ellagitannins

  • 文章类型: Journal Article
    结直肠癌(CRC)是死亡的主要驱动因素,也是第三大最常见的恶性肿瘤。尽管在检测和治疗方面取得了进展,结直肠癌(CRC)是癌症相关发病率的最大驱动因素,和死亡率。现代习惯和饮食疏忽可能是增加癌症患病率的原因之一。因此,饮食习惯的改变会产生更好的影响,并帮助寻找更好的治疗CRC的方法。最初,CRC被认为是一种遗传事件,目前,这项研究的重点是CRC细胞中染色质和microRNA(miRNA)的表观遗传修饰。天然产品,如姜黄素,白藜芦醇,黄酮类化合物,从遗传的角度研究了Ellagitannins作为化合物,表观遗传,和miRNA修饰将具有未来的治疗方面。此外,这些关键参与者及其类似物的提取物将干预涉及癌症传播的信号通路激活,凋亡,细胞周期停滞,以及表观遗传和miRNA修饰。这些miRNA的调节,全球范围内的修改可能会对CRC进展产生影响,和癌细胞的敏感性。
    Colorectal cancer (CRC) is the main driver of fatality and the 3rd most often determined malignancy. Despite advances in detection and therapy, colorectal cancer (CRC) endures as the largest driver of cancer-related morbidity, and mortality. Modern habits and dietary negligence might be one of the reasons that have enhanced cancer prevalence. Thus, changes in Dietary habits will have a better impact, and help in finding a better cure for CRC. Initially, CRC was explored as a genetic event and currently, the research is focused on the epigenetic modifications of chromatin and microRNA (miRNA) in CRC cells. Natural products such as Curcumin, Resveratrol, Flavonoids, and Ellagitannins are been explored as compounds from the perspective of genetic, epigenetic, and miRNA modifications which will have future therapeutic aspects. Also, the extracts of these key players and their analogs will intervene the signaling pathway activation that involves in cancer propagation, apoptosis, cell cycle arrest, and epigenetic and miRNA modifications. Modulations of these miRNAs, and modification globally might have impact on CRC progression, and cancer tumor cell sensitivity.
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  • 文章类型: Journal Article
    本文探讨了使用低共熔溶剂(DES)从各种植物来源中提取单宁的新兴主题。单宁广泛用于食品和饲料工业,因为它们具有突出的抗氧化品质,并且极大地增强了各种食品的风味和营养成分。传统提取技术中经常使用有机溶剂,这引发了人们对它们对人类健康和环境安全的质疑。DES由于其低毒性而成为潜在的替代品,适应性,和环境友好。支持DES在从日常生活中经常使用的一系列植物基材料中提取单宁中应用的基本思想都在本文中得到了很好的介绍。此外,本文介绍了提取参数对提取单宁得率的影响,以及这一新兴学科未来研究的可能障碍和方向。这包括高粘度等挑战,复杂的化合物回收,热降解,以及酯化的发生。对多样性的广泛总结,结构,生物合成,分布,并给出了单宁在植物中的作用。此外,本文全面研究了单宁及其代谢产物的各种生物活性。
    This paper explores the emerging subject of extracting tannins from various plant sources using deep eutectic solvents (DESs). Tannins are widely used in the food and feed industries as they have outstanding antioxidant qualities and greatly enhance the flavor and nutritional content of a wide range of food products. Organic solvents are frequently used in traditional extraction techniques, which raises questions about their safety for human health and the environment. DESs present a prospective substitute because of their low toxicity, adaptability, and environmental friendliness. The fundamental ideas supporting the application of DESs in the extraction of tannins from a range of plant-based materials frequently used in daily life are all well covered in this paper. Furthermore, this paper covers the impact of extraction parameters on the yield of extracted tannins, as well as possible obstacles and directions for future research in this emerging subject. This includes challenges such as high viscosity, intricated recovery of compounds, thermal degradation, and the occurrence of esterification. An extensive summary of the diversity, structure, biosynthesis, distribution, and roles of tannins in plants is given in this paper. Additionally, this paper thoroughly examines various bioactivities of tannins and their metabolites.
