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1.
Molecules ; 30(2)2025 Jan 19.
Artigo em Inglês | MEDLINE | ID: mdl-39860275

RESUMO

Watercress (Nasturtium officinale), a freshwater aquatic plant in the Brassicaceae family, is characterized by its high content of specialized metabolites, including flavonoids, glucosinolates, and isothiocyanates. Traditionally, commercial cultivation is conducted in submerged beds using river or spring water, often on soil or gravel substrates. However, these methods have significant environmental impacts, such as promoting eutrophication due to excessive fertilizer use and contaminating water sources with pesticides. This study aimed to explore two emerging cultivation strategies, i.e., hydroponics and aquaponics, to grow watercress and evaluate its specialized metabolite content using an untargeted metabolomic approach. The goal was to characterize metabolic profiles, identify component variations, and assess changes in metabolite accumulation at two harvest times. Two culture systems (hydroponic and aquaponic) and two harvest stages ('baby leaf' and traditional harvest) were examined. The results revealed 23 key metabolites, predominantly glucosinolates and flavonoids, that significantly influenced the metabolic profile discrimination, with the aquaponic system yielding the highest diversity and relative abundance of metabolites (variable importance in the projection (VIP) > 1). Important condition-related compounds were identified via cross-validation (area under the curve (AUC) > 0.7), including isorhamnetin sophoroside-glucoside and gluconasturtiin at the traditional harvest in the hydroponic system and glucoarabin at the 'baby leaf' stage in the aquaponic system. These findings highlight the potential of aquaponic and hydroponic systems as sustainable alternatives for watercress cultivation, offering environmental benefits and enhanced metabolite quality.


Assuntos
Hidroponia , Metaboloma , Nasturtium , Folhas de Planta , Nasturtium/metabolismo , Nasturtium/química , Folhas de Planta/metabolismo , Folhas de Planta/química , Metabolômica/métodos , Flavonoides/metabolismo , Flavonoides/análise , Glucosinolatos/metabolismo , Glucosinolatos/análise
2.
J Agric Food Chem ; 73(2): 1725-1738, 2025 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-39811928

RESUMO

Phenolic compounds (PC) were analyzed by UHPLC-ESI-QTOF-MSE in two sorghum genotypes, harvested in two growing seasons (GS) at five distinct days after flowering (DAF) to evaluate how genotype/GS influences the PC synthesis and antioxidant capacity during grain growth. Total phenolic contents were strongly correlated with antioxidant capacity (r > 0.9, p < 0.05). Globally, 97 PC were annotated, including 20 PC found irrespective of the grain developmental stage and genotype/GS. The phenolic profile clearly differs between stages: phenolic acids were the most abundant class in early stages (50%), and flavonoid accumulation becomes predominant in late ones (3/5 of total ion abundance). Dimeric and trimeric tannins were identified even in 10DAF grains. Chemometry revealed great PC variability between genotypes (27%) and important biomarkers of GS differentiation (e.g., ferulic acid). This work can input open databases of PC and paves the way to understand biosynthetic pathways of PC in sorghum and future sorghum selection.


Assuntos
Antioxidantes , Metabolômica , Fenóis , Sorghum , Sorghum/metabolismo , Sorghum/crescimento & desenvolvimento , Sorghum/química , Sorghum/genética , Antioxidantes/metabolismo , Antioxidantes/química , Fenóis/metabolismo , Fenóis/química , Cromatografia Líquida de Alta Pressão , Sementes/crescimento & desenvolvimento , Sementes/química , Sementes/metabolismo , Sementes/genética , Extratos Vegetais/química , Extratos Vegetais/metabolismo , Genótipo , Flavonoides/metabolismo , Flavonoides/química
3.
Bol. latinoam. Caribe plantas med. aromát ; 23(6): 823-838, nov. 2024. ilus, tab
Artigo em Inglês | LILACS | ID: biblio-1579067

RESUMO

The Lamiaceae family is rich in secondary metabolites, such as essential oils comprising flavonoids, phenolic compounds, and terpenoids. Micronutrients play a crucial role in plant metabolism and secondary metabolites production. This review summarizes and emphasizes the significance of foliar micronutrient nutrition in facilitating the accumulation of secondary metabolites in the Lamiaceae family, based on research literature from 2010 to 2023 using dependable databases like Scopus, Google Scholar, PubMed, and Science Direct. Spraying micronutrients notably enhanced the biosynthesis of various secondary metabolites in Lamiaceae species, especially for nutrients that do not move easily (Fe, Zn, Mn, Cu, B, and Si). Using nano-micronutrients as foliar application on Lamiaceae medicinal plants was more effective than traditional soil treatment. This review highlighted the importance of additional investigation on Cerium, Titanium, and Boron. Genera such as Lavandula, Satureja, Origanum, Lippia, and Hyssopus require more research in the future.


