Maslinic acid

山楂酸
  • 文章类型: Journal Article
    用于动物生产的食品的营养组合物可以使用橄榄树和植物副产品来增强,这是由于它们的生物活性化合物例如五环三萜的高含量。这里,我们提出了一种新的应用近红外光谱(NIRS)预测的总或个别[山楂酸(MA),齐墩果酸(OA),和uvaol(UO)]五环三萜在从植物混合物获得的饲料添加剂中的浓度。这些类型的样品的氧自由基吸收能力证明了高抗氧化能力的存在。五环三萜浓度的常规测定方法成本高,劳动密集型,并且对于在工厂级别的有限时间内分析几行并不实际。在我们的工作中开发的最佳回归模型证明了校准和验证集的高相关值,以及较高的残差预测偏差值。我们使用了63个样本来开发模型。NIRS方法可以直接应用于干粉,因此不必进行提取和高效液相色谱(HPLC)分析。我们的结果还表明,即使在食品添加剂中的低浓度下,NIRS也可以准确地定量五环三萜。它可以在工厂水平上用于在生产粉末的同时直接确定添加剂粉末中的五环三萜浓度。
    The nutritional composition of food for animal production can be enhanced using olive tree and plant by-products due to their high content of bioactive compounds such as pentacyclic triterpenes. Here, we present a novel application of near-infrared spectroscopy (NIRS) for the prediction of the total or individual [maslinic acid (MA), oleanolic acid (OA), and uvaol (UO)] pentacyclic triterpene concentrations in a feed additive obtained from a plant mixture. The oxygen radical absorbance capacity of these types of samples demonstrated the existence of a high antioxidant capacity. The conventional determination methods of pentacyclic triterpene concentration are costly, labor-intensive, and not practical for analyzing several lines within a limited timeframe at the factory level. The optimal regression model developed in our work demonstrated high correlation values for the calibration and validation sets, along with a high residual prediction deviation value. We used 63 samples for the development of the model. The NIRS method can be applied directly to dried powder and makes extraction and high-performance liquid chromatography (HPLC) analysis unnecessary. Our results also demonstrate that NIRS can accurately quantify pentacyclic triterpenes even at low concentrations in food additives. It can be used at the factory level to directly determine the pentacyclic triterpene concentrations in the additive powder at the same time that the powder is produced.
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  • 文章类型: Journal Article
    跟腱病(TP)是肌肉骨骼系统的第三大常见疾病,发生在三个阶段。目前没有证据表明这种医疗状况可以有效治疗。在这项研究中,微创技术在经皮电解(EPI)和EPI与饮食中包含的四种营养因素的组合的调节作用,羟基酪醇(HT),山楂酸(MA),甘氨酸,和天冬氨酸(AA),在TP不同阶段的诱发肌腱病的Wistar大鼠中检查了肝脏中介代谢。获得的结果表明,诱发的肌腱病会改变大鼠的肝脏中间代谢。关于碳水化合物代谢,单独使用EPI治疗后,观察到TP后期促炎酶活性降低.在使用营养因子与EPI的联合治疗中,HT+EPI和AA+EPI对减轻TP晚期炎症的作用最大。在脂质代谢方面,HT+EPI和AA+EPI组脂肪生成减少。在蛋白质代谢中,HT+EPI组更有效地降低了TP诱导的炎症作用。EPI联合营养因子治疗可能有助于调节TP疾病的中介代谢,减少炎症过程。
    Achilles tendinopathy (TP) is characterized as the third most common disease of the musculoskeletal system, and occurs in three phases. There is currently no evidence of effective treatment for this medical condition. In this study, the modulatory effects of the minimally invasive technique intratissue percutaneous electrolysis (EPI) and combinations of EPI with four nutritional factors included in the diet, hydroxytyrosol (HT), maslinic acid (MA), glycine, and aspartate (AA), on hepatic intermediary metabolism was examined in Wistar rats with induced tendinopathy at various stages of TP. Results obtained showed that induced tendinopathy produced alterations in the liver intermediary metabolisms of the rats. Regarding carbohydrate metabolism, a reduction in the activity of pro-inflammatory enzymes in the later stages of TP was observed following treatment with EPI alone. Among the combined treatments using nutritional factors with EPI, HT+EPI and AA+EPI had the greatest effect on reducing inflammation in the late stages of TP. In terms of lipid metabolism, the HT+EPI and AA+EPI groups showed a decrease in lipogenesis. In protein metabolism, the HT+EPI group more effectively reduced the inflammatory effects of induced TP. Treatment with EPI combined with nutritional factors might help regulate intermediary metabolism in TP disease and reduce the inflammation process.
