Glucosinolate

芥子油苷
  • 文章类型: Journal Article
    十字花科的特点是它包含了高价值的作物,如卷心菜,西兰花,芥末,还有芥末,都以其芥子油苷著称。在这个家庭里,许多多倍体物种的分布和形状由许多全基因组重复,独立的基因组倍增,和杂交事件。该家族的进化轨迹以古多倍化后的多样化和谱系分裂为标志,基因组中有明显的全基因组重复的残余。最近的新多倍体化事件显着增加了该家族中多倍体物种的比例。尽管十字花科基因组的测序工作一直很努力,准确区分亚基因组仍然是一个重大挑战,经常使装配过程复杂化。装配策略包括与祖先物种的比较分析和检查k-mers,长末端重复反转录转座子,和花粉测序。这篇综述全面探索了十字花科独特的基因组特征,特别强调多倍体化事件以及测序和组装的最新策略。这篇综述将大大提高我们对十字花科多倍体的理解,并有助于未来的基因组组装方法。
    The Brassicaceae family is distinguished by its inclusion of high-value crops such as cabbage, broccoli, mustard, and wasabi, all noted for their glucosinolates. In this family, many polyploidy species are distributed and shaped by numerous whole-genome duplications, independent genome doublings, and hybridization events. The evolutionary trajectory of the family is marked by enhanced diversification and lineage splitting after paleo- and meso-polyploidization, with discernible remnants of whole-genome duplications within their genomes. The recent neopolyploidization events notably increased the proportion of polyploid species within the family. Although sequencing efforts for the Brassicaceae genome have been robust, accurately distinguishing sub-genomes remains a significant challenge, frequently complicating the assembly process. Assembly strategies include comparative analyses with ancestral species and examining k-mers, long terminal repeat retrotransposons, and pollen sequencing. This review comprehensively explores the unique genomic characteristics of the Brassicaceae family, with a particular emphasis on polyploidization events and the latest strategies for sequencing and assembly. This review will significantly improve our understanding of polyploidy in the Brassicaceae family and assist in future genome assembly methods.
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  • 文章类型: Journal Article
    这项研究是为了确定和比较酚类化合物,通过超声波和常规提取法提取的Crambetataria叶和花的提取物的硫代葡萄糖苷含量和抗糖尿病作用。在超声花提取物中检测到最高的抗氧化活性(12.95mg/mLIC50值)和总酚含量(1313.57mgGAE/100gfw)。在总类黄酮结果中,从C.tataria的花部分获得的提取物比从叶部分获得的提取物具有更高的价值。花提取物中最丰富的酚类成分是儿茶素。在超声花提取物中检测到所有样品中的儿茶素含量最高,为374.37mg/kg。芦丁是叶提取物中的主要酚类成分。常规和超声提取的芦丁值分别为654.38mg/kg和757.30mg/kg,分别。在芥子油苷分析中,花样和常规提取方法获得的葡萄糖苷含量最高(3466.84mg/kg)。西尼格林含量最高(689.97mg/kg),葡萄糖蛋白质(420.89mg/kg),葡萄糖酸(357.27mg/kg),在超声花提取物中检测到葡糖抑素(181.11mg/kg)和葡糖阿司素(66.07mg/kg)。超声花提取物对α-淀粉酶和α-葡萄糖苷酶的抑制作用最高,分别为3.70mg/mL和4.89mg/mL。分别。因此,这项研究首次确定超声波提取的C.tataria花具有更高的生物活性成分和抗糖尿病作用,揭示了这种植物在医学领域的潜在用途,药理学和化学。
    This study was conducted to determine and compare the phenolic compounds, glucosinolate contents and antidiabetic effects of the extracts obtained by ultrasonic and conventional extraction method of the leaves and flowers of the Crambe tataria. The highest antioxidant activity (12.95 mg/mL IC50 value) and total phenolic content (1313.57 mg GAE/100 g fw) were detected in the ultrasonic flower extract. In total flavonoid results, extracts obtained from the flower part of C. tataria had higher values than that of extracts obtained from the leaf