La familia Lamiaceae es rica en metabolitos secundarios, como aceites esenciales que comprenden flavonoides, compuestos fenólicos y terpenoides. Los micronutrientes desempeñan un papel crucial en el metabolismo de las plantas y la producción de metabolitos secundarios. Esta revisión resume y enfatiza la importancia de la nutrición foliar de micronutrientes para facilitar la acumulación de metabolitos secundarios en la familia Lamiaceae, basándose en la literatura de investigación de 2010 a 2023 utilizando bases de datos confiables como Scopus, Google Scholar, PubMed y Science Direct. La pulverización de micronutrientes mejoró notablemente la biosíntesis de varios metabolitos secundarios en especies de Lamiaceae, especialmente para nutrientes que no se mueven fácilmente (Fe, Zn, Mn, Cu, B y Si). El uso de nano-micronutrientes como aplicación foliar en plantas medicinales de Lamiaceae fue más efectivo que el tratamiento tradicional del suelo. Esta revisión resaltó la importancia de investigaciones adicionales sobre Cerio, Titanio y Boro. Géneros como Lavandula, Satureja, Origanum, Lippia y Hyssopus requieren más investigación en el futuro.


Assuntos
Lamiaceae/crescimento & desenvolvimento , Lamiaceae/metabolismo , Flavonoides/metabolismo , Lamiaceae/química
4.
PLoS One ; 19(10): e0306680, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-39361591

RESUMO

Cocoa (Theobroma cacao L.) is the basic raw material to produce chocolate and other derivatives such as cocoa butter, cocoa powder and cocoa liquor (cocoa paste), which requires a fermentation process that affects its chemical composition and sensory profile. The objective of this study was to monitor the biochemical, physical and sensory changes during fermentation of cocoa beans in cocoa bean processing plants in the department of Caquetá, Colombia. During fermentation, the temperature of the mass and the pH of the pulp and beans were monitored at the different cocoa bean processing plants (Sites ASOACASAN ASA, COMICACAO CMI, COMCAP COC). Also, at two points during fermentation (days 4 and 7), physical properties of the bean were determined, such as variables related to bromatological composition, polyphenolic compounds and antioxidant activity as sensory attributes at the different sites. An increase in dough temperature was found, however the pH of the cotyledon decreased during the fermentation process and the fat and moisture content varied with fermentation time. At the site level, total polyphenol content (TPC), total flavonoids (TF), 1,1-diphenyl-2-picrylhydrazil (DPPH) and ferric reducing antioxidant power (FRAP) contents were statistically different, with COC being different from the other sites. The TPC was higher at the COC site (507 mg gallic acid equivalent GAE/g Cocoa) with respect to the other sites (< 360 mg GAE/g Cocoa). The TF content followed a similar behavior to TPC, with significant differences between sites and differences between fermentation times for ASA. The TF was higher in COC (309.1 mg catechin/g cocoa) with respect to CMI (215.6 mg catechin/g cocoa) and ASA (185.7 mg catechin/g cocoa). Values in DPPH ranged from 5869.3 to 7781.8 µmol Trolox/g cocoa and for the FRAP assay ranged from 369.8 to 606.7 mg ascorbic acid AA/g cocoa among the sites. It was found that the time and management of the fermentation process has a significant impact on the parameters (biochemical, physical and sensory) of cocoa beans. Therefore, it is necessary to standardize the fermentation process to achieve a quality product that meets the needs of the market.


Assuntos
Antioxidantes , Cacau , Fermentação , Polifenóis , Cacau/química , Cacau/metabolismo , Colômbia , Polifenóis/análise , Polifenóis/metabolismo , Antioxidantes/análise , Antioxidantes/metabolismo , Humanos , Flavonoides/análise , Flavonoides/metabolismo , Concentração de Íons de Hidrogênio , Paladar , Sementes/química , Sementes/metabolismo , Chocolate/análise
5.
BMC Plant Biol ; 24(1): 916, 2024 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-39354389

