Gallic Acid

没食子酸
  • 文章类型: Journal Article
    开发具有增强的生物相容性和靶向能力的T1加权磁共振成像(MRI)造影剂至关重要,因为人们担心当前药物的潜在毒性和次优性能。从“仿生伪装”中汲取灵感,“我们通过挤压方法从人胶质母细胞瘤(T98G)细胞系中分离细胞膜(CMs),以促进同源型胶质瘤的靶向。在六水合氯化铁与没食子酸(GA)的质量比为8:1时,所得的铁(Fe)-GA纳米颗粒(NPs)被证明是有效的T1加权MRI造影剂。T98GCM涂层的Fe-GANP显示出改善的同型胶质瘤靶向,通过普鲁士蓝染色和体外MRI验证。这种仿生伪装策略有望以安全有效的方式开发靶向治疗药物。
    Developing T1-weighted magnetic resonance imaging (MRI) contrast agents with enhanced biocompatibility and targeting capabilities is crucial owing to concerns over current agents\' potential toxicity and suboptimal performance. Drawing inspiration from \"biomimetic camouflage,\" we isolated cell membranes (CMs) from human glioblastoma (T98G) cell lines via the extrusion method to facilitate homotypic glioma targeting. At an 8:1 mass ratio of ferric chloride hexahydrate to gallic acid (GA), the resulting iron (Fe)-GA nanoparticles (NPs) proved effective as a T1-weighted MRI contrast agent. T98G CM-coated Fe-GA NPs demonstrated improved homotypic glioma targeting, validated through Prussian blue staining and in vitro MRI. This biomimetic camouflage strategy holds promise for the development of targeted theranostic agents in a safe and effective manner.
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  • 文章类型: Journal Article
    通过研究没食子酸对视网膜神经节细胞氧化应激的抑制作用,评价没食子酸对视神经的保护作用。100只雄性SD大鼠随机分为4组:正常对照组,单纯高眼压组,0.5%没食子酸实验组,1%没食子酸实验组。HE染色,免疫荧光,DHE染色,蛋白质印迹,采用q-PCR方法观察没食子酸对急性高眼压大鼠视网膜的抗氧化作用。SD大鼠视网膜HE染色证实RGCs细胞核清晰,正常对照组的RNFL厚度是规则的,单纯高眼压(IOP)组和没食子酸组的RGC核破裂和溶解,RNFL的厚度明显增厚,与单纯高眼压组相比,没食子酸组RNFL厚度显著降低(p<0.05)。DHE染色显示单纯高眼压组ROS含量较正常对照组显著升高,施用没食子酸后ROS含量明显下降(p<0.05)。用Brn-3a抗体免疫荧光染色证实,与正常对照组相比,单纯高眼压组的RGCs数量明显减少,而在施用没食子酸后,没食子酸组RGC数量明显多于单纯高眼压组(p<0.05)。WesternBlot和q-PCR证实单纯高眼压组视网膜组织中缺氧诱导因子1α(HIF-1α)蛋白含量和转录水平显著升高,没食子酸能抑制HIF-1α蛋白含量(p<0.05),降低转录因子水平(p<0.05)。没食子酸通过抑制急性眼压升高大鼠的氧化应激对RGC具有保护作用。
    To evaluate the protective effect of gallic acid on the optic nerve by studying the inhibitory effect of gallic acid on oxidative stress in retinal ganglion cells. 100 male SD rats were randomly divided into four groups: normal control group, simple high IOP group, 0.5% gallic acid experimental group, and 1% gallic acid experimental group. HE staining, immunofluorescence, DHE staining, Western blot, and q-PCR were used to observe the antioxidant effect of gallic acid on the retina of acute ocular hypertension rats. HE staining of the retina of SD rats confirmed that the nucleus of RGCs was clear, the thickness of the RNFL was regular in the normal control group, and the nucleus of RGCs was ruptured and lysed in the simple high intraocular pressure (IOP) group and the gallic acid group, and the thickness of the RNFL was significantly thickened, but the thickness of the RNFL in the gallic acid group was significantly reduced compared with that in the simple high IOP group (p < 0.05). DHE staining showed that ROS content in the simple high IOP group was significantly increased compared with the normal control group, and ROS content was significantly decreased after the application of gallic acid (p < 0.05). Immunofluorescence staining with Brn-3a antibody confirmed that the number of RGCs was significantly reduced in the simple high IOP group compared with the normal control group, whereas after application of gallic acid, the number of RGCs was significantly more in the gallic acid group than in the simple high IOP group (p < 0.05). Western Blot and q-PCR confirmed that hypoxia-inducing factor 1α (HIF-1α) protein content and transcription level were significantly increased in the retinal tissue of the simple high IOP group, and gallic acid could inhibit HIF-1α protein content (p < 0.05) and reduce transcription factor level (p < 0.05). Gallic acid exerts a protective effect on RGC by inhibiting oxidative stress in rats with acute IOP elevation.