part. The most abundant phenolic component in the flower extract was catechin. The highest catechin content in all samples was detected in the ultrasonic flower extract with a value of 374.37 mg/kg. Rutin was the dominant phenolic component in the leaf extract. Rutin values were 654.38 mg/kg and 757.30 mg/kg for conventional and ultrasonic extraction, respectively. In glucosinolate analysis, the highest glucoraphanin content was obtained in flower samples and by conventional extraction method (3466.84 mg/kg). The highest contents of sinigrin (689.97 mg/kg), glucotropaeolin (420.89 mg/kg), glucoerucin (357.27 mg/kg), glucoraphasatin (181.11 mg/kg) and gluconasturtin (66.07 mg/kg) were detected in ultrasonic flower extracts. The highest α-amylase and α-glucosidase enzyme inhibition effects belonged to the ultrasonic flower extract with values of 3.70 mg/mL and 4.89 mg/mL, respectively. As a result, this study determined for the first time that ultrasonic extraction of C. tataria flowers has much higher bioactive components and antidiabetic effects, revealing the potential use of this plant in the fields of medicine, pharmacology and chemistry.
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  • 文章类型: Journal Article
    芥菜(BrassicajunceaL.)的生物增感特性得到了探索,来自其次级代谢产物,特别是异硫氰酸烯丙酯(AITC),在芥子苷等芥子油苷的酶分解过程中产生。本研究考察了丽苏市开发的八个芥菜品种,韩国,关注它们的遗传特征,AITC浓度和芥子油苷的腈形成率。结果表明,化感作用,很大程度上取决于AITC浓度和酶活性,因品种而异。Sinigrin和AITC分别占79%和36%,分别,芥子油苷及其水解产物。品种“Nuttongii”显示出抑制杂草的显着潜力,在27.47±6.46µmoleg-1处表现出最高的AITC浓度。这些结果突显了根据芥子油苷的概况和水解产物的产量选择芥子菜品种进行生物熏蒸的重要性。该研究还确定了对AITC和腈形成的显着遗传影响,这表明表硫特异性蛋白调节可以增强化感作用和其他有益作用。总的来说,这项研究强调了芥末作为一种可持续的,环保替代传统除草剂。
    Leaf mustard (Brassica juncea L.) is explored for its biofumigant properties, derived from its secondary metabolites, particularly allyl isothiocyanate (AITC), produced during the enzymatic breakdown of glucosinolates like sinigrin. The research examines eight leaf mustard cultivars developed in Yeosu city, South Korea, focusing on their genetic characteristics, AITC concentration and nitriles formation rates from glucosinolates. Results indicate that the allelopathic effects, largely dependent on AITC concentration and enzymatic activity, vary across cultivar. Sinigrin and AITC constitute 79% and 36%, respectively, of glucosinolate and its hydrolysis products. The cultivar \'Nuttongii\' demonstrates significant potential for inhibiting weeds, exhibiting the highest AITC concentration at 27.47 ± 6.46 µmole g-1 These outcomes highlight the importance of selecting mustard cultivars for biofumigation based on their glucosinolate profiles and hydrolysis product yields. The study also identifies a significant genetic influence on AITC and nitrile formation, suggesting that epithiospecifier protein modulation could enhance both allelopathic and other beneficial effects. Collectively, the research underscores the promise of mustard as a sustainable, environmentally friendly alternative to traditional herbicides.