RESUMO

The Andean domesticated common beans (Phaseolus vulgaris) are significant sources of phenolic compounds associated with health benefits. However, the regulation of biosynthesis of these compounds during bean seed development remains unclear. To elucidate the gene expression patterns involved in the regulation of the flavonoid pathway, we conducted a transcriptome analysis of two contrasting Chilean varieties, Negro Argel (black bean) and Coscorron (white bean), at three developmental stages associated with seed color change, as well as different flavonoid compound accumulations. Our study reveals that phenolic compound synthesis initiates during seed filling, although it exhibits desynchronization between both varieties. We identified 10,153 Differentially Expressed Genes (DEGs) across all comparisons. The KEGG pathway 'Flavonoid biosynthesis' showed enrichment of induced DEGs in Negro Argel (PV172), consistent with the accumulation of delphinidin, petunidin, and malvidin hexosides in their seeds, while catechin glucoside, procyanidin and kaempferol derivatives were predominantly detected in Coscorrón (PV24). Furthermore, while the flavonoid pathway was active in both varieties, our results suggest that enzymes involved in the final steps, such as ANS and UGT, were crucial, inducing anthocyanin formation in Negro Argel. Additionally, during active anthocyanin biosynthesis, the accumulation of reserve proteins or those related to seed protection and germination was induced. These findings provide valuable insights and serve as a guide for plant breeding aimed at enhancing the health and nutritional properties of common beans.


Assuntos
Flavonoides , Perfilação da Expressão Gênica , Phaseolus , Sementes , Sementes/genética , Sementes/metabolismo , Sementes/crescimento & desenvolvimento , Phaseolus/genética , Phaseolus/metabolismo , Flavonoides/biossíntese , Flavonoides/metabolismo , Regulação da Expressão Gênica de Plantas , Transcriptoma
6.
Sci Rep ; 14(1): 20050, 2024 08 29.
Artigo em Inglês | MEDLINE | ID: mdl-39209929

RESUMO

Nothofagus antarctica (G.Forst.) Oerst. (Ñire) leaves are a valuable source of (poly)phenolic compounds and represent a high-value non-timber product from Patagonian forests. However, information on the variability of their chemical profile is limited or non-existent. The aim of this study was to evaluate the (poly)phenolic variability in Ñire leaf infusions. To this end, different tree populations growing under different temperature regimes and soil characteristics were considered. Interestingly, a cup of Ñire leaf infusion could be considered as a rich source of quercetin. Significant differences in the (poly)phenolic content, especially in flavonoid conjugates and cinnamic acids, were found among the populations studied. These results suggest metabolic variability among the forests studied, which could be related to the species response to its growing conditions, and also provide some clues about the performance of N. antarctica under future climate scenarios. The N. antarctica forests growing in environments with lower frequency of cold and heat stress and high soil fertility showed better infusion quality. This study showed how a South American beech interacts with its local environment at the level of secondary metabolism. In addition, the information obtained is useful for defining forest management strategies in the Patagonian region.


Assuntos
Fagus , Folhas de Planta , Folhas de Planta/metabolismo , Folhas de Planta/química , Fagus/metabolismo , Fagus/crescimento & desenvolvimento , Solo/química , Florestas , Temperatura , Fenóis/análise , Fenóis/metabolismo , Flavonoides/análise , Flavonoides/metabolismo
7.
Sci Rep ; 14(1): 17008, 2024 07 24.
Artigo em Inglês | MEDLINE | ID: mdl-39043896

RESUMO

Flavonoids are compounds that result from the secondary metabolism of plants and play a crucial role in plant development and mitigating biotic and abiotic stresses. The highest levels of flavonoids are found in legumes such as soybean. Breeding programs aim to increase desirable traits, such as higher flavonoid contents and vigorous seeds. Soybeans are one of the richest sources of protein in the plant kingdom and the main source of flavonoid derivatives for human health. In view of this, the hypothesis of this study is based on the possibility that the concentration of isoflavones in soybean seeds contributes to the physiological quality of the seeds. The aim of this study was to analyze the content of flavonoids in soybean genotypes and their influence on the physiological quality of the seeds. Seeds from thirty-two soybean genotypes were obtained by carrying out a field experiment during the 2021/22 crop season. The experimental design was randomized blocks with four replications and thirty-two F3 soybean populations. The seeds obtained were subjected to germination, first germination counting, electrical conductivity and tetrazolium vigor and viability tests. After drying and milling the material from each genotype, liquid chromatography analysis was carried out to obtain flavonoids, performed at UPLC level. Data were submitted to analysis of variance and, when significant, the means were compared using the Scott-Knott test at 5% probability. The results found here show the occurrence of genotypes with higher amounts of flavonoids when compared to their peers. The flavonoid FLVD_G2 had the highest concentration and differed from the others. Thus, we can assume that the type and concentration of flavonoids does not influence the physiological quality of seeds from different soybean genotypes, but it does indirectly contribute to viability and vigor, since the genotypes with the highest FLVD_G2 levels had better FGC values. The findings indicate that there is a difference between the content of flavonoids in soybean genotypes, with a higher content of genistein. The content of flavonoids does not influence the physiological quality of seeds, but contributes to increasing viability and vigor.