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  • 文章类型: Journal Article
    杜松子花叶提取物中化学成分的含量与生物活性呈正相关。本实验目的是进行植物化学筛选,并从E.uniflora的叶片中纯化主要的多酚。此外,水醇提取物的抗念珠菌活性,分数,亚组分和多酚纯化进行了评估。用乙酸乙酯分配提取物后,将级分在Sephadex®LH-20凝胶上进行色谱分离,然后进行RP-快速色谱,并通过TLC和RP-HPLC监测。样品通过质谱(LC-ESI-QTOF-MS2)进行表征,并在96孔板中对白色念珠菌菌株进行微量稀释法,C.auris,和C.glabrata.杨梅苷(93.89%;w/w;m/z463.0876),没食子酸(99.9%;w/w;m/z169.0142),回收鞣花酸(94.2%;w/w;m/z300.9988)。多酚部分(62.67%(w/w)杨梅苷)和鞣层部分(67.86%(w/w)鞣花酸)显示出最佳的抗真菌性能(MIC在62.50至500μg/mL之间),表明大多数成分与E.uniflora衍生物的抗真菌反应之间存在关联。然而,对复杂化学混合物的存在有明显的依赖性。总之,色谱策略被有效地用于从该物种的叶子中回收主要的多酚。
    The content of chemical constituents in Eugenia uniflora leaf extracts correlates positively with biological activities. The experimental objective was to carry out the phytochemical screening and purification of the major polyphenols from the leaves of E. uniflora. In addition, the anti-Candida activity of the hydroalcoholic extract, fraction, subfractions and polyphenols purified were evaluated. After partitioning of the extract with ethyl acetate, the fractions were chromatographed on Sephadex® LH-20 gel followed by RP-flash chromatography and monitored by TLC and RP-HPLC. The samples were characterized by mass spectrometry (LC-ESI-QTOF-MS2) and subjected to the microdilution method in 96-well plates against strains of C. albicans, C. auris, and C. glabrata. Myricitrin (93.89%; w/w; m/z 463.0876), gallic acid (99.9%; w/w; m/z 169.0142), and ellagic acid (94.2%; w/w; m/z 300.9988) were recovered. The polyphenolic fraction (62.67% (w/w) myricitrin) and the ellagic fraction (67.86% (w/w) ellagic acid) showed the best antifungal performance (MIC between 62.50 and 500 μg/mL), suggesting an association between the majority constituents and the antifungal response of E. uniflora derivatives. However, there is a clear dependence on the presence of the complex chemical mixture. In conclusion, chromatographic strategies were effectively employed to recover the major polyphenols from the leaves of the species.
