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1.
PeerJ ; 12: e17231, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38646477

RESUMO

Ageratina adenophora is an invasive weed species found in many countries. Methods to control the spread of this weed have been largely unsuccessful. Soil pH is the most important soil factor affecting the availability of nutrients for plant and impacting its growth. Understanding the mechanisms of the influence of soil pH on the growth of A. adenophora may help to develop effective control measures. In this study, we artificially changed the soil pH in pot experiments for A. adenophora. We studied the effects of acidic (pH 5.5), weakly acidic (pH 6.5), neutral (pH 7.2), and alkaline (pH 9.0) soils on the growth, availability of soil nutrients, activity of antioxidant enzymes, levels of redox markers in the leaves, and the structure and diversity of the rhizosphere microbiome. Soil with a pH 7.2 had a higher (47.8%) below-ground height versus soils of pH 5.5 at day 10; plant had a higher (11.3%) above-ground height in pH 7.2 soils than pH 9.0 soils at day 90; no differences in the fresh and dry weights of its above- and belowground parts, plant heights, and root lengths were observed in plants growing in acid, alkaline, or neutral pH soil were observed at day 180. Correspondingly, the antioxidant enzymes SOD (superoxide dismutase), POD (peroxidase), CAT (catalase) and redox markers GSH (glutathione) and MDA (malondialdehyde) were measured in the leaves. Significant differences existed in the activities of CAT and the levels of GSH between those growing in acidic and alkaline soils and those in neutral pH soil at day 90; however, only lower (36.8%) CAT activities in those grown at pH 5.5 than those grown at pH 7.2 were found at day 180. Similarly, significant differences in available P (16.89 vs 3.04 mg Kg-1) and total K (3.67 vs 0.96 mg Kg-1), total P (0.37 vs 0.25 g Kg-1) and total N (0.45 vs 1.09 g Kg-1) concentrations were found between the rhizosphere soils of A. adenophora grown at pH 9.0 and 7.2 at day 90; no such differences were seen at day 180. High throughput analyses of the 16S rRNA and ITS fragments showed that the rhizosphere microbiome diversity and composition under different soil pH conditions changed over 180 days. The rhizosphere microbiomes differed in diversity, phylum, and generic composition and population interactions under acid and alkaline conditions versus those grown in neutral soils. Soil pH had a greater impact on the diversity and composition of the prokaryotic rhizosphere communities than those of the fungal communities. A. adenophora responded successfully to pH stress by changing the diversity and composition of the rhizosphere microbiome to maintain a balanced nutrient supply to support its normal growth. The unusual pH tolerance of A. adenophora may be one crucial reason for its successful invasion. Our results suggest that attempts use soil pH to control its invasion by changing the soil pH (for example, using lime) will fail.


Assuntos
Ageratina , Microbiota , Rizosfera , Microbiologia do Solo , Solo , Concentração de Íons de Hidrogênio , Microbiota/fisiologia , Solo/química , Ageratina/química , Folhas de Planta/microbiologia , Folhas de Planta/química , Plantas Daninhas/química , Plantas Daninhas/crescimento & desenvolvimento , Raízes de Plantas/microbiologia , Antioxidantes/metabolismo , Antioxidantes/análise
2.
Ecotoxicol Environ Saf ; 211: 111879, 2021 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-33465625

RESUMO

Essential oils have been evaluated as appropriate phytotoxins with mechanisms of action that are different from those of synthetic herbicides applied in weed management activities, but little is known about the effect of Ambrosia artemisiifolia essential oil (EO) on weeds. Here, the chemical composition of A. artemisiifolia EO was analyzed using a Gas Chromatography-Mass Spectrometry system. and the phytotoxic activities of the EO against monocot (Poa annua, Setaria viridis) and dicot (Amaranthus retroflexus, Medicago sativa) species are evaluated under laboratory and green-house conditions for the first time. The EO was rich in sesquiterpenes (62.51%), with germacrene D (32.92%), ß-pinene (15.14%), limonene (9.90%), and caryophyllene (4.49%) being the major compounds based on Gas Chromatography-Mass Spectrometry analysis results. A. artemisiifolia EO inhibited seed germination and seedling development significantly in the tested species even at low concentrations (0.25 mg mL-1). In addition, bioassay results for the activities of superoxide dismutase (SOD) and peroxidase (POD) increased and then decreased with an increase in EO concentration. Unlike the enzymatic activity, root cell viability declined significantly in the tested weeds in all EO treatments. Besides, a foliar spray experiment resulted in visible injury in leaves and a decrease in chlorophyll content and eventually led to wilting of all tested weeds. The EO (0.25-5.00 mg mL-1) altered Allium cepa root tip cells with a decline in mitotic index and an increase in chromosomal aberrations after 24 h treatment. The cytotoxic evaluation confirmed the mitotic inhibitory effect of EO, although the intensity varied under different concentrations. According to the results, A. artemisiifolia EO has the potential applications as a natural herbicide owing to its phytotoxic activity; which also helps to explain their potential involvement in allelopathic interaction of volatile compounds present in the EO that facilitate the invasion success of the exotic species.