Assuntos
Flavonoides , Genótipo , Germinação , Glycine max , Sementes , Glycine max/genética , Glycine max/metabolismo , Glycine max/crescimento & desenvolvimento , Sementes/genética , Flavonoides/análise , Flavonoides/metabolismo , Isoflavonas/análise , Isoflavonas/metabolismo
8.
J Agric Food Chem ; 72(34): 19197-19218, 2024 Aug 28.
Artigo em Inglês | MEDLINE | ID: mdl-38803291

RESUMO

Cereal grains play an important role in human health as a source of macro- and micronutrients, besides phytochemicals. The metabolite diversity was investigated in cereal crops and their milling fractions by untargeted metabolomics ultra-high-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) of 69 samples: 7 species (barley, oat, pearl millet, rye, sorghum, triticale, and wheat), 23 genotypes, and 4 milling fractions (husk, bran, flour, and wholegrain). Samples were also analyzed by in vitro antioxidant activity. UHPLC-MS/MS signals were processed using XCMS, and metabolite annotation was based on SIRIUS and GNPS libraries. Bran and husk showed the highest antioxidant capacity and phenolic content/diversity. The major metabolite classes were phenolic acids, flavonoids, fatty acyls, and organic acids. Sorghum, millet, barley, and oats showed distinct metabolite profiles, especially related to the bran fraction. Molecular networking and chemometrics provided a comprehensive insight into the metabolic profiling of cereal crops, unveiling the potential of coproducts and super cereals such as sorghum and millet as sources of polyphenols.


Assuntos
Antioxidantes , Grão Comestível , Espectrometria de Massas em Tandem , Antioxidantes/metabolismo , Antioxidantes/química , Antioxidantes/análise , Grão Comestível/química , Grão Comestível/metabolismo , Cromatografia Líquida de Alta Pressão , Sorghum/química , Sorghum/metabolismo , Avena/química , Avena/metabolismo , Avena/genética , Triticum/química , Triticum/metabolismo , Triticum/genética , Flavonoides/metabolismo , Flavonoides/análise , Flavonoides/química , Extratos Vegetais/química , Extratos Vegetais/metabolismo , Milhetes/química , Milhetes/metabolismo , Milhetes/genética , Hordeum/química , Hordeum/metabolismo , Hordeum/genética , Sementes/química , Sementes/metabolismo , Metabolômica , Produtos Agrícolas/química , Produtos Agrícolas/metabolismo , Produtos Agrícolas/genética
9.
Chem Biodivers ; 21(11): e202400679, 2024 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-38822223

RESUMO

Banisteriopsis (Malpighiaceae) is an important genus of neotropical savannas with related biological and medicinal activities but under-explored metabolomic profiles. We present a chemometric analysis for discriminating secondary metabolites of three species of Banisteriopsis (B. laevifolia, B. malifolia, and B. stellaris) leaves. Initially, each species was separately extracted with ethanol:water (4 : 1, v/v) and analysed by Ultra Performance Liquid Chromatography coupled with Mass Spectrometry (UPLC-MS/MS). The chromatographic profiles were subjected to Global Natural Product Social (GNPS) and Partial Least Squares Discriminant Analysis (PLS-DA). Eighty-nine compounds (cosine≥0.90) were annotated, including flavonoids, phenolics, and acids. The chemometric analysis (VIP Score) showed each species' relative concentration of the more relevant compounds. In addition, four compounds that discriminate the metabolomic profiles of B. laevifolia, B. malifolia, and B. stellaris were identified by PLS-DA.


Assuntos
Malpighiaceae , Espectrometria de Massas em Tandem , Cromatografia Líquida de Alta Pressão , Malpighiaceae/química , Malpighiaceae/metabolismo , Folhas de Planta/química , Folhas de Planta/metabolismo , Flavonoides/química , Flavonoides/metabolismo , Flavonoides/isolamento & purificação , Fenóis/química , Fenóis/metabolismo , Quimiometria , Metabolômica , Análise Discriminante , Análise dos Mínimos Quadrados , Espectrometria de Massa com Cromatografia Líquida
10.
Food Res Int ; 187: 114426, 2024 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-38763676