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  • 文章类型: Journal Article
    背景:硫代葡萄糖苷是最具争议但被忽视的一类植物化学物质。这些是具有低生物活性的中间植物化学物质。但是一旦人造植物受到任何伤害,昆虫引起的,或者自然的——魔法发生了。该化合物被分解成更小的植物化学物质,称为芥子油苷水解产物(腈,异硫氰酸酯,和硫氰酸盐)。这些水解产物就像时装业的显示塞子。这些化合物具有自然界中最高的生物活性之一。这些与各种生物活性(抗癌,抗氧化剂,杀虫,杀草剂,等)全球研究人员。
    目的:本文的目的是提供一个批判性的综述,以强调这些被忽视的化合物的一些重要的生物活性,并促进研究人员至少给这些化合物一个在黑暗中发光的机会。
    方法:这篇综述是根据对过去5年(2018-2023年)的可访问文献的分析撰写的,除了一些至关重要的例外。
    结果:这篇综述简要介绍了芥子油苷及其水解的背景。努力包括化合物的大部分生物学特性。特别强调了该化合物的抗癌活性,并详细介绍了其相关机制。
    结论:考虑到芥子油苷水解产物具有广泛的生物活性,必须将其视为潜在的药用化合物。更多的芥子油苷水解产物-以与萝卜硫烷相似的方式-可以进行阶段试验。
    结论:详细讨论了芥子油苷水解产物的产生机理和相关的生物学活性。已经使用所涉及的机制进一步解释了生物活性。
    BACKGROUND: Glucosinolates are the most controversial yet ignored class of phytochemicals. These are the middleman phytochemicals which have low bioactivity. But once there is any injury in the plant-manmade, insect caused, or natural-a magic happens. The compound is broken down into smaller phytochemicals referred to as glucosinolate hydrolytic products (nitriles, isothiocyanates, and thiocyanates). These hydrolytic products are like show stopper of fashion industry. These compounds have one of the highest bioactivity in the nature. These have been associated with a varied range of bioactivities (anticancer, antioxidant, insecticidal, weedicide, etc) by researchers across the globe.
    OBJECTIVE: The objective of the current article is to provide a critical review to highlight some of the important bioactivities of these ignored compounds and for promoting researchers to atleast give these compounds a chance-to glow in the dark.
    METHODS: This review has been written from analysis of accessible literature mostly from the last 5 years (2018-2023), with some critically essential exceptions.
    RESULTS: The review highlighted brief background of glucosinolates and its hydrolysis. Effort were made to include most of the biological properties of the compound. Special emphasis has been given to the anticancer activities of the compound with details of involved mechanism.
    CONCLUSIONS: Considering the wide array of bioactivities of glucosinolate hydrolytic products, it is essential to consider it as a prospective medicinal compound. More glucosinolate hydrolytic products-in similar manner as sulforaphane-can be proceeded to phase trials.
    CONCLUSIONS: The mechanistic pathway for production of glucosinolate hydrolytic products and related biological activities have been discussed in details. The bioactivities have been further explained using the involved mechanism.
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  • 文章类型: Journal Article
    这项研究旨在调查Diplotaxisharra亚种的植物化学特征和生物活性。十字花科(十字花科),来自西西里岛中南部(意大利)的一个物种,作为沙拉食用。为此,进行乙醇提取物的LC-ESI/HRMSn分析,突出显示事件,以及类黄酮,羟基肉桂酸衍生物,和氧化脂素,硫酸化次级代谢产物,包括芥子油苷和各种硫氧基衍生物(例如,C13类异戊二烯,羟苯基,和羟基苯甲酸衍生物),其中大多数在油菜科或文凭属中从未报道过。根据有关该物种用于治疗糖尿病和高胆固醇血症等各种疾病的种族医学信息,D.harra乙醇提取物使用不同的体外测试评估其抗氧化潜力,如2,2-二苯基-1-吡啶基肼,2,2'-氮杂-双(3-乙基苯并噻唑啉-6-磺酸),铁还原能力功率,和β-胡萝卜素漂白试验。还评估了碳水化合物水解酶(α-淀粉酶和α-葡萄糖苷酶)和胰脂肪酶的抑制活性。在2,2'-偶氮-双(3-乙基苯并噻唑啉-6-磺酸测定中,与阳性对照抗坏血酸相当的IC50值(2.87vs.1.70μg/mL,分别)获得。野壁火箭沙拉提取物显示出明显的α-淀粉酶抑制作用。获得的结果表明,西西里野生墙火箭含有可以预防高血糖的植物化学物质,高脂血症,和肥胖。