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  • 文章类型: Journal Article
    在我们之前的研究中,据报道,两种齐墩果型五环三萜类化合物(齐墩果酸和山楂酸)会影响细胞间粘附分子1(ICAM-1)的N-糖基化和细胞内运输。本研究旨在研究13种齐墩果类天然三萜类化合物与核因子κB(NF-κB)信号通路的构效关系及其表达,细胞内贩运,和人肺腺癌A549细胞中ICAM-1蛋白的N-糖基化。Hederagenin,棘突酸,赤二醇,和山楂酸,都有两个羟基,降低了A549细胞的活力。雷公藤多和pristiterin,两者都具有α,β-不饱和羰基,降低细胞活力,但更强烈地抑制白细胞介素-1α诱导的NF-κB信号通路。齐墩果酸,吗啡酸,和甘草次酸干扰N-糖基化而不影响ICAM-1蛋白的细胞表面表达。相比之下,α-乳香酸和山楂酸干扰了ICAM-1蛋白的N-糖基化,导致高甘露糖型N-聚糖的积累。在测试的齐墩果类三萜类化合物中,α-乳香酸和山楂酸独特地干扰了糖蛋白的细胞内运输和N-糖基化。
    In our previous study, two oleanane-type pentacyclic triterpenoids (oleanolic acid and maslinic acid) were reported to affect the N-glycosylation and intracellular trafficking of intercellular adhesion molecule-1 (ICAM-1). The present study was aimed at investigating the structure-activity relationship of 13 oleanane-type natural triterpenoids with respect to the nuclear factor κB (NF-κB) signaling pathway and the expression, intracellular trafficking, and N-glycosylation of the ICAM-1 protein in human lung adenocarcinoma A549 cells. Hederagenin, echinocystic acid, erythrodiol, and maslinic acid, which all possess two hydroxyl groups, decreased the viability of A549 cells. Celastrol and pristimerin, both of which possess an α,β-unsaturated carbonyl group, decreased cell viability but more strongly inhibited the interleukin-1α-induced NF-κB signaling pathway. Oleanolic acid, moronic acid, and glycyrrhetinic acid interfered with N-glycosylation without affecting the cell surface expression of the ICAM-1 protein. In contrast, α-boswellic acid and maslinic acid interfered with the N-glycosylation of the ICAM-1 protein, which resulted in the accumulation of high-mannose-type N-glycans. Among the oleanane-type triterpenoids tested, α-boswellic acid and maslinic acid uniquely interfered with the intracellular trafficking and N-glycosylation of glycoproteins.
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  • 文章类型: Journal Article
    背景:山楂酸(MA),五环三萜酸,广泛分布于天然植物中,主要存在于橄榄和山楂的果实和叶子中。据报道,MA具有许多促进健康的功能,比如抗癌,抗炎和神经保护活性。根据之前的研究,山楂提取物具有一定的保肝作用。然而,具体机制尚不清楚,尤其是MA对肠道菌群的影响。
    结果:我们的研究表明,MA有效地抵消酒精诱导的肝损伤和氧化应激。它减轻酒精引起的肠屏障损伤,逆转通透性增加并减少脂多糖(LPS)的易位。这阻止了LPS/Toll样受体4的激活,导致TNF-α和IL-1β产生减少。此外,MA通过逆转有害细菌丰度和增强饮酒后有益细菌来重新平衡肠道微生物群。
    结论:MA,通过调节肠道微生物群,通过肠-肝轴减轻酒精诱导的肝损伤。这些发现支持MA作为功能性食品成分用于预防或治疗酒精性肝病的潜在用途。©2024化学工业学会。
    BACKGROUND: Maslinic acid (MA), a pentacyclic triterpene acid, is widely distributed in natural plants and mainly found in the fruit and leaves of olives and hawthorn. MA has been reported as having many health-promoting functions, such as anticancer, anti-inflammation and neuroprotective activities. According to previous study, hawthorn extract has certain hepatoprotective effects. However, the detailed mechanism is still unclear, especially the effect of MA on gut microbiota.
    RESULTS: Our study reveals that MA effectively counteracts alcohol-induced liver injury and oxidative stress. It mitigates alcohol-induced intestinal barrier damage, reverses increased permeability and reduces translocation of lipopolysaccharide (LPS). This prevents LPS/Toll-like receptor 4 activation, leading to decreased TNF-α and IL-1β production. Furthermore, MA rebalances gut microbiota by reversing harmful bacterial abundance and enhancing beneficial bacteria post-alcohol consumption.
