基于转录组和代谢组分析马齿苋根茎叶中类黄酮代谢

为获取马齿苋(Portulaca oleracea)类黄酮相关成分及其合成酶基因信息,该实验以马齿苋根、茎和叶为材料,进行代谢组学和转录组学联合分析,并从中选取6个差异表达基因进行qRT-PCR验证分析。结果显示:(1)代谢组分析发现,在马齿苋根、茎和叶中共获得32个类黄酮相关化合物,包括3个异黄酮、8个黄酮醇、11个黄酮、3个黄烷酮、5个黄烷醇和2个花青素,其中20种类黄酮化合物在马齿苋根、茎和叶部含量接近,而另外12种在不同部位含量差异明显。(2)转录组分析发现,在马齿苋根、茎和叶中共获得93条类黄酮主要合成酶基因簇信息,包括20条CHS、3条CHI、7条F3H、2条ANS、11条IFS、21条F3′H、2条F3′5′H、2条DFR、2条ANR、1条LAR和22条UF3GT。(3)qRT-PCR结果显示,所获取的6个参与类黄酮合成的酶基因,在马齿苋根、茎和叶中上下调表达趋势与转录组测序结果完全一致,但不同合成酶基因差异表达倍数不完全相同。研究表明,在马齿苋根、茎和叶中存在大量的类黄酮化合物及其合成酶基因,但不同类黄酮成分在不同部位含量不同,其合成代谢相关酶在不同部位的表达量也存在差异。     

小柴胡黄酮的分离及结构鉴定

本文对贵州产小柴胡(B.tenue Buch.-Ham.ex D.Don)黄酮成分进行了研究。从其乙醇浸膏的水溶性物质中分离出四种黄酮醇类成分。根据光谱分析、衍生物制备、酸水解及理化常数测定,分别鉴定为芸香甙(槲皮素-3-芸香糖甙)、水仙甙(异鼠李素-3-芸香糖甙)、山萘酚和槲皮素。此类成分在该种植物中首次分离得到。     

生长年限对段木栽培鲍姆桑黄子实体营养、活性成分及抗氧化活性的影响

本研究以鲍姆桑黄Sanghuangporus baumii为研究对象,通过测定段木栽培一年生、二年生、三年生子实体粗蛋白质、粗脂肪、粗纤维、氨基酸、多糖、三萜、总黄酮、总酚含量和抗氧化活性（ABTS和FRAP）,探究生长年限对段木栽培桑黄子实体营养、活性成分及抗氧化活性的影响。结果表明,生长年限对上述10个指标均产生了极显著的影响。在粗蛋白质、粗纤维含量上,一年生极显著高于两年生、三年生,粗脂肪为三年生高于二年生、一年生,氨基酸总量则是二年生的高于一年生和三年生。氨基酸中,亮氨酸、异亮氨酸含量差异显著,表现为一年生最高、三年生次之,二年生最低。在多糖含量上,二年生最高,三年生次之,一年生最低;总黄酮、总酚含量和抗氧化活性（ABTS、FRAP）,均为一年生最高,二年生次之,三年生最低;三萜含量,一年生和三年生较高,而二年生较低。相关性分析结果表明,粗蛋白含量与粗脂肪含量极显著负相关,与总黄酮、总酚含量显著正相关;粗纤维含量与多糖含量呈极显著负相关;总黄酮、总酚含量、ABTS自由基清除活性、FRAP活性,两两之间呈显著或极显著正相关;总氨基酸含量、三萜含量与其他指标均相关不显著。研究结果为段木栽培桑黄子实体质量控制、质量标准评价和桑黄产品进一步开发原料的选择提供了科学参考。     

Development of an LC/MS/MS Method for Simultaneous Detection of 11 Polyphenols in Rat Plasma and Its Pharmacokinetic Application after Oral Administration of Coreopsis tinctoria Extract