Assuntos
Ambrosia/química , Herbicidas/toxicidade , Óleos Voláteis/toxicidade , Plantas Daninhas/química , Alelopatia/efeitos dos fármacos , Amaranthus/efeitos dos fármacos , Monoterpenos Bicíclicos , Cromatografia Gasosa-Espectrometria de Massas , Herbicidas/química , Limoneno , Sesquiterpenos de Germacrano
3.
F1000Res ; 9: 493, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-32676186

RESUMO

Background: Medicinal plants are a source of phytochemicals and they are used for the treatment of several oxidative stress-related or other diseases for their effectiveness, low toxicity and easy availability. Five traditionally used and less characterized herbaceous weeds of West Bengal, India, namely, Heliotropium indicum, Tridax procumbens, Cleome rutidosperma, Commelina benghalensis and Euphorbia hirta, were investigated for the current research study. Methods: Aqueous and 70% ethanolic extracts of the leaves were analyzed for estimation of essential phytochemicals and to evaluate their in vitro antioxidant status, medicinal properties and cytotoxic effects. To the best of our knowledge, several assays and comparative evaluations using these herbs are reported for the first time. For quantitative study, UV-vis spectrophotometry and high-performance liquid chromatography with diode array detector HPLC-DAD techniques were used. Antibacterial properties were investigated using the Kirby-Bauer disc diffusion method. For in vitro anti-lithiatic study, a titration method was used. The cell viability assay was done using peripheral blood mononuclear cells. Results: The aqueous extract exhibits higher content of polyphenols, flavonoids, tannins and inhibition percentage values for free radical scavenging assays, whereas the 70% ethanolic extract exhibits higher content of alkaloids and cardiac glycosides. HPLC-DAD analysis of 70% ethanolic extracts led us to identify 10 predominant phenolic constituents. Euphorbia hirta extracts showed minimum cytotoxicity (cell death ~2.5% and 4% in water and 70% ethanolic extract, respectively ), whereas Cleome rutidosperma and Tridax procumbens' 70% ethanolic extracts showed higher cell death (~13% and 28%, respectively), compared with the control (cell death ~10-12%). Conclusions: The study concluded that of all the medicinal weeds selected for the current study, Euphorbia hirta possesses the highest amount of bioactive compounds and hence exhibits the highest in vitro antioxidant activity and promising in vitro medicinal properties.


Assuntos
Antioxidantes/farmacologia , Extratos Vegetais/farmacologia , Plantas Daninhas/química , Asteraceae/química , Células Cultivadas , Cleome/química , Commelina/química , Euphorbia/química , Heliotropium/química , Humanos , Índia , Leucócitos Mononucleares/efeitos dos fármacos , Compostos Fitoquímicos/farmacologia
4.
J Agric Food Chem ; 68(1): 88-96, 2020 Jan 08.
Artigo em Inglês | MEDLINE | ID: mdl-31826619

RESUMO

Solanum rostratum is a worldwide malignant invasive weed, causing serious harm to the ecological environment and biodiversity. Strong chemical defense against herbivorous insects is supposed to be one of the successful invasive mechanisms of this exotic plant. However, the real defense components and their action mechanisms and distributions are still unknown. To address these problems, we bioassay-guided isolated compounds from the aerial part of S. rostratum and determined their structures using high-resolution electrospray ionization mass spectrometry, nuclear magnetic resonance, and electronic circular dichroism calculation. One new and seven known compounds were identified, and all of the isolates exhibited different levels of antifeedant activities, especially compounds 1 and 4. Consistently, compounds 1 and 4 displayed potent inhibitory effects on antifeedant-related enzymes (AchE and CarE). The action mechanisms of active compounds 1 and 4 were revealed by molecular docking and molecular dynamic simulation studies. Furthermore, the distributions of the active compounds in leaves, stems, and flowers were also analyzed by liquid chromatography-mass spectrometry.