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  • 文章类型: Journal Article
    寻常痤疮是一种流行的皮肤病,影响许多年轻人,以角质化为标志,炎症,皮脂溢出,和粉刺杆菌的定殖(C.痤疮)。Ellagitannins,以其抗菌和抗炎特性而闻名,它们的抗痤疮作用尚未得到广泛研究。栗子(栗子。,C.sativa),丰富的ellagitannin来源,包括castalagin,其与痤疮相关的生物活性以前未被探索过,在这项研究中进行了调查。该研究评估了紫花苜蓿叶提取物和castalagin对感染痤疮梭菌的人角质形成细胞(HaCaT)的影响。发现在浓度低于25μg/mL时,两者均抑制IL-8和IL-6的释放。其作用机制与NF-κB抑制有关,没有AP-1参与。此外,提取物表现出抗生物膜特性并降低CK-10表达,表明在减轻炎症方面的潜在作用,细菌定植,角化病.Castalagin的生物活性反映了提取物的作用,特别是在IL-8抑制中,NF-κB抑制,和低μM水平的生物膜形成。其他多酚,如通过LC-MS鉴定的黄酮醇苷,也可能有助于提取物的生物活性。这项研究是第一个探索的elligagannins\'治疗痤疮的潜力,为开发基于栗子的抗痤疮治疗提供见解,等待未来的体内研究。
    Acne vulgaris is a prevalent skin disorder affecting many young individuals, marked by keratinization, inflammation, seborrhea, and colonization by Cutibacterium acnes (C. acnes). Ellagitannins, known for their antibacterial and anti-inflammatory properties, have not been widely studied for their anti-acne effects. Chestnut (Castanea sativa Mill., C. sativa), a rich ellagitannin source, including castalagin whose acne-related bioactivity was previously unexplored, was investigated in this study. The research assessed the effect of C. sativa leaf extract and castalagin on human keratinocytes (HaCaT) infected with C. acnes, finding that both inhibited IL-8 and IL-6 release at concentrations below 25 μg/mL. The action mechanism was linked to NF-κB inhibition, without AP-1 involvement. Furthermore, the extract displayed anti-biofilm properties and reduced CK-10 expression, indicating a potential role in mitigating inflammation, bacterial colonization, and keratosis. Castalagin\'s bioactivity mirrored the extract\'s effects, notably in IL-8 inhibition, NF-κB inhibition, and biofilm formation at low μM levels. Other polyphenols, such as flavonol glycosides identified via LC-MS, might also contribute to the extract\'s biological activities. This study is the first to explore ellagitannins\' potential in treating acne, offering insights for developing chestnut-based anti-acne treatments pending future in vivo studies.
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  • 文章类型: Journal Article
    背景:Cytinus属,被认为是植物界最神秘的植物之一,它的生物活性潜力引起了人们的注意,特别是它的皮肤抗老化性能。尽管有这样的认可,关于破译和分离其最具活性的化合物,还有许多工作要做。
    目的:本研究旨在鉴定负责C.sypecistis皮肤抗衰老潜力的化合物。
    方法:使用多变量分析,通过整合提取物的化学概况(液相色谱-高分辨率质谱,LCHRMS)和生物活性。通过1D和2D核磁共振(NMR)在结构上阐明所鉴定的生物活性代谢物。
    结果:在研究的生物活性中,抗弹性蛋白酶结果在不同年份的样本中表现出显著差异。经过生物计量分析,化合物2,3:4,6-双(六羟基二苯基)葡萄糖,分子量为784.075Da,在结构上被阐明为负责出色的人类中性粒细胞弹性蛋白酶抑制的判别特征。值得注意的是,与粗提物相比,含有该化合物的亚组分在嗜中性粒细胞弹性蛋白酶抑制功效方面表现出十倍的改善;其有效性与SPCK相同,一种有效的不可逆中性粒细胞弹性蛋白酶抑制剂。此外,该亚组分没有细胞毒性或光毒性,并且对所测试的抗衰老性能具有出色的功效。
    结论:可水解的单宁被证实是C.sypecistis皮肤抗衰老特性背后的代谢产物,有效缓解影响表型不同的衰老临床表现的关键分子机制。Pedunculagin在抑制中性粒细胞弹性蛋白酶方面特别有效,被认为是皮肤老化中最具破坏性的酶之一。
    BACKGROUND: The genus Cytinus, recognised as one of the most enigmatic in the plant kingdom, has garnered attention for its bioactive potential, particularly its skin anti-ageing properties. Despite this recognition, much remains to be accomplished regarding deciphering and isolating its most active compounds.