Eleven polyphenols, classified as flavonoid glycosides, flavonoid aglycones, and phenolic acids, are important bioactive components in the capitula of Coreopsis tinctoria (CCT). Nevertheless, their full pharmacokinetic profiles have not been demonstrated simultaneously. Therefore, a liquid chromatography – tandem mass spectrometry (LC/MS/MS) method was developed in the present work and used it to study the pharmacokinetics of these 11 compounds. We performed LC/MS/MS with a gradient mobile phase composed of water containing 0.1 % formic acid and acetonitrile containing 0.1 % formic acid on a Proshell 120 SB C18 column (2.1 mm×100 mm, 2.7 μm). We achieved a good chromatographic peak shape, resolution, and mass signal response, and multiple reaction monitoring facilitated the simultaneous detection of 11 analytes. In addition, we validated the selectivity, correlation coefficient, precision, extraction recovery, matrix effects, and stability of the LC/MS/MS method to be acceptable for 11 analytes in rat plasma. Subsequently, rats were orally administered with 50 % ethanol eluent of CCT (ECCT). Nine of 11 polyphenols were absorbed quickly (except for QCD and TCA), and their plasma levels peaked within 40 min. The exposure and C_max values of flavonoid glycosides and phenolic acids were lower than those of flavonoid aglycones. This is the first report to demonstrate the pharmacokinetics of 11 polyphenols in ECCT, which may play an important role in future studies of the bioactive components of ECCT and their bioactive mechanisms.     

不同银杏无性系叶药用成分差异及聚类分析

运用HPLC技术分析了54个银杏(Ginkgo biloba)无性系叶总黄酮和萜内酯及其组分含量的差异,并进行了聚类。结果表明,银杏无性系间叶中总黄酮、萜内酯及其组分含量存在遗传变异,且萜内酯及其组分含量的变异系数明显高于总黄酮及其组分。总黄酮含量较高的无性系有18、42、32和50号,其槲皮素、异鼠李素、山奈酚含量均较高。萜内酯含量较高的无性系为13、42、33、51和65号,其银杏内酯A(GA)、银杏内酯B(GB)、银杏内酯C(GC)及白果内酯(BB)含量均较高。通过对总黄酮-萜内酯进行联合复选,显示叶中总黄酮和萜内酯含量均较高的无性系为13、65、33、51、18、32和42号。这些无性系可通过嫁接、扦插直接在银杏采叶园进行推广种植,或作为叶用银杏新品种的育种材料。     

A chemical complementation approach reveals genes and interactions of flavonoids with other pathways

In addition to the classical functions of flavonoids in the response to biotic/abiotic stress conditions, these phenolic compounds have been implicated in the modulation of various developmental processes. These findings suggest that flavonoids are more integral components of the plant signaling machinery than traditionally recognized. To understand how flux through the flavonoid pathway affects plant cellular processes, we used wild‐type and chalcone isomerase mutant (transparent testa 5, tt5) seedlings grown under anthocyanin inductive conditions, in the presence or absence of the flavonoid intermediate naringenin, the product of the chalcone isomerase enzyme. Because flavonoid biosynthetic genes are expressed under anthocyanin inductive conditions regardless of whether anthocyanins are formed or not, this system provides an excellent opportunity to specifically investigate the molecular changes associated with increased flux through the flavonoid pathway. By assessing genome‐wide mRNA accumulation changes in naringenin‐treated and untreated tt5 and wild‐type seedlings, we identified a flavonoid‐responsive gene set associated with cellular trafficking, stress responses and cellular signaling. Jasmonate biosynthetic genes were highly represented among the signaling pathways induced by increased flux through the flavonoid pathway. In contrast to studies showing a role for flavonoids in the control of auxin transport, no effect on auxin‐responsive genes was observed. Taken together, our data suggest that Arabidopsis can sense flavonoids as a signal for multiple fundamental cellular processes.     

