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1.
Molecules ; 28(11)2023 May 31.
Artigo em Inglês | MEDLINE | ID: mdl-37298931

RESUMO

With great cultural significance, spirits and distillate beverages constitute an important niche market in Europe. The development of new food products, particularly for the functionalization of these beverages, is increasing exponentially. The present work aimed to develop a new wine spirit beverage aged with almond shells and flowers of P. tridentatum for further characterization of bioactive and phenolic compounds, coupled with a sensorial study to evaluate the acceptance of this new product by the market. Twenty-one phenolic compounds were identified, mainly isoflavonoids and O- and C-glycosylated flavonoids, especially in P. tridentatum flowers, indicating that it is a highly aromatizing agent. The developed liqueur and wine spirits (almonds and flowers) showed distinct physicochemical properties, with the last two samples showing greater appreciation and purchase intention by consumers due to their sweetness and smoothness. The most promising results were found for the carqueja flower, which should be further investigated in an industrial context to contribute to its valorization in its regions of origin, such as Beira Interior and Trás-os-Montes (Portugal).


Assuntos
Genista , Prunus dulcis , Fenóis/química , Flavonoides , Genista/química , Antioxidantes/química
2.
Molecules ; 28(4)2023 Feb 10.
Artigo em Inglês | MEDLINE | ID: mdl-36838696

RESUMO

Retama monosperma L. (Boiss.) or Genista monosperma L. (Lam.), known locally as "R'tam", is a spontaneous and annual herb that belongs to the Fabaceae family. It is native to the Mediterranean regions, specifically in the desert areas and across the Middle Atlas in Morocco. This plant has been extensively used in folk medicine and it is rich in bioactive compounds, including polyphenols, flavonoids, and alkaloids. Current research efforts are focusing on the development of novel natural drugs as alternatives to various organic and non-organic chemical products from Retama monosperma. In addition, extract, and isolated compounds obtained from different parts of the chosen plant have been described to exhibit multiple biological and pharmacological properties such as antioxidant, anti-aging, anti-inflammatory, antihypertensive, anti-helminthic, disinfectant, diuretic, and hypoglycemic effects. The plant-derived extract also acts as an antimicrobial agent, which is highly efficient in the treatment of bacterial, viral, and fungal infections. Its antiproliferative effects are associated with some mechanisms, such as the inhibition of cell cycle arrest and apoptosis. In light of these assessments, we critically highlight the beneficial effects of the flowers, stems, seeds extracts, and isolated compounds from R. monosperma (L.) Boiss in human health care, industrial, and other applications, as well as the possible ways to be employed as a potential natural source for future drug discovery.


Assuntos
Fabaceae , Genista , Humanos , Fabaceae/química , Extratos Vegetais/química , Apoptose , Polifenóis/farmacologia
3.
Molecules ; 27(13)2022 Jun 22.
Artigo em Inglês | MEDLINE | ID: mdl-35807242

RESUMO

Genista monspessulana (L.) L.A.S. Johnson (Fabaceae) is a Mediterranean plant introduced to South America and other regions for ornamental purposes. However, it is considered an invasive shrub due to its reproductive vigor in many areas. Unlike other Genista plants, G. monspessulana has few studies disclosing its biologically active components, particularly cytotoxic agents against cancer cells. Thus, as part of our research on anti-proliferative bioactives, a set of ethanolic seed extracts from ten accessions of G. monspessulana, collected in the Bogotá plateau, were evaluated against four cell lines: PC-3 (prostate adenocarcinoma), SiHa (cervical carcinoma), A549 (lung carcinoma), and L929 (normal mouse fibroblasts). Extracts were also analyzed through liquid chromatography coupled with mass spectrometry (LC/MS) to record chemical fingerprints and determine the composition and metabolite variability between accessions. Using multiple covariate statistics, chemical and bioactivity datasets were integrated to recognize patterns and identify bioactive compounds among studied extracts. G. monspessulana seed-derived extracts exhibited dose-dependent antiproliferative activity on PC-3 and SiHa cell lines (>500 µg/mL < IC50 < 26.3 µg/mL). Seven compounds (1−7) were inferred as the compounds most likely responsible for the observed anti-proliferative activity and subsequently isolated and identified by spectroscopic techniques. A tricyclic quinolizidine (1) and a pyranoisoflavone (2) were found to be the most active compounds, exhibiting selectivity against PC-3 cell lines (IC50 < 18.6 µM). These compounds were used as precursors to obtain a quinolizidine-pyranoisoflavone adduct via Betti reaction, improving the activity against PC-3 and comparable to curcumin as the positive control. Results indicated that this composition−activity associative approach is advantageous to finding those bioactive principles efficiently within active extracts. This correlative association can be employed in further studies focused on the targeted isolation of anti-proliferative compounds from Genista plants and accessions.