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  • 文章类型: Journal Article
    在这项研究中,使用壳聚糖和明胶衍生的聚电解质复合物开发了生物基薄膜,用于包装鱼油。为了进一步增强抗氧化功能,这些薄膜富含没食子酸和橙色精油,无论是单独或组合。最初,这些薄膜的物理化学特征,光学,表面,和屏障属性。随后,评估了薄膜的酚类化合物和抗氧化能力。最后,这些薄膜作为包装鱼油的抗氧化剂盖子进行了测试,然后在环境温度下储存30天,定期监测石油氧化参数。这项研究表明,包括没食子酸引起的可能的交联效应,水分含量的变化证明了这一点,溶解度,和液体吸收。此外,FTIR光谱带的变化表明橙色精油中的没食子酸和/或酚与CSGEL聚合物链的结合,胶片着色有明显的变化。值得注意的是,含有没食子酸的薄膜表现出增强的紫外线阻隔性能,这对于保存紫外线可降解的食品化合物至关重要。此外,含有没食子酸的制剂表现出降低的水蒸气渗透性,而含有橙色精油的样品具有较低的CO2渗透性水平。重要的是,含有没食子酸和精油的配方显示出协同作用和显着的抗氧化能力,具有显著的DPPH抑制率高达88%。在30天的储存期间,鱼油经历了逐渐氧化,如对照样品中K232值增加所示。然而,含有没食子酸或橙色精油作为活性抗氧化剂的薄膜,甚至用作间接食物接触,有效地延缓了氧化,强调他们的保护作用。这项研究强调了可持续生物基薄膜作为食用鱼油或新鲜鱼类的天然抗氧化剂包装的潜力,提供了一个有前途的工具,以提高食品保存,同时减少其浪费。
    In this research, bio-based films were developed using polyelectrolyte complexes derived from chitosan and gelatin for packaging fish oil. To further enhance the antioxidant functionality, the films were enriched with gallic acid and orange essential oils, either individually or in combination. Initially, the films were characterized for their physico-chemical, optical, surface, and barrier properties. Subsequently, the phenolic compounds and antioxidant capacity of the films were assessed. Finally, the films were tested as antioxidant cover lids for packaging fish oil, which was then stored at ambient temperature for 30 days, with periodical monitoring of oil oxidation parameters. This study revealed that the inclusion of gallic acid-induced possible crosslinking effects, as evidenced by changes in moisture content, solubility, and liquid absorption. Additionally, shifts in the FTIR spectral bands suggested the binding of gallic acid and/or phenols in orange essential oils to CSGEL polymer chains, with noticeable alterations in film coloration. Notably, films containing gallic acid exhibited enhanced UV barrier properties crucial for preserving UV-degradable food compounds. Moreover, formulations with gallic acid demonstrated decreased water vapor permeability, while samples containing orange essential oils had lower CO2 permeability levels. Importantly, formulations containing both gallic acid and essential oils showed a synergistic effect and a significant antioxidant capacity, with remarkable DPPH inhibition rates of up to 88%. During the 30-day storage period, fish oil experienced progressive oxidation, as indicated by an increase in the K232 value in control samples. However, films incorporating gallic acid or orange essential oils as active antioxidants, even used as indirect food contact, effectively delayed the oxidation, highlighting their protective benefits. This study underscores the potential of sustainable bio-based films as natural antioxidant packaging for edible fish oil or fresh fish, offering a promising tool for enhancing food preservation while reducing its waste.
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  • 文章类型: Journal Article
    特定的花色苷和酚类化合物表现出乙酰胆碱酯酶抑制(AChEi)活性。在这项研究中,基于其高苯酚含量,研究了jaboticaba皮提取物的AChEi活性。通过用95%乙醇和沸水提取Jaboticaba果皮,制备了Jaboticaba果皮乙醇提取物(PEX)和水提取物(PAX)。分别。通过HPLC-MS/MS和HPLC-PDA分析,没食子酸在PAX中鉴定,浓度为598.13±42.43mg/100g提取物,和PEX中的鞣花酸,浓度为350.47±8.53mg/100g提取物。PEX和PAX均显示出对AChE活性的剂量依赖性抑制,IC50值为3.54和4.07mg/mL,分别。PEX的抑制机制被确定为非竞争性抑制,基于随着PEX浓度的增加而降低的Vmax和相对恒定的Km。使用Lineweaver-Burk图确定。
    Specific anthocyanins and phenolic compounds exhibit acetylcholinesterase inhibitory (AChEi) activity. In this study, the AChEi activity of jaboticaba peel extracts were investigated based on their high phenol contents. Jaboticaba peel ethanolic extract (PEX) and aqueous extract (PAX) were prepared by extracting jaboticaba peel with 95% ethanol and boiling water, respectively. Through HPLC-MS/MS and HPLC-PDA analysis, gallic acid was identified in PAX with a concentration of 598.13 ± 42.43 mg/100 g extract, and ellagic acid in PEX with a concentration of 350.47 ± 8.53 mg/100 g extract. Both PEX and PAX showed dose-dependent inhibition against AChE activity, with IC50 values of 3.54 and 4.07 mg/mL, respectively. The mechanism of inhibition of PEX was determined to be non-competitive inhibition based on the decreasing V max and relatively constant K m with increasing PEX concentration, as determined using a Lineweaver-Burk plot.