    This study was aimed at investigating the phytochemical profile and bioactivity of Diplotaxis harra subsp. crassifolia (Brassicaceae), a species from central-southern Sicily (Italy), where it is consumed as a salad. For this purpose, LC-ESI/HRMSn analysis of the ethanolic extract was performed, highlighting the occurrence, along with flavonoids, hydroxycinnamic acid derivatives, and oxylipins, of sulfated secondary metabolites, including glucosinolates and various sulfooxy derivatives (e.g., C13 nor-isoprenoids, hydroxyphenyl, and hydroxybenzoic acid derivatives), most of which were never reported before in the Brassicaeae family or in the Diplotaxis genus. Following ethnomedicinal information regarding this species used for the treatment of various pathologies such as diabetes and hypercholesterolemia, D. harra ethanolic extract was evaluated for its antioxidant potential using different in vitro tests such as 2,2-diphenyl-1-picrylhydrazyl, 2,2\'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid), Ferric Reducing Ability Power, and β-carotene bleaching tests. The inhibitory activity of carbohydrate-hydrolyzing enzymes (α-amylase and α-glucosidase) and pancreatic lipase was also assessed. In the 2,2\'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid assay, an IC50 value comparable to the positive control ascorbic acid (2.87 vs. 1.70 μg/mL, respectively) was obtained. The wild-wall rocket salad extract showed a significant α-amylase inhibitory effect. Obtained results indicate that Sicilian wild-wall rocket contains phytochemicals that can prevent hyperglycemia, hyperlipidemia, and obesity.
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  • 文章类型: Journal Article
    这项研究确定了植物紫外线B辐射(UV-B)光感受器的功能作用,在自然条件下使用大规模“同步遗传扰动田间试验”的抗紫外线因子8(UVR8)。实验室实验已证明UVR8在UV-B反应中的作用,但并未反映室外条件的复杂性,其中“基因型×环境”相互作用可以掩盖实验室观察到的反应。拟南芥敲除突变体,uvr8-7和相应的Wassilewskija野生型,同一天在欧洲21个地方播种,范围从北纬39°到北纬67°。监测生长和气候数据直到抽苔。在螺栓连接开始时,玫瑰花结大小,干重,并对酚类和硫代葡萄糖苷进行了定量。uvr8-7突变体产生了较大的玫瑰花结,并且含有较少的山奈酚糖苷,槲皮素糖苷和羟基肉桂酸衍生物比野生型在所有地方,证明UVR8在现场条件下的作用。紫外线对玫瑰花结大小和山奈酚苷含量的影响是UVR8依赖性的,但独立于纬度。相比之下,野生型和uvr8-7总槲皮素苷的差异,槲皮素与山奈酚的比例随着纬度的增加而降低,也就是说,更可变的UV响应。因此,应用的大规模同步方法证明了UVR8在自然条件下的位置依赖性功能作用。
    This study determines the functional role of the plant ultraviolet-B radiation (UV-B) photoreceptor, UV RESISTANCE LOCUS 8 (UVR8) under natural conditions using a large-scale \'synchronized-genetic-perturbation-field-experiment\'. Laboratory experiments have demonstrated a role for UVR8 in UV-B responses but do not reflect the complexity of outdoor conditions where \'genotype × environment\' interactions can mask laboratory-observed responses. Arabidopsis thaliana knockout mutant, uvr8-7, and the corresponding Wassilewskija wild type, were sown outdoors on the same date at 21 locations across Europe, ranging from 39°N to 67°N latitude. Growth and climatic data were monitored until bolting. At the onset of bolting, rosette size, dry weight, and phenolics and glucosinolates were quantified. The uvr8-7 mutant developed a larger rosette and contained less kaempferol glycosides, quercetin glycosides and hydroxycinnamic acid derivatives than the wild type across all locations, demonstrating a role for UVR8 under field conditions. UV effects on rosette size and kaempferol glycoside content were UVR8 dependent, but independent of latitude. In contrast, differences between wild type and uvr8-7 in total quercetin glycosides, and the quercetin-to-kaempferol ratio decreased with increasing latitude, that is, a more variable UV response. Thus, the large-scale synchronized approach applied demonstrates a location-dependent functional role of UVR8 under natural conditions.
