hydroxybenzoic acids

  • 文章类型: Journal Article
    背景:这项研究调查了各种类型和年龄的葡萄酒的紫外(UV)吸收光谱以及这些光谱与它们的酚类成分的相关性。首先,对不同葡萄酒样品的紫外光谱差异进行了表征,取决于他们的类型和年龄。
    方法:本研究采用以下方法:紫外可见分光光度法,Folin-Ciocalteu分光光度法,高效液相色谱法。
    结果:然后,事实证明,对于相同年龄的葡萄酒,280nm的吸光度与酚类化合物的浓度成正比,由Folin-Ciocalteu方法确定。接下来,研究了葡萄和葡萄酒中常见的不同酚类物质的吸收系数。最后,确定了各类葡萄酒中酚类化合物的变化范围。
    结论:这项工作提供了一种方法学方法,可以使用UV光谱法快速确定葡萄酒中酚类化合物的浓度,只要知道他们的年龄。由于几乎所有实验室都有紫外分光光度计,这可能为当前方法提供更便宜,更快速的替代方案,包括高效液相色谱(HPLC)。
    BACKGROUND: This study investigated the ultraviolet (UV) absorption spectra of various types and ages of grape wines and the correlation these spectra presented with their phenolic constituents. Firstly, the differences in UV spectra were characterized for different wine samples, depending on their type and age.
    METHODS: The following methods were used in this study: ultraviolet visible spectrophotometry, Folin-Ciocalteu spectrophotometric method, high-performance liquid chromatography.
    RESULTS: Then, it was demonstrated that for identically aged wines, the 280 nm absorbance is proportional to the concentration of phenolic compounds, as determined by the Folin-Ciocalteu method. Next, an investigation was conducted into the absorption coefficients of different phenolic classes commonly found in grapes and wine. Finally, the range in variation of phenolic compounds in various types of grape wines was established.
    CONCLUSIONS: This work provides a methodological approach to rapidly determine the concentration of phenolic compounds in wines using UV spectroscopy, provided that their age is known. As UV spectrophotometers are available in nearly all laboratories, this may provide a cheaper and faster alternative to current methods, including high-performance liquid chromatography (HPLC).
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  • 文章类型: Journal Article
    本研究旨在通过LC-MS/MS分析评估自生hynchthumrepandum的抗氧化潜力,总酚含量(TP),总蛋白质含量(TPR),和抗氧化能力(DPPH,ABTS,和FRAP测定)跨各种提取物(CHCl3,丙酮,70%EtOH,80%MeOH,和热水)。LC-MS/MS分析显示,在极性溶剂中主要存在奎尼酸(范围为531.37至676.07ng/mL),而EtOH和MeOH提取物显示出升高的总酚水平(27.44±0.32和28.29±3.62mgGAE/gd.w.,分别)。令人印象深刻的是,H.repandum展示了显着的抗氧化性能,其FRAP值(57.29至199.96mgAAE/gd.w.)证明,ABTS值(5.69至29.95mgTE/gd.w.),和DPPH测定中的IC50值(91.40至372.55μg/mL),与TP有很强的相关性。值得注意的是,丙酮提取物表现出最强大的抗氧化活性,其中观察到最高的TPR,提示初级和次级代谢产物的协同作用。
    This study aimed to evaluate the antioxidant potential of autochthonous Hydnum repandum through LC-MS/MS profiling, total phenolic content (TP), total protein content (TPR), and antioxidant capabilities (DPPH, ABTS, and FRAP assays) across various extracts (CHCl3, acetone, 70% EtOH, 80% MeOH, and hot water). LC-MS/MS analysis revealed a predominant presence of quinic acid in polar solvents (ranging from 531.37 to 676.07 ng/mL), while EtOH and MeOH extracts exhibited elevated total phenolic levels (27.44 ± 0.32 and 28.29 ± 3.62 mg GAE/g d.w., respectively). Impressively, H. repandum showcased remarkable antioxidant properties, as evidenced by its FRAP values (57.29 to 199.96 mg AAE/g d.w.), ABTS values (5.69 to 29.95 mg TE/g d.w.), and IC50 values in the DPPH assay (91.40 to 372.55 μg/mL), which exhibited a strong correlation with TP. Notably, the acetone extract exhibited the most robust antioxidant activity where the highest TPR was observed, suggesting synergism of primary and secondary metabolites.