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  • 文章类型: Journal Article
    提出术语“去溶剂化不能”是为了描述在溶剂合物加热后溶剂完全除去之前溶质的原始化学结构的改变(“分解”)。偶尔会报告这种行为;但是,它更加频繁,它是各种的基础,看似无关,效果/过程,例如,醋酸纤维素电影的醋综合症,在热能储存中。基于分解和去溶剂化的吉布斯自由能的比较,提供了这种行为预测的解释和标准/指数。通过颠倒溶质和溶剂的作用,并将水视为溶质而不是溶剂,提出了一种表达吉布斯去溶剂化自由能的新方法。而溶质被视为固体溶剂。这种方法导致较低的溶剂化/去溶剂化吉布斯自由能值。根据上述情况,预测和解释了实验观察到的三种无机水合物的热行为。理论上和实验上,支持在零度以下(°C)温度下分解,并且认为通过冷冻干燥同时干燥和保护热敏物质,至少在某些情况下,例如,对于没食子酸的情况,是一个未经证实的神话。
    The term \"desolvation inability\" is proposed in order to describe the alteration of the original chemical structure of a solute (\"decomposition\") prior to the solvent\'s full removal upon the heating of the solvate. This behavior has been sporadically reported; however, it is much more frequent, and it is the basis of various, seemingly unrelated, effects/processes, e.g., the vinegar syndrome of cellulose acetate cinematographic films, in thermal energy storage. An explanation and a criterion/index for the prediction of this behavior are provided based on the comparison of the Gibbs free energies of decomposition and desolvation. A new approach for the expression of the Gibbs free energy of desolvation is proposed by reversing the roles of the solute and solvent and by regarding water as the solute rather than as the solvent, while the solute is treated as a solid solvent. This approach results in lower solvation/desolvation Gibbs free energy values. Based on the above, the experimentally observed thermal behavior of three inorganic hydrates is predicted and explained. Theoretically and experimentally, it is supported that decomposition is possible at sub-zero (°C) temperatures and the regarded simultaneous drying and protection of heat-sensitive substances by freeze-drying, at least in some cases, e.g., for the case of gallic acid, is an unverified myth.
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  • 文章类型: Journal Article
    多酚是植物次生代谢产物,主要作为一般胁迫诱导的保护机制发挥作用。多酚也因其对人类健康的有益性质而受到关注。草莓叶代表具有相关生物活性多酚含量的农业工业废料,可以纳入循环经济战略。然而,由于植物中的多酚含量低,他们的生产需要提高成本效益的应用。这项研究的目的是比较草莓中多酚的产量(Fragaria×ananassacv。节日)在温室条件下生长的植物和在体外生长的植物中的叶子,使用三种可能的激发子处理(紫外线照射,冷暴露,和半胱氨酸)。一般的植物性影响进行形态学评估,和特定的多酚化合物通过UHPLC-DAD-MS/MS进行定量。没食子酸是叶子中最丰富的多酚,体内和体外。结果表明,在体外再生植物中,多酚的含量更高,积累更快。强调了在该物种和品种中生产多酚等化合物的体外组织培养策略的相关性。
    Polyphenols are plant secondary metabolites that function mostly as a general stress-induced protective mechanism. Polyphenols have also gained interest due to their beneficial properties for human health. Strawberry leaves represent an agro-industrial waste material with relevant bioactive polyphenol content, which could be incorporated into circular economy strategies. However, due to the low quantities of polyphenols in plants, their production needs to be improved for cost-effective applications. The objective of this research was to compare polyphenol production in strawberry (Fragaria × ananassa cv. Festival) leaves in plants grown in greenhouse conditions and plants grown in vitro, using three possible elicitor treatments (UV irradiation, cold exposure, and cysteine). General vegetative effects were morphologically evaluated, and specific polyphenolic compounds were quantified by UHPLC-DAD-MS/MS. Gallic acid was the most abundant polyphenol found in the leaves, both in vivo and in vitro. The results showed higher amounts and faster accumulation of polyphenols in the in vitro regenerated plants, highlighting the relevance of in vitro tissue culture strategies for producing compounds such as polyphenols in this species and cultivar.
