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1.
Molecules ; 25(19)2020 Sep 28.
Artigo em Inglês | MEDLINE | ID: mdl-32998390

RESUMO

The inclination toward natural products have led the onset for the discovery of new bioactive metabolites that could be targeted for specific therapeutic or agronomic applications. This study aimed to isolate bioactive compounds from Cleome arabica L., and subsequently determine the unexplored mechanism of action of the newly identified compounds on Lactuca sativa L. Chemical investigation of the ethyl acetate fraction of methanolic silique extract of C. arabica afforded seven secondary metabolites belonging to different classes such as flavonoids, triterpene, and a new thiohydroximate derivative, named cleomside A. Among phytotoxic assays, the growth of lettuce was totally inhibited by cleomside A compared to the other identified compounds. This effect was associated with the increased levels of electrolyte leakage, malondialdehyde, and hydrogen peroxide indicating disruption of membrane integrity and induction of oxidative stress. Activities of the antioxidant enzymes SOD, CAT, and APX were also elevated, thereby demonstrating the enhanced generation of reactive oxygen species upon identified allelochemical exposure. Thus, the changes caused by cleomside A described herein can contribute to better understanding the allelochemical actions of thiohydroximate and the potential use of these substances in the production of natural herbicides compared to the other identified flavonoids and triterpene.


Assuntos
Cleome/química , Lactuca/fisiologia , Estresse Oxidativo/efeitos dos fármacos , Feromônios/farmacologia , Acetatos/química , Antioxidantes/farmacologia , Biomarcadores/análise , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Análise por Conglomerados , Eletrólitos/metabolismo , Peróxido de Hidrogênio/metabolismo , Lactuca/efeitos dos fármacos , Lactuca/enzimologia , Índice Mitótico , Raízes de Plantas/citologia , Raízes de Plantas/efeitos dos fármacos , Análise de Componente Principal , Espectroscopia de Prótons por Ressonância Magnética , Metabolismo Secundário , Testes de Toxicidade
2.
Molecules ; 25(10)2020 May 13.
Artigo em Inglês | MEDLINE | ID: mdl-32414067

RESUMO

Numerous substances from different chemical sectors, from the pharmaceutical industry to the many consumer products available for everyday usage, can find their way into water intended for human consumption and wastewater, and can have adverse effects on the environment and human health. Thus, the disinfection process is an essential stage in water and wastewater treatment plants to destroy pathogenic microorganisms but it can form degradation byproducts. Sodium hypochlorite is the most common disinfectant, but the most important drawback associated with this kind of compound is the generation of toxic disinfection byproducts. Many studies have been carried out to identify alternative disinfectants, and in the last few years, peracetic acid has been highlighted as a feasible solution, particularly in wastewater treatment. This study compares the transformations of five emerging pollutants (caffeine, tramadol, irbesartan, diclofenac, trazodone) treated with peracetic acid, to evaluate their degradation and the possible formation of byproducts with those obtained with sodium hypochlorite. Although peracetic acid has many advantages, including a wide field of use against microorganisms and a low toxicity towards animal and plant organisms, it is not as effective in the degradation of the considered pollutants. These ones are recovered substantially and are unchanged quantitatively, producing a very low number of byproducts.


Assuntos
Ácido Peracético/química , Preparações Farmacêuticas/química , Hipoclorito de Sódio/química , Águas Residuárias/química , Purificação da Água
3.
Nat Prod Res ; 38(1): 37-42, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-35866987

RESUMO

Secondary metabolites extracted from plants have historically been critical for drug discovery, but their isolation involves expensive and complicated procedures in terms of time and labor resources. Thus, the biogenetic pathway offers the possibility of identifying specific compounds that have not yet been isolated and predicting their isolation from specific natural sources. In plants, biphenanthrenes represent a relatively small group of aromatic secondary metabolites that are considered as important taxonomic markers with promising biological activities. To date, 38 mixed phenanthrenoid dimers have been identified, the biosynthesis of which involves the radical coupling of the two subunits, namely, a phenanthrene and a dihydrophenanthrene. For each of the compounds, it is possible to identify the single phenanthrenic and dihydrophenanthrenic units constituting the considered dimer. Based on the biogenetic pathway, it is possible to identify 19 phenanthrenes and 17 dihydrophenanthrenes, and to distinguish those already known from those not yet isolated. By comparing the results of the possible biosynthetic pathway for each compound with the data in the literature, it is possible to identify three known phenanthrenes and seven known dihydrophenanthrenes, as well as eleven new phenanthrenes and five new dihydrophenanthrenes, and to identify from which plant it is possible to isolate them. This could direct the work of researchers seeking to identify known or new molecules useful for their possible biological properties, and ultimately, to confirm the veracity of the proposed and generally accepted biosynthetic pathway.