    OBJECTIVE: This study aimed to identify the compounds responsible for C. hypocistis skin anti-ageing potential.
    METHODS: Using multivariate analysis, a biochemometric approach was applied to identify the discriminant metabolites by integrating extracts\' chemical profile (Liquid Chromatography-High-Resolution Mass Spectrometry, LCHRMS) and bioactive properties. The identified bioactive metabolite was structurally elucidated by 1D and 2D Nuclear Magnetic Resonance (NMR).
    RESULTS: Among the studied bioactivities, the anti-elastase results exhibited a significant variation among the samples from different years. After the biochemometric analysis, the compound 2,3:4,6-bis(hexahydroxydiphenoyl)glucose, with a molecular mass of 784.075 Da, was structurally elucidated as the discriminant feature responsible for the outstanding human neutrophil elastase inhibition. Remarkably, the subfraction containing this compound exhibited a tenfold improvement in neutrophil elastase inhibition efficacy compared to the crude extract; its effectiveness fell within the same range as SPCK, a potent irreversible neutrophil elastase inhibitor. Moreover, this subfraction displayed no cytotoxicity or phototoxicity and excellent efficacy for the tested anti-ageing properties.
    CONCLUSIONS: Hydrolysable tannins were confirmed as the metabolites behind C. hypocistis skin anti-ageing properties, effectively mitigating critical molecular mechanisms that influence the phenotypically distinct ageing clinical manifestations. Pedunculagin was particularly effective in inhibiting neutrophil elastase, considered one of the most destructive enzymes in skin ageing.
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  • 文章类型: Journal Article
    Anogeisisssleiocarpus(DC。)Guill。&Perr。属于Combretaceae家族,被非洲传统医生和牲畜饲养者用于治疗非洲锥虫病等疾病,动物腹泻,哮喘,癌症,咳嗽,糖尿病,痢疾,勃起功能障碍,发烧,贾第鞭毛虫病,蠕虫酶,脑膜炎,月经失调,猴痘,口腔感染,脊髓灰质炎,镰状细胞性贫血,蛇咬,牙痛,泌尿血吸虫病,黄热病。这些活性中的一些与植物中多酚的存在有关,其中包括鞣花酸衍生物,黄酮类化合物,二苯乙烯,单宁,和三萜。已经从A.leiocarpus鉴定了几种生物活性分子。这些包括主要的活性成分,ellagitannins,鞣花酸衍生物,类黄酮和三萜。药理学研究证实其抗菌作用,抗真菌药,抗高血糖,抗高血压药,抗疟药,抗氧化,抗寄生虫,抗肿瘤和抗溃疡作用。茎皮主要进行了生物活性和植物化学研究,它是传统用户在种族医学调查中强调的最多的植物部分。体外和体内模型,揭示了对寄生虫引起蠕虫病的广泛药理作用,利什曼病,疟疾和锥虫病,已被用于研究来自A.leiocarpus的化合物。由于它在非洲传统医学和兽医实践中的用途,A.leiocarpus已经受到了研究人员的极大关注。当前的审查提供了关于A.leiocarpus的科学报告的全面概述和批判性评估,涵盖其传统用途,药理活性和植物化学。
    Anogeissus leiocarpus (DC.) Guill. & Perr. belongs to the family Combretaceae and is used both by African traditional medical practitioners and livestock rearers to treat diseases such as African trypanosomiasis, animal diarrhoea, asthma, cancer, cough, diabetes, dysentery, erectile dysfunction, fever, giardiasis, helminthiases, meningitis, menstrual disorders, monkeypox, oral infections, poliomyelitis, sickle cell anaemia, snake bites, toothache, urinary schistosomiasis, and yellow fever. Some of these activities have been associated with the presence of polyphenols in the plant which include ellagic acid derivatives, flavonoids, stilbenes, tannins, and triterpenes. Several bioactive molecules have been identified from A. leiocarpus. These include the main active constituents, ellagitannins, ellagic acid derivates, flavonoids and triterpenes. Pharmacological studies have confirmed its antibacterial, antifungal, antihyperglycemic, antihypertensive, antimalarial, antioxidative, antiparasitic, antitumour and anti-ulcer effects. The stem bark has been investigated mainly for biological activities and phytochemistry, and it is the most mentioned plant part highlighted by the traditional users in ethnomedicinal surveys. In vitro and in vivo models, which revealed a wide range of pharmacological actions against parasites causing helminthiasis, leishmaniasis, malaria and trypanosomiasis, have been used to study compounds from A. leiocarpus. Because of its uses in African traditional medicine and veterinary practices, A. leiocarpus has received considerable attention from researchers. The current review provides a comprehensive overview and critical appraisal of scientific reports on A. leiocarpus, covering its traditional uses, pharmacological activities and phytochemistry.
