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1.
Plants (Basel) ; 12(8)2023 Apr 20.
Artículo en Inglés | MEDLINE | ID: mdl-37111941

RESUMEN

Heavy metals like cadmium (Cd), copper (Cu), lead (Pb), and zinc (Zn), resulting from anthropogenic activities, are elements with high persistence in nature, being able to accumulate in soils, water, and plants with significant impact to human and animal health. This study investigates the phytoremediation capacity of Silphium perfoliatum L. as a specific heavy metal hyperaccumulator and the effects of Cu, Zn, Cd, and Pb on some physiological and biochemical indices by growing plants under floating hydroponic systems in nutrient solutions under the presence of heavy metals. One-year-old plants of S. perfoliatum grown for 20 days in Hoagland solution with the addition of (ppm) Cu-400, Zn-1200, Cd-20, Pb-400, and Cu+Zn+Cd+Pb (400/1200/20/400) were investigated with respect to the control. The level of phytoremediation, manifested by the ability of heavy metal absorption and accumulation, was assessed. In addition, the impact of stress on the proline content, photosynthetic pigments, and enzymatic activity, as being key components of metabolism, was determined. The obtained results revealed a good absorption and selective accumulation capacity of S. perfoliatum plants for the studied heavy metals. Therefore, Cu and Zn mainly accumulate in the stems, Cd in the roots and stems, while Pb mainly accumulates in the roots. The proline tended to increase under stress conditions, depending on the pollutant and its concentration, with higher values in leaves and stems under the associated stress of the four metals and individually for Pb and Cd. In addition, the enzymatic activity recorded different values depending on the plant organ, its type, and the metal concentration on its substrate. The obtained results indicate a strong correlation between the metal type, concentration, and the mechanisms of absorption/accumulation of S. perfoliatum species, as well as the specific reactions of metabolic response.

2.
Int J Mol Sci ; 22(6)2021 Mar 10.
Artículo en Inglés | MEDLINE | ID: mdl-33802041

RESUMEN

The phytohormone auxin is involved in almost every process of a plant's life, from germination to plant development. Nowadays, auxin research connects synthetic chemistry, plant biology and computational chemistry in order to develop innovative and safe compounds to be used in sustainable agricultural practice. In this framework, we developed new fluorescent compounds, ethanolammonium p-aminobenzoate (HEA-pABA) and p-nitrobenzoate (HEA-pNBA), and investigated their auxin-like behavior on two main commercial vegetables cultivated in Europe, cucumber (Cucumis sativus) and tomato (Solanumlycopersicum), in comparison to the model plant Arabidopsis (Arabidopsis thaliana). Moreover, the binding modes and affinities of two organic salts in relation to the natural auxin indole-3-acetic acid (IAA) into TIR1 auxin receptor were investigated by computational approaches (homology modeling and molecular docking). Both experimental and theoretical results highlight HEA-pABA as a fluorescent compound with auxin-like activity both in Arabidopsis and the commercial cucumber and tomato. Therefore, alkanolammonium benzoates have a great potential as promising sustainable plant growth stimulators to be efficiently used in vegetable crops.


Asunto(s)
Arabidopsis/metabolismo , Bioprospección/métodos , Cucumis sativus/metabolismo , Reguladores del Crecimiento de las Plantas/metabolismo , Solanum lycopersicum/metabolismo , Fluorescencia , Ácidos Indolacéticos/metabolismo , Simulación del Acoplamiento Molecular , Nitrobenzoatos/metabolismo , Reguladores del Crecimiento de las Plantas/química , Proteínas de Plantas/metabolismo , Unión Proteica , Receptores de Superficie Celular/metabolismo
3.
Molecules ; 25(7)2020 Apr 02.
Artículo en Inglés | MEDLINE | ID: mdl-32252303

RESUMEN

The discovery of environmentally friendly and inexpensive plant growth regulators (PGRs) for agronomically important crops is a necessity and must be considered a priority worldwide. This study provides the synthesis, structure determination and the biological evaluation of two binary organic salts as potential PGRs. New compounds have dual biological activity and are based on natural metabolite p-aminobenzoic acid (pABAH) and different alkanolamines. Studied compounds exhibit hydrogen-bonded 3D supramolecular architectures with different crystal packing due to the formation of one homosynthon and various heterosynthons. The biological profile of new compounds was investigated in laboratory and greenhouse on Solanum lycopersicum L., revealing the efficiency in promoting plant rooting and plant productivity. The results may have a positive impact on agricultural economics, developing new sustainable PGRs for tomatoes.