RESUMO

Germination is a process that enhances the content of health-promoting secondary metabolites. However, the bioaccessibility of these compounds depends on their stability and solubility throughout the gastrointestinal tract. The study aimed to explore how germination time influences the content and bioaccessibility of γ-aminobutyric acid and polyphenols and antioxidant capacity of lupin (Lupinus angustifolius L.) sprouts during simulated gastrointestinal digestion. Gamma-aminobutyric acid showed a decrease following gastrointestinal digestion (GID) whereas phenolic acids and flavonoids exhibited bioaccessibilities of up to 82.56 and 114.20%, respectively. Although the digestion process affected the profile of phenolic acids and flavonoids, certain isoflavonoids identified in 7-day sprouts (G7) showed resistance to GID. Germination not only favored antioxidant activity but also resulted in germinated samples exhibiting greater antioxidant properties than ungerminated counter parts after GID. Intestinal digests from G7 did not show cytotoxicity in RAW 264.7 macrophages, and notably, they showed an outstanding ability to inhibit the production of reactive oxygen species. This suggests potential benefit in mitigating oxidative stress. These findings contribute to understand the dynamic interplay between bioprocessing and digestion in modulating the bioaccessibility of bioactive compounds in lupin, thereby impacting health.


Assuntos
Antioxidantes , Disponibilidade Biológica , Digestão , Germinação , Lupinus , Lupinus/metabolismo , Lupinus/química , Antioxidantes/metabolismo , Germinação/efeitos dos fármacos , Camundongos , Células RAW 264.7 , Animais , Polifenóis/metabolismo , Flavonoides/análise , Flavonoides/metabolismo , Ácido gama-Aminobutírico/metabolismo , Espécies Reativas de Oxigênio/metabolismo , Hidroxibenzoatos/metabolismo , Hidroxibenzoatos/análise , Trato Gastrointestinal/metabolismo
11.
Braz J Microbiol ; 55(2): 1117-1129, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38647869

RESUMO

Global food production faces challenges concerning access to nutritious and sustainably produced food. Pleurotus djamor, however, is an edible mushroom that can be cultivated on agricultural waste. Considering that nutritional and functional potential of mushrooms can change based on cultivation conditions, we examined the influence of substrates with different compositions of banana leaf and sugarcane bagasse on the nutritional, mycochemical, and antioxidant properties of P. djamor. The mushrooms were grown for 120 days and dried in a circulating air oven at 45 °C for three days. We conducted bromatological analyses and mycochemical characterization (1H-NMR, total phenolics, and flavonoids) of the mushrooms and assayed the antioxidant activity of extracts from the dried mushrooms using an ethanol/water solution (70:30 v/v). In general, the substrates produced mushrooms with high protein (18.77 ± 0.24% to 17.80 ± 0.34%) and dietary fiber content (18.02 ± 0.05% to 19.32 ± 0.39%), and with low lipid (0.28 + 0.08% to 0.4 + 0.6%), and caloric content (maximum value: 258.42 + 8.49), with no significant differences between the groups (p ≥ 0.05). The mushrooms also exhibited high levels of total phenolics and flavonoids. The mushrooms cultivated on sugarcane bagasse substrates presented the highest values (p < 0.05). Analysis of the 1H-NMR spectra indicates an abundant presence of heteropolysaccharides, ß-glucans, α-glucans, and oligosaccharides, and all the mushroom extracts exhibited high antioxidant activity. In conclusion, our study demonstrates that agricultural residues permit sustainable production of edible mushrooms while maintaining nutritional and functional properties.


Assuntos
Antioxidantes , Celulose , Musa , Folhas de Planta , Pleurotus , Saccharum , Pleurotus/metabolismo , Pleurotus/química , Pleurotus/crescimento & desenvolvimento , Saccharum/química , Saccharum/metabolismo , Antioxidantes/metabolismo , Antioxidantes/química , Musa/química , Folhas de Planta/química , Celulose/metabolismo , Valor Nutritivo , Flavonoides/metabolismo , Flavonoides/análise , Fenóis/metabolismo , Agricultura/métodos
12.
J Proteome Res ; 23(8): 3108-3123, 2024 Aug 02.
Artigo em Inglês | MEDLINE | ID: mdl-38648199

RESUMO

The expansion of agriculture and the need for sustainable practices drives breeders to develop plant varieties better adapted to abiotic stress such as nutrient deficiency, which negatively impacts yields. Phosphorus (P) is crucial for photosynthesis and plant growth, but its availability in the soil is often limited, hampering crop development. In this study, we examined the response of two popcorn inbred lines, L80 and P7, which have been characterized previously as P-use inefficient and P-use efficient, respectively, under low (stress) and high P (control) availability. Physiological measurements, proteomic analysis, and metabolite assays were performed to unravel the physiological and molecular responses associated with the efficient use of P in popcorn. We observed significant differences in protein abundances in response to the P supply between the two inbred lines. A total of 421 differentially expressed proteins (DEPs) were observed in L80 and 436 DEPs in P7. These proteins were involved in photosynthesis, protein biosynthesis, biosynthesis of secondary metabolites, and energy metabolism. In addition, flavonoids accumulated in higher abundance in P7. Our results help us understand the major components of P utilization in popcorn, providing new insights for popcorn molecular breeding programs.