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  • 文章类型: Journal Article
    在这项研究中,地下部分的生长参数和苯丙素的浓度,苯乙醇,黄酮类化合物,羟基苯甲酸,分析了阿尔泰山起源的6岁红景天(体外繁殖)栽培植物的乙醇提取物中的儿茶素,并评估了植物标本之间以及植物部分(根茎和根)之间的化学成分差异。高效液相色谱法检测到13种酚类化合物。根中的苯乙醇含量(1273.72mg/100g)是根茎的1.28倍。总的来说,地下器官中苯乙醇的浓度不高,范围为21.36至103.00mg/100g。在我们的栽培条件下,罗西阿个体植物在生长特征和次生代谢产物水平上都有很大差异。发现苯丙素的浓度,苯乙醇,和儿茶素显着取决于分析的植物部分(p≤0.05)。试样编号图4的特征在于罗萨芬的最高浓度(1230.99mg/植物)和肉桂醇的最低浓度(62.87mg/植物)。尽管价值范围广泛,所有10份受试标本(地下部分)均符合美国药典(2015)对罗萨文的最低要求(0.3%)和俄罗斯国家药典(2015)对罗萨文平均水平的最低要求(1%).
    In this study, growth parameters of underground parts and concentrations of phenylpropanoids, phenylethanoids, flavonoids, hydroxybenzoic acids, and catechins in aqueous-ethanol extracts of 6-year-old cultivated plants of Rhodiola rosea (propagated in vitro) of Altai Mountain origin were analyzed, and differences in chemical composition among plant specimens and between plant parts (rhizome and root) were evaluated. High-performance liquid chromatography detected 13 phenolic compounds. Roots contained 1.28 times higher phenylethanoids levels (1273.72 mg/100 g) than rhizomes did. Overall, the concentration of phenylethanoids in underground organs was not high and ranged from 21.36 to 103.00 mg/100 g. High variation among R. rosea individual plants was noted both in growth characteristics and in levels of secondary metabolites under our cultivation conditions. It was found that concentrations of phenylpropanoids, phenylethanoids, and catechins significantly depend on the plant part analyzed (p ≤ 0.05). Specimen No. 4 is characterized by the highest concentration of rosavins (1230.99 mg/plant) and the lowest concentration of cinnamyl alcohol (62.87 mg/plant). Despite the wide range of values, all 10 tested specimens (underground part) met the minimum requirements of the United States Pharmacopeia (2015) for rosavins (0.3%) and of the Russia State Pharmacopoeia (2015) for the average level of rosavins (roots): (1%).
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  • 文章类型: Journal Article
    山楂(CrataegusmonogynaJacq。)和白梁(Sorbusaria(L.)Crantz)是传统上在地中海地区用作民族食品的野生物种。他们的红色浆果,主要是果皮,由于其颜色(代替其他合成着色剂)或功能特性,可以用作成分。以前的一些研究分析了所有可食用的水果,但是关于C.monogyna果实的无浆表皮的组成和特性的文献很少,没有关于S.aria果实的文献。总酚类化合物(TPC)和羟基苯甲酸家族,羟基肉桂酸,黄酮醇,和总单体花色苷在C.monogyna和S.aria果实的表皮中测定。还使用QUENCHER(Quick-Easy-New-CHEap-Reproductivable)方法测定了体外抗氧化能力。通过HPLC/MS分析水醇提取物中的花色苷谱。C.monogyna果实的TPC含量高于S.aria,以羟基苯甲酸(2870.6mgGAE/100gdw)为主要家族,其次是黄酮醇(771.4mgQE/100gdw)和羟基肉桂酸(610.3FAE/100gdw)。花青素在251.7毫克花青素-3-葡萄糖苷/100克dw中发现,其特征在于花青素-O-六氧化物和牡丹-O-六氧化物的含量。这些化合物的水平与较高的a*参数值(较高的微红色强度)相关。这些水果还通过Q-Folin-Ciocalteu和Q-FRAP显示出更高的抗氧化能力。S.Aria果皮的酚类化合物较少,特别是花色苷(33.7毫克花青素-3-葡萄糖苷/100克dw),含有不同的花青素衍生物。从这些结果来看,提供了有关这些野果表皮成分的新见解,它们作为食品工业成分的潜力得到了证实。
    Hawthorn (Crataegus monogyna Jacq.) and whitebeam (Sorbus aria (L.) Crantz) are wild species traditionally used as ethnic foods in the Mediterranean area. Their red berries, and mainly the peels, may be used as ingredients due to their color (replacing other synthetic colorants) or functional properties. Some previous studies analyze all edible fruits, but there is very little literature on the composition and properties of the pulpless epidermis of the fruits of C. monogyna and no literature concerning the fruits of S. aria. Total