Assuntos
Comportamento Alimentar/efeitos dos fármacos , Inseticidas/farmacologia , Mariposas/efeitos dos fármacos , Extratos Vegetais/farmacologia , Plantas Daninhas/química , Solanum/química , Animais , Flores/química , Flores/metabolismo , Inseticidas/química , Inseticidas/isolamento & purificação , Inseticidas/metabolismo , Simulação de Acoplamento Molecular , Estrutura Molecular , Mariposas/fisiologia , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/metabolismo , Folhas de Planta/química , Folhas de Planta/metabolismo , Plantas Daninhas/metabolismo , Metabolismo Secundário , Solanum/metabolismo , Espectrometria de Massas por Ionização por Electrospray
5.
J Agric Food Chem ; 67(45): 12382-12392, 2019 Nov 13.
Artigo em Inglês | MEDLINE | ID: mdl-31635461

RESUMO

Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is a promising target for herbicide discovery. Search for new compounds with novel chemotypes is a key objective for agrochemists. Here, we describe the discovery and systematic SAR-based structure optimization of novel N-isoxazolinylphenyltriazinones 5-9 as PPO inhibitors. The in vivo herbicidal activity and in vitro Nicotiana tabacum PPO (NtPPO) inhibitory activity were explored in detail. A number of the new synthetic compounds displayed strong PPO inhibitory activity with Ki values in the nanomolar range. Some compounds exhibited excellent and broad-spectrum weed control at the rate of 9.375-37.5 g ai/ha by postemergence application and showed improved monocotyledonous weed control compared to saflufenacil. Most promisingly, ethyl 3-(2-chloro-5-(3,5-dimethyl-2,6-dioxo-4-thioxo-1,3,5-triazinan-1-yl)-4-fluorophenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate, 5a, with a Ki value of 4.9 nM, displayed over 2- and 6-fold higher potency than saflufenacil (Ki = 10 nM) and trifludimoxazin (Ki = 31 nM), respectively. Moreover, 5a showed excellent and broad-spectrum weed control against 32 kinds of weeds at 37.5-75 g ai/ha. Rice exhibited relative tolerance to 5a at 150 g ai/ha by postemergence application, indicating that 5a could be a potential herbicide candidate for weed control in paddy fields.


Assuntos
Inibidores Enzimáticos/farmacologia , Herbicidas/química , Herbicidas/farmacologia , Proteínas de Plantas/antagonistas & inibidores , Protoporfirinogênio Oxidase/antagonistas & inibidores , Descoberta de Drogas , Inibidores Enzimáticos/química , Cinética , Proteínas de Plantas/química , Proteínas de Plantas/metabolismo , Plantas Daninhas/química , Plantas Daninhas/efeitos dos fármacos , Plantas Daninhas/enzimologia , Protoporfirinogênio Oxidase/química , Protoporfirinogênio Oxidase/metabolismo , Relação Quantitativa Estrutura-Atividade , Nicotiana/química , Nicotiana/efeitos dos fármacos , Nicotiana/enzimologia , Controle de Plantas Daninhas
6.
Pak J Pharm Sci ; 32(1): 143-152, 2019 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-30772803

RESUMO

The efficacy of Chrozophora plicata and Trianthema portuclacastrum extracts was investigated against Trogoderma granarium at 10%, 20% and 30% concentrations and 2, 4 and 6 days of exposure periods. It was found that T. portuclacastrum extract caused significantly higher larval mortality (37.47%) than C. plicata (27.03%). Maximum number of T. granarium larvae (91.11% and 82.22%) was repelled when exposed to 30% concentration. A significant reduction in percentage larval emergence was also found in F1 generation. A decrease in the activity of Acetylcholine Esterase (AChE), Acid Phosphatase (ACP), Alkaline Phosphatase (AKP), α-Carboxyl and ß-Carboxyl was also found. The FTIR analysis showed the presence of polyphenolic compounds in T. portuclacastrum extract. The overall results revealed that T. portuclacastrum extract was very effective against T. granarium than C. plicata.