Assuntos
Vias Biossintéticas , Fenantrenos , Extratos Vegetais , Descoberta de Drogas
4.
J Insect Sci ; 13: 61, 2013.
Artigo em Inglês | MEDLINE | ID: mdl-23906290

RESUMO

Aqueous and organic (hexane, chloroform, and methanol) extracts of siliquae, stems and leaves, and seeds of Cleome arabica L. (Brassicales: Capparidaceae) were evaluated in the laboratory for their antifeeding and insecticidal effect on larvae of the cotton leafworm, Spodoptera littoralis (Boisduval) (Lepidoptera, Noctuidae), using a leaf dipping bioassay with castor bean, Ricinus communis L. (Malpighiales: Euphorbiaceae), leaf discs. The polar extracts caused significant mortality. At the highest dose, C. arabica extracts exhibited significant antifeeding and phagostimulating activities against S. littoralis larvae. Under no-choice conditions, the methanol extract of siliquae was the most active, and the antifeedant index calculated over 24 hr for 3rd instar larvae varied significantly from 16 to 37%. Using nutritional indices, it was established that there was a significant decrease in growth rate concomitant with a reduction in consumption. These results suggest the presence of anti-feeding and/or toxic substances in the extracts that may be useful in developing bio-insecticides based on C. arabica extracts for use in integrated pest management of leafworm and other agricultural pests.


Assuntos
Cleome/química , Inseticidas/análise , Spodoptera , Animais , Comportamento Alimentar/efeitos dos fármacos , Inseticidas/farmacologia , Larva , Testes de Toxicidade
5.
Foods ; 11(11)2022 May 25.
Artigo em Inglês | MEDLINE | ID: mdl-35681296

RESUMO

A main reason of the increasing interest in cereal landraces is their potential to offer more diversified and functional staple food. For instance, landraces are an underexploited resource of pigmented varieties, appreciated for the high accumulation of phytochemicals with known health benefits. This study characterized the chemical, functional, and technological features of the bran, semolina, and grains of two durum wheat (Triticum turgidum L. subsp. durum, Desf.) landraces, named 'Purple' and 'Red' for their grain color, collected in Ethiopia and grown and sold in southern Italy as a niche product. Specifically, we analyzed the protein content, dry gluten, ash, total polyphenols, anthocyanins, proanthocyanidins, and specific phenolic acids. We also evaluated the antioxidant activity using DPPH- and ABTS-based methods. The two landraces had positive nutritional features, such as a high protein content, a rich and composite range of secondary metabolites (which include specific phenolic acids and anthocyanins), and antioxidant activities in all the fractions analyzed. The germplasm under investigation therefore has a well-justified potential to yield functional products and to diversify durum wheat-based foods.

6.
Nat Prod Res ; 34(6): 773-781, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-30445848

RESUMO

New allelochemicals were identified through bio-guided fractionation from the ethyl acetate of seeds extracts, which was the most autotoxic compared to the other plant parts. Phytochemical investigation of the seeds extracts of C. arabica by spectroscopy analyses has led to identify two new dammarane type triterpenes (4 and 9), with nine known analogues (1 - 3, 5 - 8, 10 and 11), a new cucurbitane triterpene (12), acylated dehydrodiconiferyl alcohol (13), and three highly oxygenated flavonols (14-16). The most autotoxic compounds on germination and seedling growth were elucidated as dammarane type triterpenes. However, less autotoxic effect was recorded by an inhibition under 50% for most of the identified flavonoids. These results suggest that those autotoxic substances may be used as a new bio-herbicide that may contribute to manage the distribution of C. arabica in agronomic field.[Formula: see text].


Assuntos
Cleome/efeitos dos fármacos , Herbicidas/isolamento & purificação , Feromônios/farmacologia , Triterpenos/isolamento & purificação , Flavonóis/isolamento & purificação , Germinação/efeitos dos fármacos , Glicosídeos/isolamento & purificação , Herbicidas/química , Extratos Vegetais/química , Plântula/efeitos dos fármacos , Sementes/química , Triterpenos/química , Triterpenos/farmacologia , Damaranos
7.
Plant Physiol Biochem ; 144: 73-84, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31561200

RESUMO

Cleome arabica is a medicinal plant contains diverse bioactive compounds and terpenoids are the major components. However, the isolation and purification of the active triterpenes from this plant involve long and complicated procedures. The present work investigates the triterpenes profiles of different tissues, besides that, describes the isolation, heterologous expression and functional characterization of C. arabica gene coding for triterpenes synthases. The phytochemical investigation through GC-MS revealed significant accumulation of pentacyclic triterpenes in leaves and siliques at mature stage compared to the stems and roots of C. arabica. Among the pentacyclic triterpenes, the lupeol reached the highest level of 320 µg/g DW in leaves at maturity stage compared to the other tissues. The biosynthesis of a pentacyclic triterpene was investigated through isolation and cloning of a full-length oxidosqualene cyclase cDNA (CaOSC) from mature leaves of C. arabica. The bioinformatic analyses revealed that CaOSC was highly homologous with the characterized lupeol synthases and shared 79.3% identity to camelliol C synthase from A. thaliana. Heterologous expression of CaOSC gene in Saccharomyces cerevisiae synthesized lupeol as a single product. The lupeol biosynthesis was exponentially increased after induction through the fermentation process reaching the maximum of 2.33 µg/ml for 240 h. Furthermore, organ-specific expression of lupeol gene was exactly matched the accumulation pattern in different tissues of C. arabica during phenological cycle. Thus, the identified CaOSC will be useful in enhancing triterpene yield for industrial purposes.


Assuntos
Cleome/enzimologia , Cleome/metabolismo , Transferases Intramoleculares/metabolismo , Triterpenos/metabolismo , Triterpenos Pentacíclicos/metabolismo
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