Assuntos
Fósforo , Fotossíntese , Proteínas de Plantas , Proteômica , Zea mays , Fósforo/metabolismo , Zea mays/metabolismo , Zea mays/genética , Zea mays/crescimento & desenvolvimento , Proteômica/métodos , Proteínas de Plantas/metabolismo , Proteínas de Plantas/genética , Regulação da Expressão Gênica de Plantas , Estresse Fisiológico , Flavonoides/metabolismo , Proteoma/metabolismo
13.
J Plant Res ; 137(3): 395-409, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38436743

RESUMO

The Chilean Puya species, Puya coerulea var. violacea and P. chilensis bear blue and pale-yellow flowers, respectively, while P. alpestris considered to be their hybrid-derived species has unique turquoise flowers. In this study, the chemical basis underlying the different coloration of the three Puya species was explored. We first isolated and identified three anthocyanins: delphinidin 3,3',5'-tri-O-glucoside, delphinidin 3,3'-di-O-glucoside and delphinidin 3-O-glucoside; seven flavonols: quercetin 3-O-rutinoside-3'-O-glucoside, quercetin 3,3'-di-O-glucoside, quercetin 3-O-rutinoside, isorhamnetin 3-O-rutinoside, myricetin 3,3',5'-tri-O-glucoside, myricetin 3,3'-di-O-glucoside and laricitrin 3,5'-di-O-glucoside; and six flavones: luteolin 4'-O-glucoside, apigenin 4'-O-glucoside, tricetin 4'-O-glucoside, tricetin 3',5'-di-O-glucoside, tricetin 3'-O-glucoside and selagin 5'-O-glucoside, which is a previously undescribed flavone, from their petals. We also compared compositions of floral flavonoid and their aglycone among these species, which suggested that the turquoise species P. alpestris has an essentially intermediate composition between the blue and pale-yellow species. The vacuolar pH was relatively higher in the turquoise (pH 6.2) and pale-yellow (pH 6.2) flower species, while that of blue flower species was usual (pH 5.2). The flower color was reconstructed in vitro using isolated anthocyanin, flavonol and flavone at neutral and acidic pH, and its color was analyzed by reflectance spectra and the visual modeling of their avian pollinators. The modeling demonstrated that the higher pH of the turquoise and pale-yellow species enhances the chromatic contrast and spectral purity. The precise regulation of flower color by flavonoid composition and vacuolar pH may be adapted to the visual perception of their avian pollinator vision.


Assuntos
Antocianinas , Flores , Polinização , Flores/fisiologia , Flores/química , Antocianinas/metabolismo , Polinização/fisiologia , Animais , Pigmentação , Pigmentos Biológicos , Flavonas/química , Aves/fisiologia , Chile , Flavonóis , Flavonoides/metabolismo , Especificidade da Espécie
14.
Nat Prod Res ; 38(24): 4427-4434, 2024 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-38073363

RESUMO

Brazilian Cerrado is recognised as a biodiversity hotspot due to the presence of endemic species with great biological potential. Particularly, Lomatozona artemisiifolia, is a rare species found in the Cerrado region in midwestern Brazil. Efforts have been made for its conservation in the Cerrado, such as the use of in vitro micropropagation, demanding a comparative analysis between grown plants and those collected from nature. For this purpose, we performed the chemical study of L. artemisiifolia by LC-ESI-MS/MS and molecular networking analysis in the Global Natural Products Social Molecular Networking (GNPS) with in silico annotation using Network Annotation Propagation (NAP), which led to the observation of labdane diterpenes and flavonoid subclasses as the most representative specialised metabolites of this plant. In addition, molecular networking and chemometric analysis were correlated, allowing the metabolite profile emerging from field growth and micropropagation conditions to be observed.


Assuntos
Espectrometria de Massas em Tandem , Brasil , Flavonoides/química , Flavonoides/metabolismo , Flavonoides/análise , Diterpenos/química , Diterpenos/metabolismo , Quimiometria , Cromatografia Líquida/métodos , Metabolômica , Estrutura Molecular
15.
Microbiol Spectr ; 12(1): e0337423, 2024 Jan 11.
Artigo em Inglês | MEDLINE | ID: mdl-38088543

RESUMO

IMPORTANCE: Flavonoids are a group of compounds generally produced by plants with proven biological activity, which have recently beeen recommended for the treatment and prevention of diseases and ailments with diverse causes. In this study, naringenin was produced in adequate amounts in yeast after in silico design. The four genes of the involved enzymes from several organisms (bacteria and plants) were multi-expressed in two vectors carrying each two genes linked by a short viral peptide sequence. The batch kinetic behavior of the product, substrate, and biomass was described at lab scale. The engineered strain might be used in a more affordable and viable bioprocess for industrial naringenin procurement.