Short term citrus flavonoid supplementation of type II diabetic women: no effect on lipoprotein oxidation tendencies

Flavonoids, which are dietary components and have possible drug uses, inhibit lipoprotein oxidation in vitro. The present study considered whether flavonoid supplementation in humans could influence lipoprotein vulnerability to oxidation. Citrus flavonoid supplementation (about 1 g/day, 3 weeks), or placebo, was given to 40 Type II diabetic women, a population prone to oxidative stress. Absorbance spectra of plasma from 4 subjects revealed that some flavonoid absorption occurred. When tested in vitro, a supplement extract, with spectrum peak height similar to that of plasma samples, completely inhibited copper-induced oxidation of very low plus low density lipoproteins. In contrast, neither flavonoid supplementation nor placebo influenced lipoprotein susceptibility to copper-stimulated oxidation in vitro (lag time or propagation rate). Thus, this study demonstrated that increased flavonoid consumption by humans does not necessarily alter lipoprotein susceptibility to oxidation assessed in vitro.     

银杏中营养成分和功能因子的研究进展

银杏含有淀粉、蛋白质、脂类、氨基酸、微量元素等营养成分和银杏多糖、银杏黄酮类化合物、银杏内酯、银杏酸等多种保健功能因子.本文主要介绍了各种营养成分和功能因子的营养和保健功能,并对银杏资源的开发利用进行了分析.     

Flavonoid diversity and geographic endemism in Parthenium

The distribution of 34 flavonoids detected in the North American species of Parthenium indicates that flavonoid diversity and structural types are correlated with biological aspects of different species types. Widespread species occurring in a variety of habitat types are characterized by greater numbers of flavonoids, primarily as the result of flavonoid glycoside diversity; while species which are geographically isolated in limestone or gypsum habitats are characterized by a tendency to depauperate flavonoid patterns with major methylated aglycone components. The possibility that glycosylation is related to self-detoxification and preservation of toxic phenolic potential is discussed. It is shown that parallel chemical adaptations, similar to the well-known parallel morphological adaptations of unrelated species which coexist in certain habitats, may occur     

Identification of Genes Involved in Flavonoid Biosynthesis in Sophora japonica Through Transcriptome Sequencing

Sophora japonica is a traditional Chinese medicinal ingredient that is widely used in the medicine, food, and industrial dye industries. Since flavonoids are the main components of S. japonica, studying the flavonoid composition and content of this plant is important. This study aimed to identify molecules involved in the flavonoid biosynthetic pathways in S. japonica. Deep sequencing was performed, and 85,877,352 clean reads were filtered from 86,095,152 raw reads. The clean reads were spliced to obtain 111,382 unigenes, which were then annotated with NR, GO, KEGG, eggNOG. Differential expression analysis and NR function prediction revealed 18 differentially expressed unigenes associated with 13 enzymes in flavonoid biosynthetic pathways. Our results reveal new insights on secondary metabolite biosynthesis‐related genes in S. japonica and enhance the potential applications of S. japonica in genetic engineering.     

仙人掌的天然活性成分研究回顾

该综述参阅了近 2 0年来国内外有关仙人掌的研究报导和有关书刊 ,对各类仙人掌中的天然活性成分 ,如生物碱类尤其是墨斯卡林、黄酮类如黄酮醇、甾醇类如谷甾醇以及其他成分如油脂、蛋白质、多糖类、微量元素等的研究状况进行了全面地综合和归类 ,对仙人掌的开发应用情况及前景做了细致的分析和展望。     

Flavonoids from the leaves of Cyclanthera pedata: two new malonyl derivatives

Reversed-phase HPLC coupled with electrospray MS has been used for the simultaneous separation and determination of flavonoid metabolites in leaves of Cyclanthera pedata, an edible Peruvian plant mainly used in South America for its anti-inflammatory, hypoglycaemic and hypocholesterolaemic properties. The flavonoid content of the leaves of C. pedata was compared qualitatively and quantitatively with that of the fruits. The isolation and structural characterisation by MS and NMR of two new minor components of the fruits, namely, 6-C-fucopyranosyl-(3-malonyl)-chrysin and 6-C-fucopyranosyl-(4-malonyl)-chrysin, are described.     