Assuntos
Carcinoma , Genista , Quinolizidinas , Animais , Genista/química , Masculino , Camundongos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Sementes
4.
Phytochemistry ; 181: 112574, 2021 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-33152578

RESUMO

The genus Genista L. (family Fabaceae, subfamily Papilionoideae), with its cosmopolitan distribution, has attracted the human interest since ancient times, as it is used in folk medicine and mainly in the Mediterranean area for the treatment of respiratory diseases, rheumatic disorders, diabetes and ulcer, while it is also well known for its yellow pigment. The chemical composition of the Genista species revealed the presence of more than 108 flavonoids. Isoflavones, belonging to the group of phytoestrogens, are important secondary metabolites of the genus. The extracts of the Genista species may act as important source of bioactive phytochemicals for the treatment of many human ailments, mainly inflammation and pain, estrogen related pathology, hyperglycaemia, cancer and microbial infections. Therefore, the present review summarizes and discusses the flavonoid derivatives from the genus Genista, together with their structural features and pharmacological properties, aiming to highlight the recent advances in current knowledge on Genista species as a source of bioactive flavonoids.


Assuntos
Fabaceae , Genista , Flavonoides/farmacologia , Medicina Tradicional , Fitoestrógenos
5.
Molecules ; 25(23)2020 Nov 24.
Artigo em Inglês | MEDLINE | ID: mdl-33255446

RESUMO

As part of our ongoing research on phytoestrogens, we investigated the phytochemical profile and estrogen-like activities of eight extracts from the aerial parts of four Genista species of Greek flora using estrogen-responsive cell lines. Ethyl acetate and methanolic extracts of G. acanthoclada, G. depressa,G. hassertiana, and G. millii were obtained with accelerated solvent extraction and their phytochemical profiles were compared using ultra-high-performance liquid chromatography-high-resolution mass spectrometry (uHPLC-HRMS). Fourteen isoflavonoids, previously isolated from G. halacsyi, were used as reference standards for their identification in the extracts. Thirteen isoflavonoids were detected in both extracts of G. acanthoclada and G. hassertiana, while fewer and far fewer were detected in G. millii and G. depressa, respectively. The ethyl acetate extracts of G. hassertiana and G. acanthoclada displayed 2.45- and 1.79-fold higher, respectively, estrogen-like agonist activity in Ishikawa cells compared to MCF-7 cells at pharmacologically relevant concentrations. Both these extracts, but not that of G. depressa, contained mono- and di-O-ß-d-glucosides of genistein as well as the aglycone, all three of which are known to display full estrogen-like activity at lower-than-micromolar concentrations. The possibility of using preparations rich in G. hassertiana and/or G. acanthoclada extracts as a potentially safer substitute for low-dose vaginal estrogen for menopausal symptoms is discussed.


Assuntos
Estrogênios/farmacologia , Genista/química , Isoflavonas/química , Isoflavonas/farmacologia , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Biomarcadores , Proliferação de Células/efeitos dos fármacos , Estrogênios/química , Estrogênios/isolamento & purificação , Genista/classificação , Humanos , Isoflavonas/isolamento & purificação , Células MCF-7 , Estrutura Molecular , Extratos Vegetais/isolamento & purificação
6.
J Food Sci ; 85(12): 4377-4388, 2020 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-33118618

RESUMO

Pterospartum tridentatum is an edible endemic plant common in Portugal. Its flowers are used in culinary and are part of the popular medicine owing to its therapeutic properties. In this study, P. tridentatum flower infusion and hydroethanolic extracts were characterized concerning their phenolic composition and biological potential. By high-performance liquid chromatography method coupled to a diode array detector analysis were detected 13 phenolics. Genistein was the major one. Concerning the biological potential, the hydroethanolic extract was the most active against 2,2-diphenyl-1-picrylhydrazyl● and also as α-glucosidase inhibitor, while the infusion proved to be a remarkable free radical scavenger. Concerning human epithelial colorectal adenocarcinoma (Caco-2) cells, it was observed that both extracts displayed dose-dependent cytotoxicity on the viability of Caco-2 cells, presenting cytotoxic selectivity for these cancer cells when compared to the NHDF normal cell line. Additionally, they also showed protective effects against oxidative stress induced by tert-butyl hydroperoxide on Caco-2 cells. The obtained results suggest that these extracts may be interesting to enrich nutraceutical, pharmaceutical and food industries; however, more studies need to be done for their inclusion in pharmaceutical preparations and/or food additives. PRACTICAL APPLICATION: Pterospartum tridentatum is an endemic plant commonly used in folk medicine due to its depurative and hypoglycaemic properties. For this reason, we decided to determine the phenolic content of infusion and hydroethanolic extracts of P. tridentatum and their biological potential. The obtained results proved that P. tridentatum extracts are a rich source of bioactive compounds and possess great antioxidant and antidiabetic activities, ability to protect human erythrocytes against oxidative damage, inhibiting hemolysis, hemoglobin oxidation, and lipid peroxidation, and to interfere with Caco-2 cells growth and to protect these cells when subject to tert-butyl hydroperoxide oxidative stress conditions.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Flavonoides/farmacologia , Sequestradores de Radicais Livres/farmacologia , Genista/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Extratos Vegetais/farmacologia , Células CACO-2 , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Eritrócitos/efeitos dos fármacos , Eritrócitos/metabolismo , Radicais Livres/química , Humanos , Peroxidação de Lipídeos/efeitos dos fármacos , Oxirredução , Estresse Oxidativo/efeitos dos fármacos
7.
J Food Sci ; 85(9): 2812-2821, 2020 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-32820553

