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1.
Pestic Biochem Physiol ; 143: 214-223, 2017 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-29183595

RESUMEN

Halosulfuron-methyl (HSM) is a safe, selective and effective sulfonylurea herbicide (SU) for the control of sedge and broadleaf weeds in sugarcane, corn, tomato, and other crops. The primary site of action is acetolactate synthase (ALS), a key enzyme of branched chain amino acids (BCAAs) synthesis. In addition to ALS inhibition, BCAAs deficiencies and oxidative damage may be involved in toxic effects of SUs. However, secondary targets of HSM relevant to plant physiological responses are unclear. In the present study, comparative growth inhibition and peroxidization injury between sensitive and tolerance crops were observed at biochemical and physiological levels suggesting involvement of H2O2, ethylene, salicylic acid (SA) in the oxidative stress responses to HSM. HSM caused accumulation of H2O2, stimulated photorespiration and consequent accumulation of SA that worsened the peroxidization injury to the sensitive C3 plant soybean (Glycine max). The growth inhibition at low concentrations of HSM could be lessened by supplementary BCAAs, reactive oxygen species scavengers or ethylene inducers, whereas the oxidation damage at high concentrations of HSM could not be reversed and ultimately lead to plant death. H2O2 at a low level stimulated the antioxidase system including glutathione S-transferase activities in the HSM-tolerant C4 maize (Zea mays), which contributes to HSM tolerance. H2O2 plays an important role on HSM stress responses in both HSM-sensitive and HSM-tolerant soybean and maize.


Asunto(s)
Glycine max/efectos de los fármacos , Herbicidas/toxicidad , Compuestos de Sulfonilurea/toxicidad , Zea mays/efectos de los fármacos , Acetolactato Sintasa/metabolismo , Aminoácidos/metabolismo , Clorofila/metabolismo , Etilenos/metabolismo , Peróxido de Hidrógeno/metabolismo , Malondialdehído/metabolismo , Estrés Oxidativo , Especies Reactivas de Oxígeno/metabolismo , Ácido Salicílico/metabolismo , Glycine max/crecimiento & desarrollo , Glycine max/metabolismo , Superóxido Dismutasa/metabolismo , Zea mays/crecimiento & desarrollo , Zea mays/metabolismo
2.
Molecules ; 18(3): 3595-614, 2013 Mar 21.
Artículo en Inglés | MEDLINE | ID: mdl-23519201

RESUMEN

A series of novel N-(3-substituted aryl/alkyl-4-oxo-1,3-thiazolidin-2-ylidene)-4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamides 2a-e were synthesized by the addition of ethyl a-bromoacetate and anhydrous sodium acetate in dry ethanol to N-(substituted aryl/alkylcarbamothioyl)-4-[5-(4-methylphenyl)-3-(trifluoro-methyl)-1H-pyrazol-1-yl]benzene sulfonamides 1a-e, which were synthesized by the reaction of alkyl/aryl isothiocyanates with celecoxib. The structures of the isolated products were determined by spectral methods and their anti-inflammatory, analgesic, antioxidant, anticancer and anti-HCV NS5B RNA-dependent RNA polymerase (RdRp) activities evaluated. The compounds were also tested for gastric toxicity and selected compound 1a was screened for its anticancer activity against 60 human tumor cell lines. These investigations revealed that compound 1a exhibited anti-inflammatory and analgesic activities and further did not cause tissue damage in liver, kidney, colon and brain compared to untreated controls or celecoxib. Compounds 1c and 1d displayed modest inhibition of HCV NS5B RdRp activity. In conclusion, N-(ethylcarbamothioyl)-4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (1a) may have the potential to be developed into a therapeutic agent.


Asunto(s)
Antineoplásicos/farmacología , Antivirales/farmacología , Inhibidores de la Ciclooxigenasa 2/farmacología , Pirazoles/farmacología , Sulfonamidas/farmacología , Compuestos de Sulfonilurea/farmacología , Tiazolidinas/farmacología , Animales , Antineoplásicos/síntesis química , Antineoplásicos/toxicidad , Antioxidantes , Antivirales/síntesis química , Antivirales/toxicidad , Dominio Catalítico , Celecoxib , Línea Celular Tumoral , Inhibidores de la Ciclooxigenasa 2/síntesis química , Inhibidores de la Ciclooxigenasa 2/toxicidad , Relación Dosis-Respuesta a Droga , Evaluación Preclínica de Medicamentos , Edema/inducido químicamente , Edema/tratamiento farmacológico , Femenino , Hepacivirus/enzimología , Miembro Posterior/efectos de los fármacos , Miembro Posterior/patología , Humanos , Isotiocianatos/química , Peroxidación de Lípido/efectos de los fármacos , Masculino , Ratones , Ratones Endogámicos BALB C , Estrés Oxidativo/efectos de los fármacos , Unión Proteica , Pirazoles/síntesis química , Pirazoles/toxicidad , Úlcera Gástrica/inducido químicamente , Úlcera Gástrica/tratamiento farmacológico , Sulfonamidas/síntesis química , Sulfonamidas/toxicidad , Compuestos de Sulfonilurea/síntesis química , Compuestos de Sulfonilurea/toxicidad , Tiazolidinas/síntesis química , Tiazolidinas/toxicidad , Proteínas no Estructurales Virales/antagonistas & inhibidores , Proteínas no Estructurales Virales/química
3.
Environ Toxicol Chem ; 30(2): 455-68, 2011 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-21038430

RESUMEN

Although laboratory toxicology tests are generally easy to perform, cost effective, and readily interpreted, they have been questioned for their environmental relevance. In contrast, field tests are considered realistic while producing results that are difficult to interpret and expensive to obtain. Toxicology tests were conducted on potatoes, peas, and soybeans grown in a native soil in pots in the greenhouse and were compared to plants grown outside under natural environmental conditions to determine toxicological differences between environments, whether different plant developmental stages were more sensitive to herbicides, and whether these species were good candidates for plant reproductive tests. The reproductive and vegetative endpoints of the greenhouse plants and field-grown plants were also compared. The herbicides bromoxynil, glyphosate, MCPA ([4-chloro-2-methylphenoxy] acetic acid), and sulfometuron-methyl were applied at below field application rates to potato plants at two developmental stages. Peas and soybeans were exposed to sulfometuron-methyl at similar rates at three developmental stages. The effective herbicide concentrations producing a 25% reduction in a given measure differed between experimental conditions but were generally within a single order of magnitude within a species, even though there were differences in plant morphology. This study demonstrated that potatoes, peas, and soybeans grown in pots in a greenhouse produce phytotoxicity results similar to those grown outside in pots; that reproductive endpoints in many cases were more sensitive than vegetative ones; and that potato and pea plants are reasonable candidates for asexual and sexual reproductive phytotoxicity tests, respectively. Plants grown in pots in a greenhouse and outside varied little in toxicity. However, extrapolating those toxicity results to native plant communities in the field is basically unknown and in need of research.


Asunto(s)
Glycine max/crecimiento & desarrollo , Glicina/análogos & derivados , Herbicidas/toxicidad , Pisum sativum/crecimiento & desarrollo , Solanum tuberosum/crecimiento & desarrollo , Compuestos de Sulfonilurea/toxicidad , Glicina/toxicidad , Glifosato
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