phenolic compounds (TPC) and families of hydroxybenzoic acids, hydroxycinnamic acids, flavonols, and total monomeric anthocyanins were determined in the epidermis of C. monogyna and S. aria fruits. The in vitro antioxidant capacity was also determined using QUENCHER (Quick-Easy-New-CHEap-Reproducible) methodology. Anthocyanins profiles were analyzed in hydroalcoholic extracts through HPLC/MS. C. monogyna fruits presented higher content of TPC than S. aria, with hydroxybenzoic acids (2870.6 mg GAE/100g dw) as the major family, followed by flavonols (771.4 mg QE/100 g dw) and hydroxycinnamic acids (610.3 FAE/100 g dw). Anthocyanins were found in 251.7 mg cyanidin-3-glucoside/100 g dw, characterized by the content of cyanidin-O-hexoxide and peonidin-O-hexoxide. The levels of these compounds correlated with higher values of a* parameter (higher intensity of reddish color). These fruits also showed higher antioxidant capacity by Q-Folin-Ciocalteu and Q-FRAP. S. aria peels had fewer phenolic compounds, particularly anthocyanins (33.7 mg cyanidin-3-glucoside/100 g dw), containing different cyanidin derivatives. From these results, new insights about the composition of the epidermis of these wild fruits are provided, and their potential as ingredients for the food industry is corroborated.
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  • 文章类型: Journal Article
    相思树是原产于西澳大利亚州。由于其适应干旱的能力,它已成为世界其他地区引进和快速生长的植物,盐碱土,和生长环境。对植物提取物的生物活性和植物化学物质进行了研究。然而,将这些生物活性与植物提取物中已确定的化合物联系起来的综合信息仍然缺乏。这篇综述中收集的数据揭示了羟基苯甲酸的丰富化学多样性,肉桂酸,黄酮类化合物,皂苷,萨利尼尼亚的松果生长在埃及,沙特阿拉伯,突尼斯,南非,和澳大利亚。植物化学成分和数量的变化可以归因于植物部分,不断增长的地点,萃取溶剂,和分析方法。确定的植物化学物质支持观察到的生物活性,如抗氧化剂,抗菌,抗癌,α-葡萄糖苷酶抑制,和提取物中的抗炎。化学结构的知识,生物活动,并讨论了在A.saligna中鉴定的生物活性植物化学物质的可能作用机理。此外,研究了主要活性化合物的结构-活性关系,以解释A.saligna提取物的生物活性。该综述为该植物的未来研究和新疗法的开发提供了宝贵的见解。
    Acacia saligna is native to Western Australia. It has become an introduced and fast-growing plant in other parts of the world due to its ability to adapt to drought, saline and alkaline soils, and hast growing environments. Studies on the bioactivities and phytochemicals of the plant extracts were conducted. However, comprehensive information that links those bioactivities to the identified compounds in the plant\'s extracts is still lacking. Data gathered in this review revealed a rich chemical diversity of hydroxybenzoic acids, cinnamic acids, flavonoids, saponins, and pinitols in A. saligna growing in Egypt, Saudi Arabia, Tunisia, South Africa, and Australia. The variability in phytochemical composition and quantity could be attributed to plant parts, growing locations, extraction solvents, and analysis methods. Identified phytochemicals support observed biological activities such as antioxidant, antimicrobial, anticancer, α-glucosidase inhibition, and anti-inflammation in the extracts. The knowledge of chemical structures, biological activities, and possible mechanisms of action of the bioactive phytochemicals identified in A. saligna were discussed. In addition, the structure-activity relationships of dominant active compounds were examined to explain the bioactivities exerted by A. saligna extracts. The review provides valuable insights towards future research and the development of new therapeutics from this plant.