RESUMO

This study aimed to evaluate the effect of ethanolic extract of Pterospartum tridentatum flowers in the stability of sunflower oil. The extract was characterized regarding to its antioxidant activity by the 2,2,1-diphenyl-1-picrylhydrazyl (DPPH) scavenging method (EC50 = 76.3 ± 2.6 µg/mL) and total phenolic content (200 ± 8 mg GAE/g). Extracts were added at 500 mg/L (E1) and 1,000 mg/L (E2), and after 30 days of storage at room temperature, E2 oil showed improved quality parameters, with a reduction of 22.4%, 17.2%, and 45.6% in the values of acidity, peroxide, and p-anisidine, respectively. The extract also increased oil stability at 180 °C. After 27 hr, the acidity (0.216 ± 0.016 mg KOH/g) and the total oxidation value (TOTOX) (69.30 ± 0.26) values of E2 oil were significantly lower than the control. These results showed that P. tridentatum effectively improved the shelf-life and thermal stability of sunflower oil, being a promising source of antioxidants for edible oils processing. PRACTICAL APPLICATION: Pterospartum tridentatum ethanolic extracts increased stability of sunflower oil during storage at room temperature and at 180 °C. Oil stability increased with extract concentration, being highest for 1,000 mg/L. Therefore, P. tridentatum may be a promising source of antioxidants for edible oils processing.


Assuntos
Aditivos Alimentares/química , Genista/química , Extratos Vegetais/análise , Óleo de Girassol/química , Antioxidantes/química , Culinária , Armazenamento de Alimentos , Temperatura Alta , Oxirredução , Fenóis/química , Extratos Vegetais/química
8.
Syst Appl Microbiol ; 43(3): 126074, 2020 May.
Artigo em Inglês | MEDLINE | ID: mdl-32169316

RESUMO

The Mediterranean world is the cradle for the diversification of a large number of plant species, including legumes belonging to the Tribe Genisteae. Nodule bacteria from three species of Genista legumes indigenous to northwestern Africa (G. ferox, G. numidica, G. tricuspidata) were sampled across a 150km region of Algeria in order to investigate symbiotic relationships. Partial 23S rRNA sequences from 107 isolates indicated that Bradyrhizobium was the predominant symbiont genus (96% of isolates), with the remainder belonging to Rhizobium or Mesorhizobium. A multilocus sequence analysis on 46 Bradyrhizobium strains using seven housekeeping (HK) genes showed that strains were differentiated into multiple clades with affinities to seven species: B. canariense (17 isolates), B. japonicum (2), B. ottawaense (2), B. cytisi/B. rifense (9), 'B. valentinum' (5), and B. algeriense (11). Extensive discordance between the HK gene phylogeny and a tree for four loci in the symbiosis island (SI) region implied that horizontal transfer of SI loci has been common. Cases of close symbiont relationship across pairs of legumes hosts were evident, with 33% of isolates having as their closest relative a strain sampled from a different Genista species. Nevertheless, tree permutation tests also showed that there was substantial host-related phylogenetic clustering. Thus, each of the three Genista hosts utilized a measurably different array of bacterial lineages.


Assuntos
Bradyrhizobium/classificação , Genista/microbiologia , Nódulos Radiculares de Plantas/microbiologia , Teorema de Bayes , Bradyrhizobium/genética , Bradyrhizobium/fisiologia , Biologia Computacional/métodos , Genes Essenciais , Genista/classificação , Haplótipos , Tipagem de Sequências Multilocus , Filogenia , Locos de Características Quantitativas , RNA Ribossômico 23S/genética , Microbiologia do Solo , Simbiose
9.
Molecules ; 25(4)2020 Feb 13.
Artigo em Inglês | MEDLINE | ID: mdl-32069907