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  • 文章类型: Journal Article
    双曲皮果皮提取物(TBPE),富含可水解单宁,已报道抑制α-葡萄糖苷酶和糖基化反应。我们研究了对大鼠施用TBPE后可水解单宁和相关代谢物的体内行为。使用高压液相色谱-电喷雾电离串联质谱(HPLC-ESI-MS/MS),12种鞣花单宁代谢物,如尿石素和6胆单宁代谢物,在收集的血浆和尿液中产生的定量。尿石素和没食子酸代谢物在给药24和1小时后达到最大血液浓度,分别。相反,尿石素在尿液中的排泄需要长达72小时,并遵循S形曲线,而没食子酸代谢物在给药后较早迅速排出。结果表明,代谢产物gallotannin和ellagitannin负责TBPE的抗糖基化作用,通过不同的机制和时间进行。我们的发现提供了基本数据,证明了可水解单宁以及Trapa成分的功能。
    The pericarp extract of Trapa bispinosa (TBPE), which is rich in hydrolyzable tannins, has been reported to inhibit α-glucosidase and glycation reactions. We investigated the in vivo behavior of hydrolyzable tannins and related metabolites after administration of TBPE to rats. Using high pressure liquid chromatography-electrospray ionization-tandem mass spectroscopy (HPLC-ESI-MS/MS), 12 ellagitannin metabolites, such as urolithins and 6 gallotannin metabolites, produced in the collected plasma and urine were quantified. Urolithins and gallic acid metabolites reached their maximum blood concentration after 24 and 1 h of administration, respectively. Conversely, the excretion of urolithins in urine required up to 72 h and followed a sigmoidal curve, whereas gallic acid metabolites were rapidly excreted earlier after administration. The results suggest that the metabolites gallotannin and ellagitannin are responsible for the antiglycation effect of TBPE, which proceeds via different mechanisms and times. Our findings provide basic data demonstrating the functionality of hydrolyzable tannins as well as Trapa ingredients.
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  • 文章类型: Journal Article
    具有抗菌特性的天然分子的发现已成为全球治疗细菌和病毒感染的迫切需要。Cistusincanus,一种地中海灌木,代表了一种有价值的植物化学物质来源,具有有趣的广谱抗微生物潜力。在这项研究中,我们分析了构成C.incanus的商业水醇提取物的分子的光谱,发现elligagannins是最丰富的。提取物及其主要成分(没食子酸,在病毒(HSV-1,HCoV-229E,SARS-CoV-2)和细胞的细菌感染(金黄色葡萄球菌和大肠杆菌),并作为病毒感染前的预处理。结果表明,通过对病毒和宿主细胞进行预处理,punicalin对SARS-CoV-2具有显着的抗病毒活性,以及与大肠杆菌相比,金黄色葡萄球菌对C.incanus提取物的主要敏感性。本研究强调了C.incanus提取物的广泛抗微生物潜力。
    The discovery of natural molecules with antimicrobial properties has become an urgent need for the global treatment of bacterium and virus infections. Cistus incanus, a Mediterranean shrub species, represents a valuable source of phytochemicals with an interesting wide-spectrum antimicrobial potential. In this study, we analysed the spectrum of molecules composing a commercial hydroalcoholic extract of C. incanus finding ellagitannins as the most abundant. The effect of the extract and its main constituents (gallic acid, ellagic acid and punicalin) was assessed as co-treatment during viral (HSV-1, HCoV-229E, SARS-CoV-2) and bacterial infection (Staphylococcus aureus and Escherichia coli) of cells and as pre-treatment before virus infections. The results indicated a remarkable antiviral activity of punicalin against SARS-CoV-2 by pre-treating both the viral and the host cells, and a major sensitivity of S. aureus to the C. incanus extract compared to E. coli. The present study highlights broad antimicrobial potential of C. incanus extract.