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  • 文章类型: Journal Article
    米豆[Vignaumbellata(Thunb.)Ohwi和Ohashi],Vigna属的一年生豆科植物,是一种有前途的作物,适合在不断变化的气候下种植,以确保粮食安全。它也是一种广泛用于中药的药用植物;然而,人们对米豆中的药用化合物知之甚少。在这项研究中,我们评估了米豆提取物对小鼠的利尿作用及其与种子中8种次生代谢产物含量的关系。与用红色种子的米豆提取物灌胃的小鼠相比,用黄色和黑色种子的米豆提取物灌胃的小鼠的排尿量(5.44-5.47g)和饮水量(5.8-6.3g)更高。相关分析显示,尿量与没食子酸(R=-0.70)和金雀异黄素(R=-0.75)浓度之间呈显著负相关,表明这两种多酚对利尿有负调节作用。小鼠利尿相关指标(尿量,取水,和体重减轻)和芦丁或儿茶素含量,尽管这两种多酚在稻豆种子中的浓度均高于其他六种次生代谢产物的浓度。我们的研究结果可能有助于未来研究稻豆的利尿作用,但是它们应该在系统的医学试验的基础上得到证实。
    Rice bean [Vigna umbellata (Thunb.) Ohwi and Ohashi], an annual legume in the genus Vigna, is a promising crop suitable for cultivation in a changing climate to ensure food security. It is also a medicinal plant widely used in traditional Chinese medicine; however, little is known about the medicinal compounds in rice bean. In this study, we assessed the diuretic effect of rice bean extracts on mice as well as its relationship with the contents of eight secondary metabolites in seeds. Mice gavaged with rice bean extracts from yellow and black seeds had higher urinary output (5.44-5.47 g) and water intake (5.8-6.3 g) values than mice gavaged with rice bean extracts from red seeds. Correlation analyses revealed significant negative correlations between urine output and gallic acid (R = -0.70) and genistein (R = -0.75) concentrations, suggesting that these two polyphenols negatively regulate diuresis. There were no obvious relationships between mice diuresis-related indices (urine output, water intake, and weight loss) and rutin or catechin contents, although the concentrations of both of these polyphenols in rice bean seeds were higher than the concentrations of the other six secondary metabolites. Our study findings may be useful for future research on the diuretic effects of rice bean, but they should be confirmed on the basis of systematic medical trials.