RESUMO

Ethnopharmacological surveys on Portuguese flora reveal that Genista tridentata L. is a shrub used in traditional medicine for the treatment of various inflammation-related health problems, although scientific support of its benefits is still necessary. In order to establish the anti-inflammatory potential of G. tridentata and support its traditional use, ethanolic extracts of three sections of the plant (root, stem, and leaves) were subjected to in vitro evaluation of anti-inflammatory activity using lipopolysaccharide (LPS)-stimulates macrophages as an inflammation model. Simultaneously, we also aimed to establish the extracts' flavonoids profile. The ethanolic extracts, obtained by Soxhlet extraction, profile of the three sections confirmed their richness in flavonoids, being three prenylated flavonoids isolated and characterized in the root, including a new natural compound, the 3-methoxymundulin. The extracts from the three plant sections showed strong antioxidant activity at the cellular level and significantly inhibit the LPS-triggered NO production by downregulating Nos2 gene transcription and consequently iNOS expression. Additionally, root and stem extracts also decreased the LPS-induced transcription of the pro-inflammatory genes Il1b, Il6, and Ptgs2. Thus, the results support the anti-inflammatory properties attributed to G. tridentate preparations. Relevantly, the roots of the shrub, plant part not used, is an unexplored source of compounds with pharmacological and nutraceutical value.


Assuntos
Anti-Inflamatórios/química , Flavonoides/química , Genista/química , Extratos Vegetais/química , Animais , Anti-Inflamatórios/farmacologia , Etanol/química , Flavonoides/farmacologia , Lipopolissacarídeos/química , Lipopolissacarídeos/farmacologia , Macrófagos/efeitos dos fármacos , Macrófagos/metabolismo , Medicina Tradicional/métodos , Camundongos , Extratos Vegetais/farmacologia , Células RAW 264.7
10.
Bioorg Chem ; 96: 103535, 2020 03.
Artigo em Inglês | MEDLINE | ID: mdl-32000017

RESUMO

Two novel compounds were isolated for the first time from Calycotome spinosa (L.) Link, an alkaloid 5-Hydroxy-1H-indole (4) and a cyclitol D-pinitol (5), together with the three well-known flavonoids; Chrysin-7-O-(ß-D-glucopyranoside) (1), Chrysin-7-O-ß-D-(6″-acetyl)glycopyranoside (2) and Apigenin-7-O-ß-D-glycopyranoside (3). The chemical structures of the isolated compounds were elucidated by spectroscopic data and mass spectrometric analyses; including a fresh approach 1D-NMR, 2D-NMR with LC-ESI-MS/MS. In this study, the new compound (4) that has been obtained from the leaves MeOH extract presented the best radical scavenging activity (DPPH) (IC50 < 10 µg/mL) compared to the standard butylated hydroxytoluene (BHT, IC50 = 34.73 ± 0.23 µg/mL) and showed the highest total antioxidant capacity (TAC = 985.54 ± 0.13 mg AAE/g extract) in contrast to ascorbic acid (TAC = 905.95 ± 0.07 mg AAE/g extract). Furthermore, the strongest reducing power (EC50 = 344.82 ± 0.02 µg/mL), as well as the remarkable scavenging potential by ABTS assay (IC50 = 7.8 ± 0.43 µg/mL), were exhibited by the same composite (4). Followed by the methanol crude extract and the compound (3) that also showed a potent antioxidant (DPPH; IC50 = 41.04 ± 0.15 and 47.36 ± 0.21 µg/mL, TAC; 671.02 ± 0.21 and 608.67 ± 0.34 mg AAE/g extract, FRAP; EC50 = 763.73 ± 0.32 and 814.61 ± 0.31 µg/mL, ABTS; IC50 = 19.18 ± 0.06 and 63.72 ± 0.64 µg/mL, respectively), but less than the previous samples. On the opposite side, compound (5) had the lowest activity, in which its values were less interesting to determine. Moreover, compound (4) has equally exerted an attractive antibacterial activity against Staphylococcus aureus (ATTC-25923), Pseudomonas aeruginosa (ATTC- 27853) and Salmonella abony (NCTC 6017), as measured by the disc diffusion assay, with inhibition zones of 16 ± 0.5, 9.83 ± 0.29 and 8 ± 0.28 mm, in that order. To the best of our knowledge, 5-Hydroxy-1H-indole was isolated from plants for the second time in our current work. Thus, the obtained results from this investigation propose that the leaves of C. spinosa are a rich natural source for value molecules as potential antioxidants and antimicrobial agents for best human health.