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  • 文章类型: Journal Article
    非花色苷化合物(NAN),如黄酮醇,黄烷醇,在少数红葡萄品种的表征中应该考虑酚酸,因为这些化合物参与共色素反应并且是有效的抗氧化剂。提取了16个NAN,已识别,并通过高效液相色谱(HPLC)从2018年和2019年在加利西亚(西班牙西北部)种植的28种红色葡萄基因型的葡萄中进行定量。计算每个样品的总NAN相对于总多酚含量(TPC)值的百分比,并将其分为三类:高百分比NAN品种(NANV),那些品种显示低百分比的NAN(ANV),最后是那些表现出中等百分比的NAN(NANAV)的品种。\'Xafardán\'和\'Zamarrica\',归类为NANAV,具有较高的TPC值,并显示出良好的黄酮醇和黄烷醇化合物百分比。用黄酮醇进行主成分分析(PCA),黄烷醇,和酚酸概况。黄酮醇和黄烷醇谱允许样品的品种和年份的良好区分,分别。因此,黄酮醇谱应被视为潜在的品种标记。结果可能有助于选择要传播的品种,并有助于确定应对其进行的最合适的农艺和酿酒技术。
    Non-anthocyanin compounds (NAN) such as flavonol, flavanol, and phenolic acids should be considered in the characterization of minority red grapevine varieties because these compounds are involved in copigmentation reactions and are potent antioxidants. Sixteen NAN were extracted, identified, and quantified by High Performance Liquid Chromatography (HPLC) from grapes of 28 red genotypes of Vitis vinifera L. grown in Galicia (Northwest of Spain) in 2018 and 2019 vintages. The percentage of total NAN with respect to the total polyphenol content (TPC) values was calculated for each sample and established into three categories: high percentage NAN varieties (NANV), those varieties showing low percentages of NAN (ANV), and finally those varieties showing medium percentages of NAN (NANAV). \'Xafardán\' and \'Zamarrica\', classified as NANAV, had high values of TPC and showed good percentages of flavonol and flavanol compounds. Principal component analyses (PCA) were performed with flavonol, flavanol, and phenolic acid profiles. The flavonol and flavanol profiles allowed a good discrimination of samples by variety and year, respectively. The flavonol profile should therefore be considered as a potential varietal marker. The results could help in the selection of varieties to be disseminated and in the identification of the most appropriate agronomic and oenological techniques that should be performed on them.
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  • 文章类型: Journal Article
    本研究探讨了三种羟基苯甲醛异构体和选定的羟基苯甲酸(4-羟基苯甲酸,水杨酸,3,5-二羟基苯甲酸)来自于氧化三甲苯溶剂。类似于这种溶剂的最新进展,用于电化学研究,碳-碳双键对聚合物的形成有显著影响。在大多数基材的情况下,峰值电流增加到稳态,但某些基材的电聚合会导致明显的失活。扫描电子显微镜和互补伏安法研究有助于电化学形成的聚合物以堆叠形式存在于电极表面。为了分析2-苯基苯酚,由4-羟基苯甲醛形成的修饰沉积物最好,用差分脉冲伏安法获得5µM的检出限。此外,选择了一种新的程序,使空泡和衍生物参与有机层,目的是提高层的选择性(随后在其他溶液中进行电化学聚合)。进一步的研究表明,以这种方式,修饰电极的灵敏度比没有这一步的情况差一点,因此表明该步骤的应用是不利的。在未进行任何处理的柠檬皮上进行了2-苯基苯酚的回收研究,并与通过敲打去除外部黄色层的情况进行了比较。内部组织对2-苯基苯酚显示出非常高的吸附亲和力。
    This study explores the characteristics of electrodeposition of the three hydroxybenzaldehyde isomers and selected hydroxybenzoic acids (4-hydroxybenzoic acid, salicylic acid, 3,5-dihydroxybenzoic acid) from mesityl oxide solvent. Similar to recent advances of this solvent, used by electrochemical studies, the carbon-carbon double bond had significant influence on the formation of polymers from the outlined molecules. In case of most substrates the peak currents increased to a steady-state but electropolymerization of some substrates caused significant deactivation. Scanning electron microscopic and complementary voltammetric studies facilitated that the electrochemically formed polymers are present on the electrode surface in stackings. In viewpoint of analysis of 2-phenylphenol, the modifying deposit formed from 4-hydroxybenzaldehyde was the best with 5 µM detection limit obtained with differential pulse voltammetry. Furthermore, a new procedure was chosen for the involvement of a cavitand derivative into the organic layers with the purpose to improve the layer selectivity (subsequent electrochemical polymerization in an other solution). Further studies showed that in this way the sensitivities of as-modified electrodes were a little worse than without this step, thus indicating that application of this step is disadvantageous. Recovery studies of 2-phenylphenol were carried out on lemon rind without any treatment, and it was compared with the case when the outer yellow layer was removed by rasping. The inner tissues showed very high adsorption affinity towards 2-phenylphenol.