    CONCLUSIONS: MA, through modulation of gut microbiota, alleviates alcohol-induced liver injury via the gut-liver axis. These findings support the potential use of MA as a functional food ingredient for preventing or treating alcoholic liver disease. © 2024 Society of Chemical Industry.
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  • 文章类型: Journal Article
    中国林麝鹿(FMD),濒危物种,即使在压力条件下被囚禁的情况下,也表现出很低的繁殖率。调查显示存在邻苯二甲酸二(2-乙基己基)酯(DEHP),环境内分泌干扰物,在圈养FMD的血清和皮肤中。已经观察到用山楂酸(MA)喂养FMD可以减轻应激反应并提高繁殖率,尽管确切的分子机制尚不清楚。因此,本研究旨在探讨通过MA摄入减轻DEHP诱导的原代肾小管周肌样细胞(PMC)氧化应激和细胞凋亡的分子机制。分离初级PMC并在体外暴露于DEHP。结果表明,DEHP可显着抑制原代PMC中的抗氧化剂水平并促进细胞凋亡。此外,发现干扰PRDX6的表达会诱导原代PMC中过多的活性氧(ROS)产生和细胞凋亡。补充MA可显着上调PRDX6的表达,从而减轻DEHP诱导的原发性PMC中的氧化应激和细胞凋亡。这些发现为减轻圈养FMD的压力水平和增强生殖能力提供了理论基础。
    Chinese forest musk deer (FMD), an endangered species, have exhibited low reproductive rates even in captivity due to stress conditions. Investigation revealed the presence of di(2-ethylhexyl) phthalate (DEHP), an environmental endocrine disruptor, in the serum and skin of captive FMDs. Feeding FMDs with maslinic acid (MA) has been observed to alleviate the stress response and improve reproductive rates, although the precise molecular mechanisms remain unclear. Therefore, this study aims to investigate the molecular mechanisms underlying the alleviation of DEHP-induced oxidative stress and cell apoptosis in primary peritubular myoid cells (PMCs) through MA intake. Primary PMCs were isolated and exposed to DEHP in vitro. The results demonstrated that DEHP significantly suppressed antioxidant levels and promoted cell apoptosis in primary PMCs. Moreover, interfering with the expression of PRDX6 was found to induce excessive reactive oxygen species (ROS) production and cell apoptosis in primary PMCs. Supplementation with MA significantly upregulated the expression of PRDX6, thereby attenuating DEHP-induced oxidative stress and cell apoptosis in primary PMCs. These findings provide a theoretical foundation for mitigating stress levels and enhancing reproductive capacity of in captive FMDs.
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  • 文章类型: Journal Article
    椎间盘退变(IDD)是下腰痛(LBP)的原因,最近的研究表明,炎症细胞因子在这一过程中起着重要作用。山楂酸(MA),一种在橄榄植物中发现的天然化合物(Oleaeuropaea),具有抗炎特性,但其治疗IDD的潜力尚不清楚。本研究旨在研究MA在体外和其他体内模型中对TNFα诱导的IDD的影响。我们的发现表明,MA通过上调凝集蛋白聚糖和胶原蛋白II水平以及下调髓核细胞(NPC)中的MMP和ADAMTS水平来改善细胞外基质(ECM)的失衡并减轻衰老。它还可以阻碍大鼠IDD的进展。我们进一步发现,通过RNA-seq和实验验证,MA显着影响TNFα诱导的NPCs中的PI3K/AKT和NF-κB通路。而AKT激动剂Sc-79消除了这些信号级联。此外,分子对接模拟显示MA与PI3K直接结合。在变性髓核的临床标本中也证实了PI3K/AKT途径和ECM代谢的功能障碍。这项研究表明,MA可能有望作为减轻ECM代谢紊乱和衰老的治疗剂来治疗IDD。
    Intervertebral disc degeneration (IDD) is the cause of low back pain (LBP), and recent research has suggested that inflammatory cytokines play a significant role in this process. Maslinic acid (MA), a natural compound found in olive plants ( Olea europaea), has anti-inflammatory properties, but its potential for treating IDD is unclear. The current study aims to investigate the effects of MA on TNFα-induced IDD in vitro and in other in vivo models. Our findings suggest that MA ameliorates the imbalance of the extracellular matrix (ECM) and mitigates senescence by upregulating aggrecan and collagen II levels as well as downregulating MMP and ADAMTS levels in nucleus pulposus cells (NPCs). It can also impede the progression of IDD in rats. We further find that MA significantly affects the PI3K/AKT and NF-κB pathways in TNFα-induced NPCs determined by RNA-seq and experimental verification, while the AKT agonist Sc-79 eliminates these signaling cascades. Furthermore, molecular docking simulation shows that MA directly binds to PI3K. Dysfunction of the PI3K/AKT pathway and ECM metabolism has also been confirmed in clinical specimens of degenerated nucleus pulposus. This study demonstrates that MA may hold promise as a therapeutic agent for alleviating ECM metabolism disorders and senescence to treat IDD.