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  • 文章类型: Journal Article
    芥子油苷(GSL)是十字花科物种响应非生物和生物胁迫而产生的防御性次生代谢产物。GSL化合物的生物合成和GSL相关基因的表达受到内源性信号的高度调节(即,生物钟)和环境线索,如温度,光,和病原体。然而,光信号影响GSL代谢的详细机制仍然知之甚少。在这项研究中,我们发现一个光信号因素,延长的下叶5(HY5),在拟南芥(拟南芥)的光照条件下参与了GSL含量的调节。在hy5-215突变体中,与野生型植物相比,GSL途径基因的转录水平显著上调.在hy5-215突变体中,GSL化合物的含量也大幅增加,而35S::HY5-GFP/hy5-215转基因品系表现出与WT植物相当的GSL相关转录物和GSL含量水平。HY5与组蛋白脱乙酰酶9(HDA9)物理相互作用并结合MYB29和IMD1的近端启动子区抑制脂肪族GSL生物合成过程。这些结果表明,HY5在白天抑制GSL积累,从而在拟南芥植物中每天适当调节GSL含量。
    Glucosinolates (GSLs) are defensive secondary metabolites produced by Brassicaceae species in response to abiotic and biotic stresses. The biosynthesis of GSL compounds and the expression of GSL-related genes are highly modulated by endogenous signals (i.e., circadian clocks) and environmental cues, such as temperature, light, and pathogens. However, the detailed mechanism by which light signaling influences GSL metabolism remains poorly understood. In this study, we found that a light-signaling factor, ELONGATED HYPOCOTYL 5 (HY5), was involved in the regulation of GSL content under light conditions in Arabidopsis (Arabidopsis thaliana). In hy5-215 mutants, the transcript levels of GSL pathway genes were substantially upregulated compared with those in wild-type plants. The content of GSL compounds was also substantially increased in hy5-215 mutants, whereas 35S::HY5-GFP/hy5-215 transgenic lines exhibited comparable levels of GSL-related transcripts and GSL content to those in WT plants. HY5 physically interacts with HISTONE DEACETYLASE9 (HDA9) and binds to the proximal promoter region of MYB29 and IMD1 to suppress aliphatic GSL biosynthetic processes. These results demonstrate that HY5 suppresses GSL accumulation during the daytime, thus properly modulating GSL content daily in Arabidopsis plants.
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  • 文章类型: Journal Article
    在这项研究中,使用Acquity超高效液相色谱(UPLC-ESI-MS/MS)研究了134种大白菜叶片中主要芥子油苷的变异性。总共对20种芥子油苷进行了分析,其中葡糖油菜素和葡萄糖苷被鉴定为种质中主要的芥子油苷。这两种芥子油苷的平均浓度水平高于1000.00μmol/kgDW。基于主成分分析,在得分图中,IT186728,IT120044,IT221789,IT100417,IT278620,IT221754和IT344740与其余部分分开。这些种质显示出较高的总芥子油苷含量。基于VIP的价值观,13种化合物被鉴定为对种质变异最有影响和负责。Sinigrin(r=0.73),葡萄糖素(r=0.78),葡萄糖拉西纳平(r=0.70),表progoitrin(r=0.73),progoitrin(r=0.74),在p<0.001时,葡萄糖氨酯素(r=0.67)均与总芥子油苷呈强正相关。这表明这些化合物中的每一种对各种种质的总芥子油苷含量具有显著影响。这项研究为大白菜中芥子油苷的代谢多样性提供了有价值的见解,为根据消费者偏好和营养需求定制的品种提供潜力。
    In this study, the variability of major glucosinolates in the leaf lamina of 134 Chinese cabbage accessions was investigated using Acquity ultra-performance liquid chromatography (UPLC-ESI-MS/MS). A total of twenty glucosinolates were profiled, of which glucobrassicanapin and gluconapin were identified as the predominant glucosinolates within the germplasm. These two glucosinolates had mean concentration levels above 1000.00 μmol/kg DW. Based on the principal component analysis, accessions IT186728, IT120044, IT221789, IT100417, IT278620, IT221754, and IT344740 were