Assuntos
Cromatografia Líquida/métodos , Genista/química , Folhas de Planta/química , Análise Espectral/métodos , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Antioxidantes/farmacologia , Concentração Inibidora 50 , Testes de Sensibilidade Microbiana , Extratos Vegetais/farmacologia , Polifenóis/análise , Staphylococcus aureus/efeitos dos fármacos
11.
Syst Appl Microbiol ; 43(1): 126026, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31706562

RESUMO

A collection of 18 previously unstudied strains isolated from root nodules of Genista germanica (German greenweed) grown in southeast Poland was evaluated for the level of genetic diversity using the BOX-PCR technique and the phylogenetic relationship based on both core (16S rRNA, dnaK, ftsA, glnII, gyrB, recA, rpoB) and nodulation (nodC and nodZ) gene sequences. Each of the 18 G. germanica root nodule isolates displayed unique BOX-PCR patterns, indicating their high level of genomic heterogeneity. Based on the comparative 16S rDNA sequence analysis, 12 isolates were affiliated to the Bradyrhizobium genus and the other strains were most similar to Rhizobium species. Phylogenetic analysis of the core gene sequences indicated that the studied Bradyrhizobium bacteria were most closely related to Bradyrhizobium japonicum, whereas Rhizobium isolates were most closely related to Rhizobium lusitanum and R. leguminosarum. The phylogenies of nodC and nodZ for the Rhizobium strains were incongruent with each other and with the phylogenies inferred from the core gene sequences. All Rhizobium nodZ gene sequences acquired in this study were grouped with the sequences of Bradyrhizobium strains. Some of the studied Rhizobium isolates were placed in the nodC phylogenetic tree together with reference Rhizobium species, while the others were closely related to Bradyrhizobium bacteria. The results provided evidence for horizontal transfer of nodulation genes between Bradyrhizobium and Rhizobium. However, the horizontal transfer of nod genes was not sufficient for Rhizobium strains to form nodules on G. germanica roots, suggesting that symbiotic genes have to be adapted to the bacterial genome.


Assuntos
Bradyrhizobium/genética , Genista/microbiologia , Nodulação/genética , Rhizobium/genética , Nódulos Radiculares de Plantas/microbiologia , Bactérias/classificação , Bactérias/genética , Bactérias/isolamento & purificação , Proteínas de Bactérias/genética , Bradyrhizobium/classificação , Bradyrhizobium/isolamento & purificação , DNA Bacteriano/genética , Transferência Genética Horizontal , Genes Essenciais/genética , Variação Genética , Especificidade de Hospedeiro , Filogenia , RNA Ribossômico 16S/genética , Rhizobium/classificação , Rhizobium/isolamento & purificação , Análise de Sequência de DNA , Simbiose/genética
12.
Food Funct ; 10(9): 5939-5951, 2019 Sep 01.
Artigo em Inglês | MEDLINE | ID: mdl-31469370

RESUMO

In order to characterize and study the bioactivities of individual plant species and to determine how these characteristics are modified when preparing blends, five different plant species were selected: Erica australis L., Genista tridentata L., Melissa officinalis L., Mentha spicata L., and Prunella vulgaris L. Infusions prepared from each plant species and from three selected mixtures were analyzed in terms of nutritional values, phenolic compositions, and bioactive properties (antioxidant, antimicrobial, cytotoxic, and anti-inflammatory activities). The major compound detected in M. officinalis, M. spicata, and P. vulgaris infusions was rosmarinic acid, whilst in E. australis and G. tridentata flavonoid derivatives such as quercetin and genistein were identified. P. vulgaris and M. officinalis presented the best results in TBARS and OxHLIA assays, respectively. M. spicata and all mixtures presented anti-inflammatory activity. M. spicata showed the best cytotoxic properties and antimicrobial activity, and none of the infusions showed hepatotoxicity for non-tumour cells.


Assuntos
Genista/química , Melissa/química , Mentha spicata/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Prunella/química , Chás de Ervas/análise , Animais , Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Bactérias/efeitos dos fármacos , Bactérias/crescimento & desenvolvimento , Linhagem Celular , Sobrevivência Celular/efeitos dos fármacos , Flavonoides/química , Humanos , Macrófagos/efeitos dos fármacos , Macrófagos/imunologia , Camundongos , Fenóis/química , Fenóis/farmacologia , Células RAW 264.7
13.
Environ Entomol ; 48(3): 524-532, 2019 06 07.
Artigo em Inglês | MEDLINE | ID: mdl-31009532

RESUMO

No-choice tests can help select weed biological control agents with a high degree of host specificity but may exclude potentially effective agents that can develop on nontarget plants under laboratory conditions. The actual amount of damage to nontarget plants often goes unstudied, even though agents may exploit nontarget plants without inflicting significant harm. Furthermore, tests typically assess whether prospective agents can complete one generation on nontarget plants, and rarely examine whether agents are likely to persist on the nontarget plants over the long term. Pre-release assessments that occur over multiple generations of the agent could help determine whether prospective agents pose a threat to nontarget plants under field conditions. This study focused on the psyllid Arytinnis hakani Loginova (Hemiptera: Psyllidae), which is under consideration in California for release against the invasive shrub French broom, Genista monspessulana (L.) LAS Johnson. We examined the host suitability of seven nontarget Lupinus spp. (Fabales: Fabaceae) for the psyllid using no-choice tests, and assessed psyllid impacts on Lupinus arboreus Sims, which consistently supported psyllid oviposition and development. The psyllid oviposited on all of the tested Lupinus spp., and completed two generations on five of the Lupinus spp., although numbers of psyllids were highest on French broom. In an additional experiment, A. hakani did not affect growth or survival of L. arboreus, but reduced growth and dramatically reduced survival of French broom. Taken together, these results indicate that Lupinus spp. are suboptimal hosts for the psyllid and are unlikely to be significantly impacted by its feeding.