Asunto(s)
Reguladores del Crecimiento de las Plantas/síntesis química , Solanum lycopersicum/crecimiento & desarrollo , para-Aminobenzoatos/síntesis química , Productos Agrícolas/efectos de los fármacos , Productos Agrícolas/crecimiento & desarrollo , Tecnología Química Verde , Solanum lycopersicum/efectos de los fármacos , Conformación Molecular , Reguladores del Crecimiento de las Plantas/química , Reguladores del Crecimiento de las Plantas/farmacología , Raíces de Plantas/efectos de los fármacos , Raíces de Plantas/crecimiento & desarrollo , para-Aminobenzoatos/química , para-Aminobenzoatos/farmacología
4.
Sensors (Basel) ; 18(7)2018 Jul 16.
Artículo en Inglés | MEDLINE | ID: mdl-30012951

RESUMEN

Pt(II) 5,10,15,20-tetra(4-methoxy-phenyl)-porphyrin (PtTMeOPP) was used in the construction of new ion-selective sensors. The potentiometric response characteristics (slope and selectivity) of iodide and bromide-selective electrodes based on (PtTMeOPP) metalloporphyrin in o-nitrophenyloctylether (NPOE), dioctylphtalate (DOP) and dioctylsebacate (DOS) plasticized poly(vinyl chloride) membranes are compared. The best results were obtained for the membranes plasticized with DOP and NPOE. The sensors have linear responses with near-Nernstian slopes toward bromide and iodide ions and good selectivity. The membrane plasticized with NPOE was electrochemically characterized using the EIS method to determine its water absorption and the diffusion coefficient into the membrane.

5.
Chem Cent J ; 11(1): 129, 2017 Dec 06.
Artículo en Inglés | MEDLINE | ID: mdl-29214549

RESUMEN

BACKGROUND: Nitroaromatic and chloronitroaromatic compounds have been a subject of great interest in industry and recently in medical-pharmaceutic field. 2-Chloro-4-nitro/2-chloro-5-nitrobenzoic acids and 4-nitrobenzoic acid are promising new agents for the treatment of main infectious killing diseases in the world: immunodeficiency diseases and tuberculosis. RESULTS: New ethanolamine nitro/chloronitrobenzoates were synthesized and characterized by X-ray crystallography, UV-vis, FT-IR and elementary analysis techniques. The toxicity of the compounds prepared and correspondent components was evaluated using Hydractinia echinata as test system. A significant lower toxicity was observed for nitro-derivative compared with chloronitro-derivatives and individual components. Crystallographic studies, together with the chemical reactivity and stability profiles resulted from density functional theory and ab initio molecular orbital calculations, explain the particular behavior of ethanolamine 4-nitrobenzoate in biological test. CONCLUSIONS: The experimental and theoretical data reveal the potential of these compounds to contribute to the design of new active pharmaceutical ingredients with lower toxicity.

6.
PLoS One ; 9(7): e101892, 2014.
Artículo en Inglés | MEDLINE | ID: mdl-25054237

RESUMEN

p-Aminobenzoic acid (pABA) plays important roles in a wide variety of metabolic processes. Herein we report the synthesis, theoretical calculations, crystallographic investigation, and in vitro determination of the biological activity and phytotoxicity of the pABA salt, 2-hydroxyethylammonium p-aminobenzoate (HEA-pABA). The ability of neutral and anionic forms of pABA to interact with TIR1 pocket was investigated by calculation of molecular electrostatic potential maps on the accessible surface area, docking experiments, Molecular Dynamics and Quantum Mechanics/Molecular Mechanics calculations. The docking study of the folate precursor pABA, its anionic form and natural auxin (indole-3-acetic acid, IAA) with the auxin receptor TIR1 revealed a similar binding mode in the active site. The phytotoxic evaluation of HEA-pABA, pABA and 2-hydroxyethylamine (HEA) was performed on the model plant Arabidopsis thaliana ecotype Col 0 at five different concentrations. HEA-pABA and pABA acted as potential auxin-like regulators of root development in Arabidopsis thaliana (0.1 and 0.2 mM) and displayed an agravitropic root response at high concentration (2 mM). This study suggests that HEA-pABA and pABA might be considered as potential new regulators of plant growth.


Asunto(s)
Ácido 4-Aminobenzoico/química , Simulación del Acoplamiento Molecular , Simulación de Dinámica Molecular , Compuestos de Amonio Cuaternario/química , Ácido 4-Aminobenzoico/metabolismo , Ácido 4-Aminobenzoico/farmacología , Arabidopsis/efectos de los fármacos , Arabidopsis/crecimiento & desarrollo , Cristalografía por Rayos X , Ácido Fólico/química , Ácido Fólico/metabolismo , Enlace de Hidrógeno , Ácidos Indolacéticos/química , Ácidos Indolacéticos/metabolismo , Ácidos Indolacéticos/farmacología , Estructura Molecular , Reguladores del Crecimiento de las Plantas/química , Reguladores del Crecimiento de las Plantas/metabolismo , Reguladores del Crecimiento de las Plantas/farmacología , Raíces de Plantas/efectos de los fármacos , Raíces de Plantas/crecimiento & desarrollo , Compuestos de Amonio Cuaternario/síntesis química , Compuestos de Amonio Cuaternario/farmacología , Receptores de Superficie Celular/química , Receptores de Superficie Celular/metabolismo , Espectroscopía Infrarroja por Transformada de Fourier , Electricidad Estática
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