separated from the rest in the score plot. These accessions exhibited a higher content of total glucosinolates. Based on the VIP values, 13 compounds were identified as the most influential and responsible for variation in the germplasm. Sinigrin (r = 0.73), gluconapin (r = 0.78), glucobrassicanapin (r = 0.70), epiprogoitrin (r = 0.73), progoitrin (r = 0.74), and gluconasturtiin (r = 0.67) all exhibited a strong positive correlation with total glucosinolate at p < 0.001. This indicates that each of these compounds had a significant influence on the overall glucosinolate content of the various accessions. This study contributes valuable insights into the metabolic diversity of glucosinolates in Chinese cabbage, providing potential for breeding varieties tailored to consumer preferences and nutritional demands.
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  • 文章类型: Journal Article
    Kales(Brassicaoleraceaconvarachala)生长迅速,营养多叶蔬菜是全年室内养殖的理想选择。然而,选择在人工照明下生长的最佳品种需要对不同羽衣甘蓝类型的叶片代谢有更深入的了解。在这里,我们在中等生长光(130µmol光子m-1s-1/22°C)和高光(800µmol光子m-1s-1/26°C)下检查了卷曲的叶子品种半高和乳汁型品种BlackMagic。条件。这些条件诱导了营养重要代谢物的基因型依赖性差异,尤其是花色苷和芥子油苷(GSL),在羽衣甘蓝品种中。在浅绿色的半高,在高光照条件下的生长不会引起色素沉着或总GSL含量的变化。相比之下,由于花青素积累的增加,黑魔法的紫色色素沉着加剧。BlackMagic在强光条件下显示出吲哚GSL的数量减少,脂肪族GSL的数量增加,在单个GSL物种中具有明显的品种特异性调整。代谢物谱的相关分析表明,丝氨酸生物合成与吲哚GSL的产生之间具有品种特异性的代谢相互作用。RNA测序鉴定了编码代谢酶和花青素和GSL生物合成背后的调节成分的候选基因。这些发现提高了人们对羽衣甘蓝品种叶片代谢及其对营养品质影响的认识。
    Kales (Brassica oleracea convar acephala) are fast-growing, nutritious leafy vegetables ideal for year-round indoor farming. However, selection of best cultivars for growth under artificial lighting necessitates a deeper understanding of leaf metabolism in different kale types. Here we examined a curly leaved cultivar Half Tall and a lacinato type cultivar Black Magic under moderate growth light (130 µmol photons m-1s-1/22°C) and high light (800 µmol photons m-1s-1/26°C) conditions. These conditions induced genotype-dependent differences in nutritionally important metabolites, especially anthocyanins and glucosinolates (GSLs), in the kale cultivars. In the pale green Half Tall, growth under high light conditions did not induce changes in either pigmentation or total GSL content. In contrast, the purple pigmentation of Black Magic intensified due to increased anthocyanin accumulation. Black Magic showed reduced amounts of indole GSLs and increased amounts of aliphatic GSLs under high light conditions, with notable cultivar-specific adjustments in individual GSL species. Correlation analysis of metabolite profiles suggested cultivar-specific metabolic interplay between serine biosynthesis and the production of indole GSLs. RNA sequencing identified candidate genes encoding metabolic enzymes and regulatory components behind anthocyanin and GSL biosynthesis. These findings improve the understanding of leaf metabolism and its effects on the nutritional quality of kale cultivars.
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