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  • 文章类型: Journal Article
    由于其潜在的抗微生物和细胞毒性特性,酚酸仍然获得显著关注。在这项研究中,我们已经研究了六种酚酸的抗菌作用,即绿原,咖啡因,p-coumaric,迷迭香,浓度范围为0.5-500μM的没食子酸和单宁酸,对大肠杆菌和鼠李糖乳杆菌。使用3-(4,5-二甲基噻唑-2-基)-2,5-二苯基四唑溴化物比色测定法评价抗微生物活性。此外,这些酚酸对两种癌细胞系的细胞毒性作用,检测结直肠腺癌Caco-2细胞系和Dukes\C型结直肠腺癌DLD-1细胞系。为了进一步了解这些酚酸的分子性质,使用高斯09W程序进行量子化学计算。参数,如电离电位,电子亲和力,电负性,化学硬度,化学柔软度,偶极矩,获得了亲电性指数。还讨论了logP参数代表的亲脂性。本研究提供了对六种酚酸的抗菌和细胞毒活性的综合评价,由于其化学结构而故意选择的化合物。它们是苯甲酸或肉桂酸的衍生物,芳环中羟基的数量增加。实验和计算方法的整合提供了生物活性化合物的分子特征的知识,并部分解释了分子结构与生物学特性之间的关系。这些知识有助于指导用于膳食补充剂的生物活性成分的开发,功能性食品和药物。
    Phenolic acids still gain significant attention due to their potential antimicrobial and cytotoxic properties. In this study, we have investigated the antimicrobial of six phenolic acids, namely chlorogenic, caffeic, p-coumaric, rosmarinic, gallic and tannic acids in the concentration range 0.5-500 μM, against Escherichia coli and Lactobacillus rhamnosus. The antimicrobial activity was evaluated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide colorimetric assay. Additionally, the cytotoxic effects of these phenolic acids on two cancer cell lines, the colorectal adenocarcinoma Caco-2 cell line and Dukes\' type C colorectal adenocarcinoma DLD-1 cell line was examined. To further understand the molecular properties of these phenolic acids, quantum chemical calculations were performed using the Gaussian 09W program. Parameters such as ionization potential, electron affinity, electronegativity, chemical hardness, chemical softness, dipole moment, and electrophilicity index were obtained. The lipophilicity properties represented by logP parameter was also discussed. This study provides a comprehensive evaluation of the antimicrobial and cytotoxic activity of six phenolic acids, compounds deliberately selected due to their chemical structure. They are derivatives of benzoic or cinnamic acids with the increasing number of hydroxyl groups in the aromatic ring. The integration of experimental and computational methodologies provides a knowledge of the molecular characteristics of bioactive compounds and partial explanation of the relationship between the molecular structure and biological properties. This knowledge aids in guiding the development of bioactive components for use in dietary supplements, functional foods and pharmaceutical drugs.
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  • 文章类型: Journal Article
    没食子酸是一种广泛认可的生物活性化合物,属于次生多酚代谢产物类别,在芒果水果废物中相当多。特别是在芒果种子内核(MSK)。本研究旨在采用绿色提取方法,通过超声辅助提取(UAE)提取这种有价值的化合物,而不使用有机溶剂,而只使用水,以获得无害的提取物。和提取的成本可以是最小的。pH(2-8),溶剂比(20-60mL/g),提取温度(30-60°C)和时间(30-60分钟)是用于提取优化的独立变量。进行了单因素实验,以获得选定提取变量的工作范围。使用响应面方法的中心复合材料设计用于确定从MSK获得没食子酸的最大产率的最佳条件。优化的提取条件为pH3.9,36.25mL/g溶剂比,和39.4°C的提取温度为21.3min。因此,优化产量为5.76±0.41mg/g,这与其他溶剂萃取系统相当地相同和/或更好。结果表明,在这些最佳条件下,通过UAE可以有效地提取没食子酸。它比涉及危险溶剂的提取系统更安全,可以合理地用于其营养和治疗应用。
    Gallic acid is a widely recognized bioactive compound that falls under the category of secondary polyphenolic metabolites and is fairly found in mango fruit waste, specifically in mango seed kernel (MSK). This study aimed to adopt a green extraction approach to extract this valuable compound via ultrasound-assisted extraction (UAE) without using organic solvents but only water to obtain hazard-free extracts, and the cost of extraction can be minimal. pH (2-8), solvent ratio (20-60 mL/g), temperature (30-60°C) and time (30-60 min) of extraction were the independent variables used for extraction optimization. Single-factor experiments to obtain working ranges for selected extraction variables were carried out. A central composite design using response surface methodology was used to determine the optimum condition to obtain the maximum yield of gallic acid from MSK. The optimized extraction conditions were 3.9 pH, 36.25 mL/g solvent ratio, and 39.4°C of extraction temperature for 21.3 min. As a result, the optimized yield was 5.76 ± 0.41 mg/g, which was comparably equal to and/or better than the other solvent extraction systems. The results showed that gallic acid could efficiently be extracted via UAE under these optimal conditions. It is safer than extraction systems involving hazardous solvents that can be feasibly used for its nutraceutical and therapeutic applications.
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