Assuntos
Aizoaceae , Besouros/efeitos dos fármacos , Euphorbiaceae , Inseticidas/farmacologia , Controle de Pragas/métodos , Extratos Vegetais/farmacologia , Plantas Daninhas , Aizoaceae/química , Animais , Besouros/crescimento & desenvolvimento , Besouros/metabolismo , Relação Dose-Resposta a Droga , Euphorbiaceae/química , Inseticidas/isolamento & purificação , Larva/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação , Plantas Daninhas/química
7.
Ecotoxicol Environ Saf ; 148: 237-243, 2018 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-29065373

RESUMO

Alternanthera philoxeroides (Mart.) Griseb is one of the most malignant weeds in its invision habitats. While in the cadmium-contaminated aquatic environment, does A. philoxeroides possess good tolerance and adaptability? To demonstrate the effects of cadmium on A. philoxeroides in the polluted water bodies, a hydroponic stress experiment was conducted over a gradient of Cd concentrations (0, 2.5 and 5mg/l) in triplicate. The seedlings were cultured in a greenhouse and harvested on days 0, 10, 20, 30 and 40, respectively. The results showed the effects of mutual restraint between Cd and A. philoxeroides. The A. philoxeroides seedlings were enriched with large amounts of Cd, and the toxicity of Cd inhibited the rapid growth of A. philoxeroides and induced the rapid degradation of chlorophylls in its tissues. Furthermore, the use of iron plaque effectively immobilized Cd of 1123-2883mg/kg·DW on the root surface, thus it decreased the transferability of Cd in the aquatic environment. Due to its extensive adaptability, good Cd tolerance and the immobilization of Cd predominantly in the roots (the highest Cd concentration enriched was 7588.65±628.90mg/kg·DW in roots). A. philoxeroides effectively restrained the translocation of Cd and partitioned Cd in the roots within water bodies. CAPSULE: The antagonistic effect exists between the invasion of A. philoxeroides and cadmium mobility in aquatic environments.


Assuntos
Amaranthaceae/efeitos dos fármacos , Amaranthaceae/crescimento & desenvolvimento , Cádmio/toxicidade , Plantas Daninhas/efeitos dos fármacos , Plantas Daninhas/crescimento & desenvolvimento , Poluentes Químicos da Água/toxicidade , Amaranthaceae/química , Biodegradação Ambiental , Biomassa , Cádmio/análise , Relação Dose-Resposta a Droga , Tolerância a Medicamentos , Hidroponia , Modelos Teóricos , Plantas Daninhas/química , Poluentes Químicos da Água/análise
8.
Arch Toxicol ; 90(11): 2595-2615, 2016 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-27538407

RESUMO

Balkan endemic nephropathy (BEN) is a unique, chronic renal disease frequently associated with upper urothelial cancer (UUC). It only affects residents of specific farming villages located along tributaries of the Danube River in Bosnia-Herzegovina, Croatia, Macedonia, Serbia, Bulgaria, and Romania where it is estimated that ~100,000 individuals are at risk of BEN, while ~25,000 have the disease. This review summarises current findings on the aetiology of BEN. Over the last 50 years, several hypotheses on the cause of BEN have been formulated, including mycotoxins, heavy metals, viruses, and trace-element insufficiencies. However, recent molecular epidemiological studies provide a strong case that chronic dietary exposure to aristolochic acid (AA) a principal component of Aristolochia clematitis which grows as a weed in the wheat fields of the endemic regions is the cause of BEN and associated UUC. One of the still enigmatic features of BEN that need to be resolved is why the prevalence of BEN is only 3-7 %. This suggests that individual genetic susceptibilities to AA exist in humans. In fact dietary ingestion of AA along with individual genetic susceptibility provides a scenario that plausibly can explain all the peculiarities of BEN such as geographical distribution and high risk of urothelial cancer. For the countries harbouring BEN implementing public health measures to avoid AA exposure is of the utmost importance because this seems to be the best way to eradicate this once mysterious disease to which the residents of BEN villages have been completely and utterly at mercy for so long.


