率为28.9%，其中海水鱼相对突出。结论 本研究为丁香酚作为渔用麻醉剂提供了方法论，为丁香酚类化合物在水产运输的合理使用提供理论依据。     

New Eugenol Derivatives with Enhanced Insecticidal Activity

Eugenol, the generic name of 4-allyl-2-methoxyphenol, is the major component of clove essential oil, and has demonstrated relevant biological potential with well-known antimicrobial and antioxidant actions. New O-alkylated eugenol derivatives, bearing a propyl chain with terminals like hydrogen, hydroxyl, ester, chlorine, and carboxylic acid, were synthesized in the present work. These compounds were later subjected to epoxidation conditions to give the corresponding oxiranes. All derivatives were evaluated against their effect upon the viability of insect cell line Sf9 (Spodoptera frugiperda), demonstrating that structural changes elicit marked effects in terms of potency. In addition, the most promising molecules were evaluated for their impact in cell morphology, caspase-like activity, and potential toxicity towards human cells. Some molecules stood out in terms of toxicity towards insect cells, with morphological assessment of treated cells showing chromatin condensation and fragmentation, which are compatible with the occurrence of programmed cell death, later confirmed by evaluation of caspase-like activity. These findings point out the potential use of eugenol derivatives as semisynthetic insecticides from plant natural products.     

High‐performance thermosets with tailored properties derived from methacrylated eugenol and epoxy‐based vinyl ester

A renewable chemical, eugenol, is methacrylated to produce methacrylated eugenol (ME) employing the Steglich esterification reaction without any solvent. The resulting ME is used as a low‐viscosity co‐monomer to replace styrene in a commercial epoxy‐based vinyl ester resin (VE). The volatility and viscosity of ME and styrene are compared. The effect of ME loading and temperature on the viscosity of the VE–ME resin is investigated. Moreover, the thermomechanical properties, curing extent and thermal stability of the fully cured VE–ME thermosets are systematically examined. The results indicate that ME is a monomer with low volatility and low viscosity, and therefore the incorporation of ME monomer in VE resins allows significant reduction of viscosity. Moreover, the viscosity of the VE–ME resin can be tailored by adjusting the ME loadings and processing temperature to meet commercial liquid molding technology requirements. The glass transition temperatures of VE–ME thermosets range from 139 to 199 °C. In addition, more than 95% of the monomer is incorporated and fixed in the crosslinked network structure of VE–ME thermosets. Overall, the developed ME monomer exhibits promising potential for replacing styrene as an effective low‐viscosity co‐monomer. The VE–ME resins show great advantages for use in polymer matrices for high‐performance fiber‐reinforced composites. This work is of great significance to the vinyl ester industry by providing detailed experimental support. © 2018 Society of Chemical Industry     

黄麻纤维生物法桥接丁子香酚接枝丙烯酰胺研究

研究了漆酶催化黄麻木质纤维接枝过渡单体丁子香酚,然后在漆酶/t-BHP催化下,在丁子香酚上进一步接枝丙烯酰胺的亲水化改性反应。结果表明,黄麻纤维接枝丁子香酚的XPS分峰图上观察到283.49 e V处存在CC的能谱峰,证明丁子香酚接枝到了黄麻纤维表面;溴量法测得在50℃、p H值=4、丁子香酚浓度5 mmol/L、漆酶用量1.68 U/m L条件下反应4 h接枝过渡单体效果最好,接枝率为1.06%。在黄麻纤维桥接丁子香酚接枝丙烯酰胺的红外光谱图上呈现酰胺基团的红外特征吸收峰,说明黄麻纤维表面成功接枝丙烯酰胺;微量凯氏定氮法测得黄麻纤维桥接丁子香酚接枝丙烯酰胺的接枝率为3.66%。     

Use of eugenol and rosin as feedstocks for biobased epoxy resins and study of curing and performance properties

In this study, an epoxy based on eugenol and an anhydride curing agent based on rosin were prepared. Curing of the eugenol epoxy with a commercial anhydride curing agent and with the rosin‐derived anhydride curing agent was studied. For comparison, a commercial bisphenol A type epoxy, DER353, was also selected in the curing study. The syntheses of the eugenol epoxy and rosin anhydride were investigated and the chemical structures of the products and intermediates were characterized using ¹H NMR and Fourier transform infrared spectroscopies. Non‐isothermal curing of the eugenol epoxy with hexahydrophthalic anhydride and the rosin‐derived maleopimaric acid was studied using differential scanning calorimetry. Thermomechanical properties and thermal stability of the cured epoxy resins were evaluated using dynamic mechanical analysis and thermogravimetric analysis, respectively. Addition of 2‐ethyl‐4‐methylimidazole as catalyst greatly decreased the curing temperature and promoted the completion of cure reactions. The results suggest that the eugenol epoxy and the bisphenol A type epoxy have similar reactivity, dynamic mechanical properties and thermal stability. © 2013 Society of Chemical Industry     

Temperature-dependent diffusion coefficient of soluble substances during ethanol extraction of clove

The temperature dependence of the diffusion coefficient of ethanol-soluble substances from ground cloves (particle size 250 μm) during extraction was estimated by fitting batch extraction data at several temperatures (27.8, 40, 50, and 60°C) to a previously developed mass transfer model. The model was based on spherical geometry of particles. Nonlinear regression analysis was used to develop an equation that describes the diffusivity as a function of temperature. The temperature dependence ofD _A was of the Arrhenius type.     

微波辅助提取丁香酚研究

采用微波辅助碱液直接蒸馏提取紫丁香中的丁香酚,一次提取物经GC检测丁香酚含量达96.2%,提取率为12.0%,分别比水蒸气蒸馏法高21.7%和14.6%,比普通碱液蒸馏高6.9%和9.2%;用GC-MS与标准样品比较证明组成确定且杂质组成相对简单。结果表明,微波辅助碱液蒸馏法不仅提高了丁香酚的一次提取率,且无有机溶剂残留,有利于进一步开发其高纯产品和生物制剂。     

Sequestration of distasteful compounds by some pharmacophagous insects

Several pharmacophagous insects have been shown to sequester specific kairomonal substances or their derivatives in their body tissues. Turnip sawflies,Athalia rosae, visit a plant,Clerodendron trichototmum (Verbenaceae), and feed voraciously on the leaf surface. Clerodendrins were characterized as the potent phagostimulants forA. rosae adults. The insect sequesters some of the analogs and becomes extremely bitter on its body surface. Some chrysomelid leaf beetles associated with cucurbitacins were found to store high concentrations of these bitter principles in their body. South American polyphagous beetles,Diabrotica speciosa andCerotoma arcuata, are strongly arrested by root components from the cucurbit plant,Ceratosanthes hilariana, and selectively accumulate 23,24-dihydrocucurbitacin D, effectively gaining bitterness. Similarly, four species of Asian pumpkin leaf beetles belonging to the genusAulacophora were shown to sequester the same compound in body tissue as the major bitter principle. Three phenylpropanoids closely related to methyl eugenol were found to accumulate in the rectal glands of the male Oriental fruit fly,Dacus dorsalis. One of the rectal gland components, 2-allyl-4,5-dimethoxyphenol was shown to be released in the air during courtship. In all of these cases, selectively sequestered compounds strongly deterred feeding by some predators, thus serving as allomones in this context. Kairomonal and pheromonal functions linked with allomonal sequestration by pharmacophagous feeding has also been suggested.