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  • 文章类型: Journal Article
    单宁是次生植物代谢产物,用于通过螯合必需金属离子来控制细菌种群。它们在食物中的存在也会影响铁的生物利用度。本研究调查了鞣花单宁(vescalin,蓖麻林,vescalagin,castalagin)的结构和pH值对鞣质-Fe(II)配位化合物的化学计量和形成常数的影响。我们证明了在低于7.25的pH值下,单宁在至少一个小时内是稳定的。借助TDDFT计算测量并解释了中性化合物的光谱。此外,检查了tlagitanninsUV-Vis光谱的pH依赖性,以了解它们的蛋白分解平衡。在pH3.50-5.51范围内使用Job\'s方法,确定了所形成的皮甘宁-Fe(II)离子络合物的化学计量。一个模型解释了鞣花锡和Fe(II)离子之间的相互作用,考虑到了鞣花单宁的蛋白分解平衡,在全球范围内适合所有四个工作区,由此获得相应的形成常数。
    Tannins represent secondary plant metabolites that are used to control bacterial populations by chelation of essential metal ions. Their presence in food also affects the bioavailability of iron. This study investigates the influence of ellagitannins (vescalin, castalin, vescalagin, castalagin) structure and pH on the stoichiometry and formation constants of ellagitannin-Fe(II) coordination compounds. We demonstrated that ellagitannins are stable for at least one hour at pH values lower than 7.25. The spectra of neutral compounds were measured and explained with the help of TDDFT calculations. Furthermore, the pH-dependence of the ellagitannins UV-Vis spectra was examined to obtain insight into their protolytic equilibrium. Using Job\'s method in the pH range 3.50-5.51, the stoichiometry of the formed ellagitannin-Fe(II) ions complexes was determined. A model explaining interactions between ellagitannins and Fe(II) ions, that took into account the protolytic equilibrium of ellagitannins, was fitted globally to all four Job plots, whereby the corresponding formation constants were obtained.
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  • 文章类型: Journal Article
    石榴果实的健康特性,高度消耗的食物,已经知道很长时间了。然而,石榴供应链仍然相当低效,对于不可食用的部分,它的体重大约是总重量的一半,并且被赋予了大量有价值的生物活性化合物,要么被丢弃要么利用不足。一种从不可食用的副产品(称为PPE)中获得的新型提取物,利用水力空化,一个绿色的,高效,和可扩展的技术,对其在体内的心血管作用进行了研究。PPE在急性去氧肾上腺素(PE)诱导的高血压大鼠模型中显示出疗效,与使用相同提取技术获得的全果提取物(PFE)相似,口服后具有良好的肠道生物可利用性。最后,对自发性高血压大鼠长期给药6周时,PPE被证明可以显着抑制收缩压的增加,与参考药物卡托普利相当,并且剂量明显低于报道的鞣花酸有效剂量。石榴果实的非食用部分的提取物也显示出良好的抗炎和抗纤维化作用。这项研究的结果,随着提取技术,有助于提高石榴供应链的价值,减轻相关的环境负担,并有可能改善公众健康。
    The healthy properties of pomegranate fruit, a highly consumed food, have been known for a long time. However, the pomegranate supply chain is still rather inefficient, with the non-edible fraction, whose weight is roughly half the total and is endowed with plenty of valuable bioactive compounds, either disposed of or underutilized. A novel extract obtained from non-edible byproducts (called PPE), using hydrodynamic cavitation, a green, efficient, and scalable technique, was investigated for its cardiovascular effects in vivo. PPE showed efficacy in an acute phenylephrine (PE)-induced hypertensive rat model, similar to the extract of whole fruit (PFE) obtained using the same extractive technique, along with good intestinal bioaccessibility after oral administration. Finally, when chronically administered for 6 weeks to spontaneously hypertensive rats, PPE was shown to significantly contain the increase in systolic blood pressure, comparable to the reference drug Captopril, and at a dose remarkably lower than the reported effective dose of ellagic acid. The extract from the non-edible fraction of the pomegranate fruit also showed good anti-inflammation and anti-fibrotic effects. The findings of this study, along with the extraction technique, could contribute to enhancing the value of the pomegranate supply chain, relieve the related environmental burden, and potentially improve public health.