Assuntos
Fabaceae , Genista , Hemípteros , Animais , California , Feminino , Estudos Prospectivos
14.
PLoS One ; 14(1): e0210247, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-30620769

RESUMO

The purpose of this study was to evaluate the response of estrogen target cells to a series of isoflavone glucosides and aglycones from Genista halacsyi Heldr. The methanolic extract of aerial parts of this plant was processed using fast centrifugal partition chromatography, resulting in isolation of four archetypal isoflavones (genistein, daidzein, isoprunetin, 8-C-ß-D-glucopyranosyl-genistein) and ten derivatives thereof. 7-O-ß-D-glucopyranosyl-genistein and 7,4΄-di-O-ß-D-glucopyranosyl-genistein were among the most abundant constituents of the isolate. All fourteen, except genistein, displayed low binding affinity for estrogen receptors (ER). Models of binding to ERα could account for the low binding affinity of monoglucosides. Genistein and its glucosides displayed full efficacy in inducing alkaline phosphatase (AlkP) in Ishikawa cells, proliferation of MCF-7 cells and ER-dependent gene expression in reporter cells at low concentrations (around 0.3 µM). ICI182,780 fully antagonized these effects. The AlkP-inducing efficacy of the fourteen isoflavonoids was more strongly correlated with their transcriptional efficacy through ERα. O-monoglucosides displayed higher area under the dose-response curve (AUC) of AlkP response relative to the AUC of ERα-transcriptional response compared to the respective aglycones. In addition, 7-O-ß-D-glucopyranosyl-genistein and 7,4΄-di-O-ß-D-glucopyranosyl-genistein displayed estradiol-like efficacy in promoting differentiation of MC3T3-E1 cells to osteoblasts, while genistein was not convincingly effective in this respect. Moreover, 7,4΄-di-O-ß-D-glucopyranosyl-genistein suppressed lipopolysaccharide-induced tumor necrosis factor mRNA expression in RAW 264.7 cells, while 7-O-ß-D-glucopyranosyl-genistein was not convincingly effective and genistein was ineffective. However, genistein and its O-glucosides were ineffective in inhibiting differentiation of RAW 264.7 cells to osteoclasts and in protecting glutamate-challenged HT22 hippocampal neurons from oxidative stress-induced cell death. These findings suggest that 7-O-ß-D-glucopyranosyl-genistein and 7,4΄-di-O-ß-D-glucopyranosyl-genistein display higher estrogen-like and/or anti-inflammatory activity compared to the aglycone. The possibility of using preparations rich in O-ß-D-glucopyranosides of genistein to substitute for low-dose estrogen in formulations for menopausal symptoms is discussed.


Assuntos
Neoplasias da Mama/patologia , Estrogênios/metabolismo , Flavonoides/farmacologia , Genista/química , Glucosídeos/farmacologia , Extratos Vegetais/farmacologia , Receptores de Estrogênio/metabolismo , Animais , Neoplasias da Mama/tratamento farmacológico , Neoplasias da Mama/metabolismo , Diferenciação Celular , Proliferação de Células , Células Cultivadas , Feminino , Humanos , Camundongos , Osteoblastos/citologia , Osteoblastos/efeitos dos fármacos , Osteoblastos/metabolismo , Receptores de Estrogênio/genética
15.
Nat Prod Res ; 33(12): 1734-1740, 2019 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-29448823

RESUMO

A previously undescribed triterpenoid saponin, 3-O-[α-l-rhamnopyranosyl-(1→2)-{ß-d-glucopyranosyl-(1→6)-}ß-d-galactopyranosyl-(1→2)-ß-d-glucuronopyranosyl]-sophoradiol (1), in addition to twenty-nine known constituents (2-30) were isolated from the aerial parts of Genista numidica Spach. Structures elucidation was performed by comprehensive 1D- and 2D-NMR analyses and HRESIMS. The extracts, fractions and isolated compounds were evaluated for their antibacterial, antioxidant and tyrosinase inhibitory activities. The experimental findings indicated that genistin (16), isosalipurpol (27), and koaburaside (29) have moderate to low antibacterial activity against E. faecalis, S. aureus, S. epidermidis and P. aeruginosa bacteria with MICs ranging from 31.2 to 125 µg/mL. Compounds 19 and 27 exhibited a good antiradical activity potential (IC50 11.8 and 11.1 µg/mL, respectively). Only compounds 23, 27 and 28 exhibited low inhibitory effect against mushroom tyrosinase (IC50 from 90.2 to 225.6 µg/mL).