Assuntos
Ácidos Aristolóquicos/toxicidade , Nefropatia dos Bálcãs/induzido quimicamente , Carcinógenos Ambientais/toxicidade , Doenças Endêmicas , Medicina Baseada em Evidências , Contaminação de Alimentos , Rim/efeitos dos fármacos , Animais , Aristolochia/química , Aristolochia/crescimento & desenvolvimento , Aristolochia/toxicidade , Ácidos Aristolóquicos/análise , Nefropatia dos Bálcãs/epidemiologia , Nefropatia dos Bálcãs/fisiopatologia , Nefropatia dos Bálcãs/prevenção & controle , Carcinógenos Ambientais/análise , Fatores de Confusão Epidemiológicos , Produtos Agrícolas/crescimento & desenvolvimento , Dieta/efeitos adversos , Resistência a Medicamentos , Europa Oriental/epidemiologia , Farinha/efeitos adversos , Farinha/análise , Contaminação de Alimentos/prevenção & controle , Humanos , Rim/fisiopatologia , Plantas Daninhas/química , Plantas Daninhas/crescimento & desenvolvimento , Plantas Daninhas/toxicidade , Prevalência , Risco , Sementes/crescimento & desenvolvimento , Triticum/crescimento & desenvolvimento , Neoplasias Urológicas/induzido quimicamente , Neoplasias Urológicas/epidemiologia , Neoplasias Urológicas/fisiopatologia , Neoplasias Urológicas/prevenção & controle
9.
PLoS One ; 10(11): e0143530, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-26599609

RESUMO

Plants with pesticidal properties have been investigated for decades as alternatives to synthetics, but most progress has been shown in the laboratory. Consequently, research on pesticidal plants is failing to address gaps in our knowledge that constrain their uptake. Some of these gaps are their evaluation of their efficacy under field conditions, their economic viability and impact on beneficial organisms. Extracts made from four abundant weed species found in northern Tanzania, Tithonia diversifolia, Tephrosia vogelii, Vernonia amygdalina and Lippia javanica offered effective control of key pest species on common bean plants (Phaseolus vulgaris) that was comparable to the pyrethroid synthetic, Karate. The plant pesticide treatments had significantly lower effects on natural enemies (lady beetles and spiders). Plant pesticide treatments were more cost effective to use than the synthetic pesticide where the marginal rate of return for the synthetic was no different from the untreated control, around 4USD/ha, compared to a rate of return of around 5.50USD/ha for plant pesticide treatments. Chemical analysis confirmed the presence of known insecticidal compounds in water extracts of T. vogelii (the rotenoid deguelin) and T. diversifolia (the sesquiterpene lactone tagitinin A). Sesquiterpene lactones and the saponin vernonioside C were also identified in organic extracts of V. amygdalina but only the saponin was recorded in water extracts which are similar to those used in the field trial. Pesticidal plants were better able to facilitate ecosystem services whilst effectively managing pests. The labour costs of collecting and processing abundant plants near farm land were less than the cost of purchasing synthetic pesticides.


Assuntos
Inseticidas/química , Praguicidas/química , Plantas Daninhas/química , Animais , Extratos Vegetais/química , Saponinas/química , Sesquiterpenos/química
10.
Phytochem Anal ; 25(5): 421-8, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24733603

RESUMO

INTRODUCTION: The bioactive metabolites derived from weeds have attracted the interest of the food and pharmaceutical industries due to their health benefits. OBJECTIVE: To evaluate the anti-oxidant and acetylcholinesterase activity of Dittrichia viscosa extracts and characterise the polyphenolic metabolites using the LC coupled with diode-array detection (DAD) and positive mode electrospray ionisation (ESI) MS method with a view to evaluating the exploitation potential of this invasive weed. MATERIALS AND METHODS: Roots and aerial parts of D. viscosa were extracted with solvents of increasing polarity and their major polyphenolic metabolites were identified by LC - DAD/ESI(+)/MS. The total phenolic content of the extracts was determined using the Folin-Ciocalteu method, while their anti-oxidant activity was evaluated on the basis of their ability to scavenge the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH) and hydrogen peroxide. Thin-layer chromatography was used to screen for acetylcholinesterase inhibitors. RESULTS: Stem extracts gave the highest phenolic content, whereas the roots showed the lowest content. Twenty-five polyphenolic constituents of the extracts were tentatively characterised according to their MS and UV spectroscopic data. Among the extracts studied, roots-ethyl acetate and flowers-diethyl ether revealed the highest activity according to the DPPH and chemiluminescence assays respectively. CONCLUSION: The metabolic profile of D. viscosa was studied and the structures of the major polyphenolic metabolites were tentatively assigned based on their MS and UV-vis spectra. The extracts exhibited high levels of anti-oxidant and acetylcholinesterase inhibitory activity and the inhibitors are probably localised mainly in flowers and roots.