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  • 文章类型: Journal Article
    在这项工作中,开发了一种高速剪切萃取离线耦合高速逆流色谱法,用于分离橄榄果渣中的山楂酸和齐墩果酸。为了提高提取效率,山楂酸和齐墩果酸之间的极性差异要求在高速剪切提取过程中同时使用极性和非极性溶剂。然后,将高速剪切提取直接送入高速逆流色谱进行后续分离。总共需要250分钟来完成提取和分离过程。这从3.3克脱脂橄榄渣中产生了两个分子:7.2毫克93.8%纯山楂酸和2.3毫克90.1%纯齐墩果酸,均通过HPLC在210nm处测定。此外,该化合物对大肠杆菌和金黄色葡萄球菌具有抑制活性。浓度为100μg/mL时,其抑制透明质酸酶的功效与标准药物吲哚美辛相当.与常规分离方法相比,这种耦合技术减少了整个时间由于样品提取溶液的直接注射。该技术为分离具有显著极性差异的天然产物提供了一种有用的方法。
    In this work, a high-speed shear extraction off-line coupling high-speed countercurrent chromatography method was developed to separate maslinic acid and oleanolic acid from olive pomace. To improve extraction efficiency, the polar disparity between maslinic acid and oleanolic acid necessitated the concurrent utilization of both polar and non-polar solvents during high-speed shear extraction. Then, the high-speed shear extraction was directly feed to high-speed countercurrent chromatography for subsequently separation. A total of 250 min were needed to complete the extraction and separation process. This yielded two molecules from 3.3 g of defatted olive pomace: 7.2 mg of 93.8 % pure maslinic acid and 2.3 mg of 90.1 % pure oleanolic acid, both determined by HPLC at 210 nm. Furthermore, the compounds exhibited inhibitory activity against Escherichia coli and Staphylococcus aureus. At a concentration of 100 μg/mL, its efficacy in inhibiting hyaluronidase was comparable to that of the standard drug indomethacin. Compared with the conventional separation method, this coupled technique reduced the whole time due to the direct injection of sample extraction solution. This technique provides a useful approach for the separation of natural products with significant polarity differences.
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  • 文章类型: Journal Article
    肌腱病(TP)是一种以局部炎症为特征的复杂临床综合征,患处疼痛,和性能损失,在肌腱损伤之前。该疾病分为三个阶段:炎症阶段,增殖期,和重塑阶段。目前没有用于早期逆转这种类型损伤的已证实的治疗方法。然而,过渡代谢的代谢途径,这是生物体正常运作所必需的,是已知的。这些代谢途径可以被许多外部因素改变,如营养补充剂。在这项研究中,四种膳食补充剂的调节作用,山楂酸(MA),羟基酪醇(HT),甘氨酸,和天冬氨酸(AA),在疾病的不同阶段,在患有诱发性肌腱病的Wistar大鼠中观察到肝中介代谢。大鼠诱发的肌腱病导致肝脏中介代谢改变。营养疗法改变了肌腱病不同阶段的中间代谢,所以AA治疗导致碳水化合物代谢下降。在脂质代谢中,MA和AA引起肌腱病中脂肪生成的减少和脂肪酸氧化的增加。在蛋白质代谢中,MA处理增加GDH和AST活性;HT降低ALT活性;并且AA处理不引起任何改变。饮食中使用营养补充剂可以帮助调节TP中的中间代谢。
    Tendinopathy (TP) is a complex clinical syndrome characterized by local inflammation, pain in the affected area, and loss of performance, preceded by tendon injury. The disease develops in three phases: Inflammatory phase, proliferative phase, and remodeling phase. There are currently no proven treatments for early reversal of this type of injury. However, the metabolic pathways of the transition metabolism, which are necessary for the proper functioning of the organism, are known. These metabolic pathways can be modified by a number of external factors, such as nutritional supplements. In this study, the modulatory effect of four dietary supplements, maslinic acid (MA), hydroxytyrosol (HT), glycine, and aspartate (AA), on hepatic intermediary metabolism was observed in Wistar rats with induced tendinopathy at different stages of the disease. Induced tendinopathy in rats produces alterations in the liver intermediary metabolism. Nutraceutical treatments modify the intermediary metabolism in the different phases of tendinopathy, so AA treatment produced a decrease in carbohydrate metabolism. In lipid metabolism, MA and AA caused a decrease in lipogenesis at the tendinopathy and increased fatty acid oxidation. In protein metabolism, MA treatment increased GDH and AST activity; HT decreased ALT activity; and the AA treatment does not cause any alteration. Use of nutritional supplements of diet could help to regulate the intermediary metabolism in the TP.