Mitochondria accumulate large amounts of quercetin: prevention of mitochondrial damage and release upon oxidation of the extramitochondrial fraction of the flavonoid

Quercetin uptake in Jurkat cells is extremely rapid and associated with a remarkable accumulation of the flavonoid, dependent on its binding to intracellular components. Cell-associated quercetin is biologically active, quantitatively consumed to promote survival in the presence of reactive species, such as peroxynitrite (ONOO^?), or reduction of extracellular oxidants via activation of plasma membrane oxidoreductases. In alternative, quercetin is very slowly released upon post-incubation in drug-free medium, an event significantly accelerated by extracellular albumin. Quercetin uptake is also observed in isolated mitochondria, resulting in an enormous accumulation of the flavonoid, consumed under conditions associated with prevention of lipid peroxidation induced by ONOO^?. Interestingly, remarkable quercetin accumulation is also detected in the mitochondria isolated from quercetin-pre-loaded cells, and exposure to either ONOO^? or extracellular oxidants caused the parallel loss of both the mitochondrial and cytosolic fractions of the flavonoid. In conclusion, Jurkat cells accumulate large amounts of quercetin and even larger amounts of the flavonoid further accumulate in their mitochondria. Intramitochondrial quercetin appears to be functional for prevention of mitochondrial damage as well as for redistribution to the cytosol, when the fraction of the flavonoid therein retained is progressively consumed either by cell-permeant oxidants or by activation of plasma membrane oxidoreductases.     

Identification of flavonols in leaves of Maytenus ilicifolia and M. aquifolium (Celastraceae) by LC/UV/MS analysis

A comparative analysis of the flavonoid components of the leaves of two medicinal plants known in Brazil as "espinheira santa", namely, Maytenus ilicifolia Mart. ex Reiss. and M. aquifolium Mart. (Celastraceae), and a hybrid plant, M. aquifoliumxM. ilicifolia, has been carried out using high-performance liquid chromatography coupled with photodiode array UV detection and mass spectrometry. One methoxyflavonoid glycoside and 18 flavonol-3-O-glycosides were identified in the extracts on the basis of their on-line UV spectra (measured in the absence and presence of shift reagents) and multiple stage mass spectral data. Fingerprint analysis of the flavonoid extracts revealed significant differences in the profiles of the two Maytenus species, while the hybrid plant contained flavonoids found in both parent species.     

The flavonoid chemistry of the genusTrillium

Four flavonol glycosides (Fig.1) were isolated from the leaves ofTrillium tschonoskii Maxim. By means of UV, NMR, and mass spectral analyses, they were identified to be acetylated kaempferol 3-O-arabinosylgalactoside (TK-1), kaempferol 3-O-arabinosylgalactoside (TK-2), acetylated quercetin 3-O-arabinosylgalactoside (TQ-1) and quercetin 3-O-arabinosylgalactoside (TQ-2). High performance liquid chromatography (HPLC) profiles of 172 specimens ofT. tschonoskii collected from nine different places in Japan were grouped into three different types based on the flavonoid components: type I and type II containing TK-1 and TQ-1, and TK-2 and TQ-2, respectively, as main component, and type III containing all of four flavonol glycosides. Those results show that the intraspecific variation ofT. tschonoskii with different geographical distribution has not only been found by the analysis of karyotype, but also that of flavonoid components.     

Metabolomics and transcriptomics provide insights into the flavonoid biosynthesis pathway in the roots of developing Aster tataricus

Journal of Plant Research - Aster tataricus (L.) is an important medicinal plant in China. Its roots are rich in flavonoids, the main medicinal components. However, the molecular basis of flavonoid...     

Evaluation of antioxidant and antimicrobial activities and characterization of bioactive components of two Brazilian propolis samples using a pKa-guided fractionation

The ethanolic extracts of two Brazilian propolis samples were submitted to a fractionation procedure based on the pKa values of their components. The fractions obtained were evaluated for their antimicrobial activity against Staphylococcus aureus as well as for their antioxidant properties (reduction of DPPH radical). Their phenolic and flavonoid contents were measured spectrophotometrically, in order to establish the correlations between these contents and the measured activities. Further, the most active fractions of both extracts were analyzed by HRGC-MS and about twenty compounds could be characterized. Among them were 3-prenyl-4-hydroxycinnamic acid (drupanin) and 3,5-diprenyl-4-hydroxycinnamic acid (artepillin C), which seem to be the major antioxidant components of the bioactive fractions.