Assuntos
Antibacterianos/isolamento & purificação , Antioxidantes/isolamento & purificação , Inibidores Enzimáticos/isolamento & purificação , Genista/química , Monofenol Mono-Oxigenase/antagonistas & inibidores , Agaricales/enzimologia , Antibacterianos/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Testes de Sensibilidade Microbiana , Estrutura Molecular , Componentes Aéreos da Planta/química , Extratos Vegetais/química , Saponinas/química , Saponinas/isolamento & purificação , Análise Espectral , Triterpenos/química , Triterpenos/isolamento & purificação , Triterpenos/farmacologia
16.
Pak J Pharm Sci ; 32(6): 2643-2649, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31969297

RESUMO

Phenolic extracts of aerial parts of Genista ferox have been characterized and evaluated for their pharmacological properties which are still not reported. The total phenol and flavonoid contents in the extracts were estimated spectrophotometrically via the Folin-Ciocalteu and aluminium chloride methods, respectively. Leaves and pods extracts showed the highest contents of total phenols and total flavonoids. The same extracts exhibited also the highest antioxidant capacity (IC50 of 105.37µg/mL and 113.98µg/mL, respectively) assessed by the in-vitro DPPH radical scavenging method. Leave and stem extracts were explored for their possible anti-inflammatory activity assayed by carrageenan-induced paw edema model. Both extracts (at 400mg/kg) showed edema inhibitory effect, which was found to be close to that of Dichlofenac reference. However, the leave extract produced the highest significant (p<0.001) anti-inflammatory activity when compared with the control. A preliminary characterisation of these phenolic extracts were carried out by high performance liquid chromatography (HPLC) coupled with diode-array detector (DAD), in order to determine the relevance of identified compounds in the pharmacological properties of the plant.


Assuntos
Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Genista/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Caules de Planta/química , Animais , Anti-Inflamatórios/isolamento & purificação , Antioxidantes/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Flavonoides/isolamento & purificação , Flavonoides/farmacologia , Masculino , Camundongos , Fenóis/isolamento & purificação , Fenóis/farmacologia , Extratos Vegetais/isolamento & purificação
17.
Molecules ; 23(7)2018 Jul 03.
Artigo em Inglês | MEDLINE | ID: mdl-29970854

RESUMO

The family Fabaceae traditionally serves as a food and herbal remedies source. Certain plants serve for treatment of menopausal symptoms based on a presence of typical secondary metabolites, isoflavones. Beside soybean and clovers, other plants or cultures in vitro can produce these molecules. A cultivation in vitro can be enhanced by elicitation that stimulates metabolites biosynthesis via stress reaction. Vanadium compounds have been already described as potential elicitors, and the aim of this study was to determine the impact of NH4VO3 and VOSO4 solutions on isoflavones production in Genista tinctoria L. cell cultures. The significant increase of isoflavones content, such as genistin, genistein, or formononetin, was measured in a nutrient medium or dry mass after NH4VO3 treatment for 24 or 48 h. The possible transport mechanism of isoflavones release as a result of elicitation was further evaluated. An incubation with different transport inhibitors prior to elicitation took effect on isoflavones content in the medium. However, there was a non-ended result for particular metabolites such as genistein and daidzein, where ATP-binding cassette (ABC) or, alternatively, multidrug and toxin extrusion (MATE) proteins can participate. Possible elicitation by some inhibitors was discussed as a result of their pleiotropic effect. Despite this outcome, the determination of the transport mechanism is an important step for identification of the specific transporter.


Assuntos
Técnicas de Cultura de Células/métodos , Genista/citologia , Isoflavonas/química , Compostos de Vanádio/farmacologia , Genista/química , Genista/efeitos dos fármacos , Metabolismo Secundário/efeitos dos fármacos , Vanadatos/farmacologia
18.
Syst Appl Microbiol ; 40(8): 482-491, 2017 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-29102065

RESUMO

The phylogeny of 16 isolates from root nodules of Genista germanica, Genista tinctoria, Cytisus ratisbonensis, and Cytisus scoparius growing in southeast Poland was estimated by comparative sequence analysis of core (16S rDNA, atpD, glnII, recA) and symbiosis-related (nodC, nodZ, nifH) genes. All the sequences analyzed placed the studied rhizobia in the genus Bradyrhizobium. Phylogenetic analysis of individual and concatenated housekeeping genes showed that the Genisteae microsymbionts form a homogeneous group with Bradyrhizobium japonicum strains. The phylogeny of nodulation and nitrogen fixation genes indicated a close relationship of the examined rhizobia with B. japonicum, Bradyrhizobium canariense, Bradyrhizobium cytisi, Bradyrhizobium rifense and Bradyrhizobium lupini strains infecting other plants of the tribe Genisteae. For the first time, the taxonomic position of G. germanica and C. ratisbonensis rhizobia, inferred from multigenic analysis, is described. The results of the phylogenetic analysis based on the protein-coding gene sequences presented in this study also indicate potential pitfalls concerning the choice of marker and reference strains, which may lead to conflicting conclusions in species delineation.