Assuntos
Flavanonas , Flavonoides , Flavonoides/metabolismo , Saccharomyces cerevisiae/metabolismo , Flavanonas/metabolismo
16.
Curr Microbiol ; 80(12): 380, 2023 Oct 20.
Artigo em Inglês | MEDLINE | ID: mdl-37864088

RESUMO

Phenylpropanoids belong to a wide group of compounds commonly secreted by plants and involved in different roles related with plant growth and development and the defense against plant pathogens. Some key intermediates from shikimate pathway are used to synthesize these compounds. In this way, by the phenylpropanoid pathway several building blocks are achieved to obtain flavonoids, isoflavonoids, coumarins, monolignols, phenylpropenes, phenolic acids, stilbenes and stilbenoids, and lignin, suberin and sporopollenin for plant-microbe interactions, structural support and mechanical strength, organ pigmentation, UV protection and acting against pathogens. Some reviews have revised phenylpropanoid biosynthesis and regulation of the biosynthetic pathways. In this review, the most important chemical structures about phenylpropanoid derivatives are summarized grouping them in different sections according to their structure. We have put special attention on their different roles in plants especially in plant health, growth and development and plant-environment interactions. Their interaction with microorganisms is discussed including their role as antimicrobials. We summarize all new findings about new developed structures and their involvement in plants health.


Assuntos
Flavonoides , Plantas , Flavonoides/metabolismo , Lignina/metabolismo
17.
Molecules ; 28(11)2023 May 31.
Artigo em Inglês | MEDLINE | ID: mdl-37298942

RESUMO

Colombia is a producer of fine cocoa, according to the International Cocoa Organization; however, most of its exports are in the ordinary cocoa category. To remedy this situation, several national organizations are working to create technological platforms for small producers to certify the quality of their beans. The objective of this study was to identify differential chemical markers in 36 cocoa bean samples from five Colombian departments and associate them with cocoa quality properties. For this purpose, a non-targeted metabolomics approach was performed using UHPLC-HRMS, along with sensory and physicochemical analyses. The 36 samples did not differ in sensory quality, polyphenol content, and theobromine/caffeine ratio. However, the multivariate statistical analysis allowed us to differentiate the samples into four clusters. In addition, a similar grouping of the samples was also observed in the physical analyses. The metabolites responsible for such clustering were investigated with univariate statistical analysis and presumptively identified by comparison of experimental mass spectra with those reported in databases. Alkaloids, flavonoids, terpenoids, peptides, quinolines, and sulfur compounds were identified as discriminants between sample groups. Here, it was presented the metabolic profiles as an important chemical feature for further studies in quality control and more specific characterization of fine cocoa.


Assuntos
Cacau , Colômbia , Cacau/química , Polifenóis/análise , Flavonoides/metabolismo , Metabolômica
18.
Photochem Photobiol Sci ; 22(6): 1475-1489, 2023 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-36807054

RESUMO

Light is an environmental signal that modulates plant defenses against attackers. Recent research has focused on the effects of light on defense hormone signaling; however, the connections between light signaling pathways and the biosynthesis of specialized metabolites involved in plant defense have been relatively unexplored. Here, we show that Arabidopsis BBX29, a protein that belongs to the B-Box transcription factor (TF) family, integrates photomorphogenic signaling with defense responses by promoting flavonoid, sinapate and glucosinolate accumulation in Arabidopsis leaves. AtBBX29 transcript levels were up regulated by light, through photoreceptor signaling pathways. Genetic evidence indicated that AtBBX29 up-regulates MYB12 gene expression, a TF known to induce genes related to flavonoid biosynthesis in a light-dependent manner, and MYB34 and MYB51, which encode TFs involved in the regulation of glucosinolate biosynthesis. Thus, bbx29 knockout mutants displayed low expression levels of key genes of the flavonoid biosynthetic pathway, and the opposite was true in BBX29 overexpression lines. In agreement with the transcriptomic data, bbx29 mutant plants accumulated lower levels of kaempferol glucosides, sinapoyl malate, indol-3-ylmethyl glucosinolate (I3M), 4-methylsulfinylbutyl glucosinolate (4MSOB) and 3-methylthiopropyl glucosinolate (3MSP) in rosette leaves compared to the wild-type, and showed increased susceptibility to the necrotrophic fungus Botrytis cinerea and to the herbivore Spodoptera frugiperda. In contrast, BBX29 overexpressing plants displayed increased resistance to both attackers. In addition, we found that AtBBX29 plays an important role in mediating the effects of ultraviolet-B (UV-B) radiation on plant defense against B. cinerea. Taken together, these results suggest that AtBBX29 orchestrates the accumulation of specific light-induced metabolites and regulates Arabidopsis resistance against pathogens and herbivores.