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  • 文章类型: Journal Article
    使用两相倾析器(TwPD)提取橄榄油会产生废物和副产物(洗油中的少量水,脱叶器上的橄榄叶,和高水分的果渣,可以被销毁),其中含有有价值的生物活性化合物,例如酚类和/或三萜酸。到目前为止,没有(水)或有限的信息(叶子和去化的果渣部分)关于其生物活性物质的含量,尤其是三萜酸.为了有助于表征来自国际关注品种的此类流,在本研究中,从希腊拉科尼亚地区的五家工厂(从一个或两个收获)获得的样品,Koroneikicv占主导地位,筛选酚和/或三萜酸。在两种温度(70°C和/或140°C)下干燥叶子和果渣,在分析之前,果渣也被销毁了。液体废物含有少量的总(TPC)酚(<140mg没食子酸/L),羟基酪醇(<44mg/L),和酪醇(<33mg/L)。橄榄叶在TPC(12.8-57.4mg没食子酸/g干叶)和橄榄苦苷(0.4-56.8mg/g干叶)中变化很大,但含有大量的三萜酸,主要是齐墩果酸(~12.5-31mg/g干叶,分别)。较高的干燥温度(140vs.70°C)对TPC/橄榄苦苷含量产生了积极影响,而三萜酸不受影响。去渣TPC为15.5-22.0毫克没食子酸/克dw,羟基酪醇3.9-5.6mg/gdw,和maslinic5.5-19.3毫克/克dw。在140°C干燥更好地保存其生物活性酚,而三萜酸不受影响。目前的发现表明,TwPD流可能有前景作为生物活性物的来源,用于增值应用。材料处理,包括干燥条件,可能是关键的,但仅限于酚类。
    The use of a two-phase decanter (TwPD) for olive-oil extraction produces wastes and byproducts (a small volume of water from oil washing, olive leaves from the defoliator, and a high moisture pomace which can be destoned) that contain valuable bioactive compounds, such as phenolics and/or triterpenic acids. So far, there is no (water) or limited information (leaves and the destoned pomace fraction) on their content of bioactives, especially triterpenic acids. To contribute to the characterization of such streams from cultivars of international interest, in the present study, samples obtained from five mills from the region of Laconia (from one or two harvests) in Greece, where Koroneiki cv dominates, were screened for phenols and/or triterpenic acids. The leaves and pomace were dried at two temperatures (70 °C and/or 140 °C), and the pomace was also destoned before analysis. The liquid wastes contained low amounts of total (TPC) phenols (<140 mg gallic acid/L), hydroxytyrosol (<44 mg/L), and tyrosol (<33 mg/L). The olive leaves varied widely in TPC (12.8-57.4 mg gallic acid/g dry leaf) and oleuropein (0.4-56.8 mg/g dry leaf) but contained an appreciable amount of triterpenic acids, mainly oleanolic acid (~12.5-31 mg/g dry leaf, respectively). A higher drying temperature (140 vs. 70 °C) affected rather positively the TPC/oleuropein content, whereas triterpenic acids were unaffected. The destoned pomace TPC was 15.5-22.0 mg gallic acid/g dw, hydroxytyrosol 3.9-5.6 mg/g dw, and maslinic 5.5-19.3 mg/g dw. Drying at 140 °C preserved better its bioactive phenols, whereas triterpenic acids were not influenced. The present findings indicate that TwPD streams may have a prospect as a source of bioactives for added-value applications. Material handling, including drying conditions, may be critical but only for phenols.
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  • 文章类型: Journal Article
    山楂酸具有多种生物活性,如抗肿瘤,低血糖,抗炎,和抗寄生虫。为了增强山楂酸的生物活性,学者们进行了大量的结构修改,发现了一些更有价值的山楂酸衍生物。在本文中,结构修改,生物活性,综述了山楂酸的构效关系,为山楂酸的发展提供参考。
    Maslinic acid has a variety of biological activities, such as anti-tumor, hypoglycemic, anti-inflammatory, and anti-parasitic. In order to enhance the biological activity of maslinic acid, scholars have carried out a lot of structural modifications, and found some more valuable maslinic acid derivatives. In this paper, the structural modification, biological activity, and structure-activity relationship of maslinic acid were reviewed, providing references for the development of maslinic acid.
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