Assuntos
Antioxidantes/farmacologia , Asteraceae/química , Inibidores da Colinesterase/farmacologia , Plantas Daninhas/química , Polifenóis/farmacologia , Antioxidantes/química , Inibidores da Colinesterase/química , Cromatografia Líquida , Espectrometria de Massas , Estrutura Molecular , Polifenóis/química
11.
Environ Monit Assess ; 186(7): 4051-6, 2014 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-24519638

RESUMO

In a preliminary study, we found that the cadmium (Cd) concentrations in shoots of the winter farmland weeds Cardamine hirsuta Linn. and Gnaphalium affine D. Don exceeded the critical value of a Cd-hyperaccumulator (100 mg kg(-1)), indicating that these two farmland weeds might be Cd-hyperaccumulators. In this study, we grew these species in soil containing various concentrations of Cd to further evaluate their Cd accumulation characteristics. The biomasses of C. hirsuta and G. affine decreased with increasing Cd concentrations in the soil, while the root/shoot ratio and the Cd concentrations in shoot tissues increased. The Cd concentrations in shoots of C. hirsuta and G. affine reached 121.96 and 143.91 mg kg(-1), respectively, at the soil Cd concentration of 50 mg kg(-1). Both of these concentrations exceeded the critical value of a Cd-hyperaccumulator (100 mg kg(-1)). The shoot bioconcentration factors of C. hirsuta and G. affine were greater than 1. The translocation factor of C. hirsuta was less than 1 and that of G. affine was greater than 1. These findings indicated that C. hirsuta is a Cd-accumulator and G. affine is Cd-hyperaccumulator. Both plants are distributed widely in the field, and they could be used to remediate Cd-contaminated farmland soil in winter.


Assuntos
Cádmio/metabolismo , Cardamine/metabolismo , Gnaphalium/metabolismo , Plantas Daninhas/metabolismo , Poluentes do Solo/metabolismo , Agricultura , Biodegradação Ambiental , Biomassa , Cádmio/análise , Cardamine/química , Monitoramento Ambiental , Gnaphalium/química , Raízes de Plantas , Plantas Daninhas/química , Solo/química , Poluentes do Solo/análise
12.
Phytochem Anal ; 23(6): 642-6, 2012.
Artigo em Inglês | MEDLINE | ID: mdl-22552843

RESUMO

INTRODUCTION: Phytochemical analyses of weeds, many of which have been used in traditional medicine worldwide, could lead to the identification of secondary metabolites with significant biological activity. OBJECTIVE: To perform an assessment of the chemical composition and exploitation potential of the invasive weed Oxalis pes-caprae. To evaluate the anti-oxidant activity of its extracts and isolate and characterise polyphenolic metabolites using LC-DAD-MS (ESI+) and NMR methods. METHODOLOGY: Aerial parts of the invasive weed O. pes-caprae were extracted with solvents of increasing polarity and their major polyphenolic metabolites were identified by LC-DAD-MS (ESI+). The total phenolic content of the extracts was determined using the Folin-Ciocalteu method, while their anti-oxidant activity was evaluated on the basis of their ability to scavenge the stable free radical 1,1-diphenyl-2-picrylhydrazyl and hydrogen peroxide. RESULTS: The major polyphenolic constituents of the extracts were tentatively characterised as chlorogenic acid, quinic ferulate, luteolin glucoside and cernuoside according to their MS and UV spectroscopic data. Cernuoside, an aureusidin glucoside, was isolated from the methanolic extract of the weed's flowers and its structure was unambiguously identified by 1D- and 2D-NMR spectroscopy. The butanol extract of O. pes-caprae displayed the highest anti-oxidant activity. CONCLUSION: The metabolic profile of O. pes-caprae was studied and the structures of the major polyphenolic metabolites based on their MS and UV-vis spectra were tentatively assigned. The aureusidin glucoside cernuoside was isolated and characterised for the first time from O. pes-caprae. The extracts exhibited high levels of anti-oxidant activity.


Assuntos
Antioxidantes/farmacologia , Magnoliopsida/química , Polifenóis/farmacologia , Ácido Clorogênico/análise , Cromatografia Líquida , Avaliação Pré-Clínica de Medicamentos , Glicosídeos/análise , Glicosídeos/química , Luteolina/análise , Espectroscopia de Ressonância Magnética , Ácido Oleanólico/análogos & derivados , Ácido Oleanólico/análise , Ácido Oleanólico/química , Componentes Aéreos da Planta/química , Extratos Vegetais/farmacologia , Plantas Daninhas/química , Polifenóis/análise , Espectrofotometria Ultravioleta
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