Assuntos
Bradyrhizobium/classificação , Bradyrhizobium/genética , Cytisus/microbiologia , Genista/microbiologia , Fixação de Nitrogênio/genética , Nódulos Radiculares de Plantas/microbiologia , Sequência de Bases , Bradyrhizobium/isolamento & purificação , DNA Bacteriano/genética , Filogenia , Polônia , RNA Ribossômico 16S/genética , Análise de Sequência de DNA , Microbiologia do Solo , Simbiose
19.
Environ Entomol ; 46(3): 552-558, 2017 06 01.
Artigo em Inglês | MEDLINE | ID: mdl-28402389

RESUMO

The impacts of weed biological control agents may vary with plant ontogeny. As plants grow, structural and chemical changes can alter plant resistance, which may reduce herbivory via chemical or structural defenses, and plant tolerance, which may enable plants to maintain fitness despite attack. Resistance and tolerance generally increase as plants grow. Nonetheless, prerelease tests of agent efficacy often overlook plant ontogeny. Here, we assess the performance and impacts of a candidate biocontrol agent, the psyllid Arytinnis hakani (Loginova), in relation to the age of its host plant, the invasive shrub French broom, Genista monspessulana. We also examined whether the psyllid can consistently kill plants when its densities are sufficiently high. Survival of psyllids to adulthood and the timing of adult emergence did not differ between plant sizes, indicating that performance of nymphs was not influenced by plant size. However, adult psyllid survival was reduced on small plants, suggesting that nymphs and adults responded differently to ontogenetic changes in plant quality. Psyllids affected the growth of small and large plants similarly; all measured plant growth parameters were lower in the presence of psyllids regardless of plant size. In a separate experiment, effects on plant survival depended on psyllid density, as higher realized densities of ∼9 psyllids per cm stem length were necessary to consistently kill plants. Thus, results suggest that the psyllid would be equally effective on a range of plant sizes, particularly at high densities, and show the potential of the psyllid to help control French broom in California.


Assuntos
Genista/crescimento & desenvolvimento , Hemípteros/fisiologia , Espécies Introduzidas , Animais , California , Hemípteros/crescimento & desenvolvimento , Ninfa/crescimento & desenvolvimento , Ninfa/fisiologia , Controle Biológico de Vetores , Densidade Demográfica
20.
Environ Entomol ; 46(3): 502-510, 2017 06 01.
Artigo em Inglês | MEDLINE | ID: mdl-28379400

RESUMO

Generalist predators such as spiders may help mitigate the spread and impact of exotic herbivores. The lack of prey specificity and long generation times of spiders may allow them to persist when pests are scarce, and to limit the growth of pest populations before they reach damaging levels. We examined whether resident spiders are likely to play a role in maintaining populations of the invasive light brown apple moth, Epiphyas postvittana (Walker) (Lepidoptera: Tortricidae), below outbreak levels in California. We surveyed the spider community on two E. postvittana host plants, the ornamental Australian tea tree, Leptospermum laevigatum, and the weed French broom, Genista monspessulana, to characterize spider and larval E. postvittana abundance and spider species composition throughout the year. Spider densities and species composition showed slight seasonal changes. Spiders were present during periods of high and low E. postvittana abundance. Anyphaenid hunting spiders, Anyphaena aperta Banks in Australian tea tree and Anyphaena pacifica Banks in French broom, dominated spider species composition at four of five sampled sites, and underwent only slight seasonal variation in abundance. Adult A. aperta were rare at all times of the year, suggesting that high mortality among juvenile A. aperta limits the potential of this species as a predator of E. postvittana. Nevertheless, the continued presence of spiders throughout the year indicates that the resident spider community is likely to play a key role in reducing E. postvittana populations in California.


Assuntos
Cadeia Alimentar , Genista/fisiologia , Leptospermum/fisiologia , Mariposas/fisiologia , Aranhas/fisiologia , Animais , Tamanho Corporal , California , Espécies Introduzidas , Larva/crescimento & desenvolvimento , Larva/fisiologia , Mariposas/crescimento & desenvolvimento , Controle Biológico de Vetores , Dinâmica Populacional , Estações do Ano , Especificidade da Espécie , Aranhas/crescimento & desenvolvimento
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