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  • 文章类型: Journal Article
    药物共晶可以为药物制备和开发提供另一种先进的策略,并且可以促进活性药物成分(API)的物理化学性质的改善,而不会改变其化学结构和相应的药理活性。因此,共晶在药物的开发和研究中显示出巨大的潜力。在这项工作中,乙酰胺(ETZ)与2,6-二羟基苯甲酸(26DHBA)的药物共晶,采用溶剂蒸发法合成了2,4-二羟基苯甲酸(24DHBA)和没食子酸(GA)。为了更深入地了解ETZ共结晶后的结构变化,采用太赫兹时域光谱(THz-TDS)和拉曼光谱对单个起始样品进行了表征,相应的物理混合物和共晶。此外,ETZ-GA可能的分子结构,采用密度泛函理论(DFT)对ETZ-26DHBA和ETZ-24DHBA共晶进行了优化。三个共晶的THz和拉曼光谱与DFT模拟的结果表明,ETZ-GA共晶在GA的-OH与ETZ分子的酰胺基团的氧之间形成了O-H‧还发现ETZ通过超分子酰胺-酰胺同合成子形成二聚体;同时,ETZ-26DHBA共晶由强大的超分子酸-酰胺杂合子形成,ETZ-24DHBA共晶在24DHBA的4-羟基与ETZ分子的酰胺基团的氧之间形成了O-H各种各样的氢键。可以看出,在三种共晶的分子结构分析中,共形成剂中羟基的位置和数量在指导特定超分子合成子的形成中起着至关重要的作用。
    Pharmaceutical cocrystals can offer another advanced strategy for drug preparation and development and can facilitate improvements to the physicochemical properties of active pharmaceutical ingredients (APIs) without altering their chemical structures and corresponding pharmacological activities. Therefore, cocrystals show a great deal of potential in the development and research of drugs. In this work, pharmaceutical cocrystals of ethenzamide (ETZ) with 2,6-dihydroxybenzoic acid (26DHBA), 2,4-dihydroxybenzoic acid (24DHBA) and gallic acid (GA) were synthesized by the solvent evaporation method. In order to gain a deeper understanding of the structural changes after ETZ cocrystallization, terahertz time domain spectroscopy (THz-TDS) and Raman spectroscopy were used to characterize the single starting samples, corresponding physical mixtures and the cocrystals. In addition, the possible molecular structures of ETZ-GA, ETZ-26DHBA and ETZ-24DHBA cocrystals were optimized by density functional theory (DFT). The results of THz and Raman spectra with the DFT simulations for the three cocrystals revealed that the ETZ-GA cocrystal formed an O-H∙∙∙O hydrogen bond between the -OH of GA and oxygen of the amide group of the ETZ molecule, and it was also found that ETZ formed a dimer through a supramolecular amide-amide homosynthon; meanwhile, the ETZ-26DHBA cocrystal was formed by a powerful supramolecular acid-amide heterosynthon, and the ETZ-24DHBA cocrystal formed the O-H∙∙∙O hydrogen bond between the 4-hydroxy group of 24DHBA and oxygen of the amide group of the ETZ molecule. It could be seen that in the molecular structure analysis of the three cocrystals, the position and number of hydroxyl groups in the coformers play an essential role in guiding the formation of specific supramolecular synthons.