Assuntos
Proteínas de Arabidopsis , Arabidopsis , Arabidopsis/genética , Arabidopsis/metabolismo , Glucosinolatos , Proteínas de Arabidopsis/genética , Proteínas de Arabidopsis/metabolismo , Mutação , Flavonoides/farmacologia , Flavonoides/metabolismo , Doenças das Plantas/microbiologia , Fatores de Transcrição/genética , Fatores de Transcrição/metabolismo , Fatores de Transcrição/farmacologia
19.
Curr Pharm Des ; 29(6): 394-406, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-36330630

RESUMO

Cannabis sativa L. has been used as medicine for thousands of years. Since the early identification of tetrahydrocannabinol (THC) in 1960, pharmacological activities were attributed to a group of unique structures named cannabinoids. For decades, research and development were applied to determine different cannabinoids and their medicinal properties. Nowadays there is evidence that the therapeutic benefits of the plant are based on the synergy of cannabinoids and other secondary metabolites such as terpenes and flavonoids. Differences between the medical performance of isolated compounds like cannabidiol (CBD) or THC and full-spectrum plant extracts are notable. Indeed, the superiority of the last one is provoked by the synergy between various different compounds. This improved medicinal effect is called the entourage effect. Chromatography has become the method of choice for the determination of cannabinoids, terpenes, and flavonoids, so it represents an excellent tool for a proper characterization of the plant and plant derived products. The objective of characterization relies not only in analyzing the fingerprint of cannabis, but also to identify different chemotypes for medical purposes. To understand the contributions of each natural product to this "entourage effect", this review presents an in-depth analysis of the utilization of High-performance liquid chromatography (HPLC), Gas chromatography (GC) and other methods for the analysis of phytocomponents of Cannabis sativa L. In this sense, a representative number of examples and advances made in the field together with limitations and future needs are provided. It can be concluded that standardized protocols and quality control policies and procedures are necessary for the comprehensive analysis of cannabis extracts and derivatives.


Assuntos
Canabidiol , Canabinoides , Cannabis , Humanos , Cannabis/química , Cannabis/metabolismo , Metabolismo Secundário , Canabinoides/análise , Canabinoides/química , Canabinoides/farmacologia , Canabidiol/farmacologia , Terpenos/análise , Flavonoides/metabolismo , Cromatografia Gasosa , Dronabinol/análise , Dronabinol/metabolismo , Dronabinol/farmacologia
20.
PLoS One ; 17(9): e0273982, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-36136976

RESUMO

Potato (Solanum tuberosum L.) is the third largest source of antioxidants in the human diet, after maize and tomato. Potato landraces have particularly diverse contents of antioxidant compounds such as anthocyanins. We used this diversity to study the evolutionary and genetic basis of anthocyanin pigmentation. Specifically, we analyzed the transcriptomes and anthocyanin content of tubers from 37 landraces with different colorations. We conducted analyses of differential expression between potatoes with different colorations and used weighted correlation network analysis to identify genes whose expression is correlated to anthocyanin content across landraces. A very significant fraction of the genes identified in these two analyses had annotations related to the flavonoid-anthocyanin biosynthetic pathway, including 18 enzymes and 5 transcription factors. Importantly, the causal genes at the D, P and R loci governing anthocyanin accumulation in potato cultivars also showed correlations to anthocyanin production in the landraces studied here. Furthermore, we found that 60% of the genes identified in our study were located within anthocyanin QTLs. Finally, we identified new candidate enzymes and transcription factors that could have driven the diversification of anthocyanins. Our results indicate that many anthocyanins biosynthetic genes were manipulated in ancestral potato breeding and can be used in future breeding programs.


Assuntos
Solanum tuberosum , Solanum , Antocianinas/metabolismo , Antioxidantes/metabolismo , Flavonoides/metabolismo , Regulação da Expressão Gênica de Plantas , Humanos , Melhoramento Vegetal , RNA-Seq , Solanum/genética , Solanum tuberosum/genética , Solanum tuberosum/metabolismo , Fatores de Transcrição/metabolismo
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