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  • 文章类型: Journal Article
    这项研究定义了物理化学属性,composition,四个波兰品种山茱萸樱桃(CC)在发育和成熟的六个阶段的抗氧化能力。通过UPLC-ESI-qTOF-MS/MS鉴定了总共52种代谢物,并通过HPLC-PDA定量。总的来说,酚酸,可水解单宁,黄酮醇,环烯醚萜类,抗氧化活性,有机酸,维生素C减少了,而花青素,苹果酸,糖,糖和可滴定酸度增加。第一次,我们确定了CC化学性质和代谢行为的演变,并量化了单个化合物,和成熟过程中的化合物组,尤其是胆单宁,ellagitannins,环烯醚萜类,有机酸。我们研究的主要新颖之处在于,CC是在不同成熟度下利用的宝贵资源。我们表明,未成熟的水果尤其值得增值,因为它们含有最高含量的总生物活性植物化合物(5589.1-6779.6mg/100gdw)-主要是酚酸>环烯醚萜类>单宁-和最高的抗氧化能力。中间阶段维生素C含量最高(341.1-495.6mg/100gdw),鞣花酸(5.9-31.6毫克/100克dw),胆单宁(47.8-331.1毫克/100克dw),和马甲酸(1393.0-2839.4毫克/100克dw)。成熟的果实含有较少的生物活性植物化合物(1403.7-1974.6mg/100gdw)-主要是环烯醚萜类>酚酸>单宁>花色苷-和最低的抗氧化能力。另一方面,成熟果实的花色苷含量最高(30.8-143.2mg/100gdw),糖(36.4-78.9克/100克dw),苹果酸(5.5-12.2g/100gdw),and,有利于营养应用,最高的糖酸比(3.0-6.4)。我们的工作详细说明了CC中的质量属性和促进健康的植物化合物的含量取决于成熟阶段和品种。这些结果推进了关于CC的科学知识。我们的发现有助于选择CC的最佳特性,以开发用于预防文明疾病的多种功能食品和植物药物。
    This study defined the physicochemical attributes, composition, and antioxidant capacity of four Polish cultivars of cornelian cherry (CC) at six stages of development and ripening. A total of 52 metabolites were identified by UPLC-ESI-qTOF-MS/MS and quantified by HPLC-PDA. In general, phenolic acids, hydrolyzable tannins, flavonols, iridoids, antioxidant activity, organic acids, and vitamin C decreased, while anthocyanins, malic acid, sugars, and titratable acidity increased. For the first time, we determined the evolution of the CC chemical properties and the metabolic behavior and quantified the individual compounds, and groups of compounds during ripening, in particular gallotannins, ellagitannins, iridoids, and organic acids. The main novelty of our study is that CC is a valuable resource for utilization at different degrees of maturity. We showed that unripe fruits in particular deserve valorization, as they contained the highest content of total bioactive phytocompounds (5589.1-6779.6 mg/100 g dw)-primarily phenolic acids > iridoids > tannins-and the highest antioxidant capacity. The intermediate stages were the most abundant in vitamin C (341.1-495.6 mg/100 g dw), ellagic acid (5.9-31.6 mg/100 g dw), gallotannins (47.8-331.1 mg/100 g dw), and loganic acid (1393.0-2839.4 mg/100 g dw). The ripe fruits contained less bioactive phytocompounds (1403.7-1974.6 mg/100 g dw)-primarily iridoids > phenolic acids > tannins > anthocyanins-and the lowest antioxidant capacity. On the other hand, ripe fruits showed the highest content of anthocyanins (30.8-143.2 mg/100 g dw), sugars (36.4-78.9 g/100 g dw), malic acid (5.5-12.2 g/100 g dw), and, favorably for the nutritional applications, the highest sugar-to-acids ratio (3.0-6.4). Our work illustrates in detail that quality attributes and the content of health-promoting phytocompounds in CC depend on the ripening stage and on the cultivar. These results advance the scientific knowledge about CC. Our findings can be helpful to select the optimal properties of CC for the development of diverse functional foods and phytopharmaceuticals applied in the prevention of civilization diseases.
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