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  • 文章类型: Journal Article
    啤酒众所周知的健康有益特性主要是由于酚类抗氧化剂。柑橘味啤酒代表了啤酒行业不断增长的副业市场,到目前为止,调查得很谨慎。研究了商业雷达啤酒(R1,R2)的酚类分布,以评估添加到啤酒中的柠檬汁在工业生产中的影响。将结果与适当选择的商业啤酒(B)和柠檬水(L)获得的结果进行比较。该研究是通过具有电喷雾电离源的HPLC-MS/MS以选定的离子记录模式进行的,在一次色谱运行中分析了26种属于不同酚类羟基苯甲酸的化合物,羟基肉桂酸和咖啡酰基奎尼酸,类黄酮和异戊二烯类黄酮。R1和R2的酚类分布不同,主要归因于啤酒使用的麦芽/啤酒花/配方不同。在雷达中发现了高水平到非常高水平的橙皮苷,因此,对radlers的酚类抗氧化剂的主要影响是由于柠檬。同样,发现了柠檬香气的主要影响,D-柠檬烯是由雷达的挥发性部分的GC-MS分析产生的主峰。
    The well-known health beneficial properties of beer are mainly due to phenolic antioxidants. Citrus-flavored beers represent a growing side-market in the beer industry, sparingly investigated to date. The phenolic profile of commercial radler beers (R1, R2) was investigated to evaluate the impact of the lemon juice added to beer in the industrial production. Results were compared to those obtained for opportunely chosen commercial beer (B) and lemonade (L). The study was carried out by an HPLC-MS/MS with an electrospray ionization source in selected ion recording mode, analyzing in a single chromatographic run 26 compounds belonging to the different phenolic classes of hydroxybenzoic, hydroxycinnamic and caffeoylquinic acids, flavonoids and prenylflavonoids. Different phenolic profiles were found for R1 and R2, mainly ascribed to different malt/hop/recipe used for the beer. High to very high level of hesperidin were found in the radlers, so that a major impact on phenolic antioxidants of the radlers was due to the lemon. Similarly, a major impact of the lemon aromas was found, D-limonene being the dominant peak resulting from the GC-MS analysis of the volatile fraction of the radlers.
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  • 文章类型: Journal Article
    阿尔茨海默病(AD)的症状之一是由于高乙酰胆碱酯酶(AChE)活性而导致的低乙酰胆碱水平。出于这个原因,AChE抑制剂用于治疗AD,长期使用可能会导致胆碱能危机。需要寻找安全的天然AChE抑制剂。该研究使用量热法和对接模拟作为AChE抑制剂分析了16种羟基苯甲酸。所有测试的化合物均显示抑制ACh的水解。甲基丁香酯表现出最佳性能,在催化位点充当竞争性抑制剂。测试化合物还与已知阻断β-淀粉样蛋白斑形成的阴离子或外周结合位点相互作用。测试的羟基苯甲酸的活性IC50范围为5.50至34.19μmol/μmol的AChE,结合常数Ka从20.53到253.16L/mol,这证明了它们是可逆的,无毒效果,和生理浓度下的活动。
    One of the symptoms of Alzheimer\'s disease (AD) is low acetylcholine level due to high acetylcholinesterase (AChE) activity. For this reason, AChE inhibitors are used in the treatment of AD, the prolonged use of which may cause a cholinergic crisis. There is a need to search for safe natural AChE inhibitors. The study analyzed 16 hydroxybenzoic acids using calorimetry and docking simulation as AChE inhibitors. All tested compounds were shown to inhibit the hydrolysis of ACh. The best properties were shown by methyl syringinate, which acted as competitive inhibitor at a catalytic site. The tested compounds also interacted with the anionic or peripheral binding site known to block β-amyloid plaques formation. The activity of the tested hydroxybenzoic acids IC50 ranged from 5.50 to 34.19 µmol/µmol of AChE, and the binding constant Ka from 20.53 to 253.16 L/mol, which proves their reversible, non-toxic effect, and activity at physiological concentrations.
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