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1.
Mar Drugs ; 20(3)2022 Mar 17.
Artículo en Inglés | MEDLINE | ID: mdl-35323512

RESUMEN

Four new dimeric sorbicillinoids (1-3 and 5) and a new monomeric sorbicillinoid (4) as well as six known analogs (6-11) were purified from the fungal strain Hypocrea jecorina H8, which was obtained from mangrove sediment, and showed potent inhibitory activity against the tea pathogenic fungus Pestalotiopsis theae (P. theae). The planar structures of 1-5 were assigned by analyses of their UV, IR, HR-ESI-MS, and NMR spectroscopic data. All the compounds were evaluated for growth inhibition of tea pathogenic fungus P. theae. Compounds 5, 6, 8, 9, and 10 exhibited more potent inhibitory activities compared with the positive control hexaconazole with an ED50 of 24.25 ± 1.57 µg/mL. The ED50 values of compounds 5, 6, 8, 9, and 10 were 9.13 ± 1.25, 2.04 ± 1.24, 18.22 ± 1.29, 1.83 ± 1.37, and 4.68 ± 1.44 µg/mL, respectively. Additionally, the effects of these compounds on zebrafish embryo development were also evaluated. Except for compounds 5 and 8, which imparted toxic effects on zebrafish even at 0.625 µM, the other isolated compounds did not exhibit significant toxicity to zebrafish eggs, embryos, or larvae. Taken together, sorbicillinoid derivatives (6, 9, and 10) from H. jecorina H8 displayed low toxicity and high anti-tea pathogenic fungus potential.


Asunto(s)
Ascomicetos/efectos de los fármacos , Agentes de Control Biológico , Hypocreales/química , Policétidos , Animales , Ascomicetos/crecimiento & desarrollo , Agentes de Control Biológico/química , Agentes de Control Biológico/aislamiento & purificación , Agentes de Control Biológico/farmacología , Agentes de Control Biológico/toxicidad , Camellia sinensis/microbiología , Embrión no Mamífero , Estructura Molecular , Policétidos/química , Policétidos/aislamiento & purificación , Policétidos/farmacología , Policétidos/toxicidad , Pez Cebra
2.
Molecules ; 26(18)2021 Sep 15.
Artículo en Inglés | MEDLINE | ID: mdl-34577058

RESUMEN

The strategies for controlling the insect pest Spodoptera frugiperda have been developing over the past four decades; however, the insecticide resistance and the remarkable adaptability of this insect have hindered its success. This review first analyzes the different chemical compounds currently available and the most promising options to control S. frugiperda. Then, we analyze the metabolites obtained from plant extracts with antifeedant, repellent, insecticide, or ovicide effects that could be environmentally friendly options for developing botanical S. frugiperda insecticides. Subsequently, we analyze the biological control based on the use of bacteria, viruses, fungi, and parasitoids against this pest. Finally, the use of sex pheromones to monitor this pest is analyzed. The advances reviewed could provide a wide panorama to guide the search for new pesticidal strategies but focused on environmental sustainability against S. frugiperda.


Asunto(s)
Agentes de Control Biológico/toxicidad , Insecticidas/toxicidad , Control Biológico de Vectores/métodos , Extractos Vegetales/toxicidad , Spodoptera/efectos de los fármacos , Animales
3.
Molecules ; 26(15)2021 Jul 30.
Artículo en Inglés | MEDLINE | ID: mdl-34361785

RESUMEN

Even today, weeds continue to be a considerable problem for agriculture. The application of synthetic herbicides produces serious environmental consequences, and crops suffer loss of their activity due to the appearance of new resistant weed biotypes. Our aim is to develop new effective natural herbicides that improve the problem of resistance and do not harm the environment. This work is focused on a bioassay-guided isolation and the characterization of natural products present in Moquiniastrum pulchrum leaves with phytotoxic activity and its preliminary application in weeds. Moquiniastrum pulchrum was selected for two reasons: it is an abundant species in the Cerrado region (the second most important ecosystem in Brazil, after the Amazon)-the explanation behind its being a dominant species is a major focus of interest-and it has traditional employment in folk medicine. Six major compounds were isolated in this plant: one flavone and five diterpenes, two of which are described for the first time in the literature. Four of the six compounds exhibited phytotoxic activity in the bioassays performed. The results confirmed the phytotoxic potential of this plant, which had not been investigated until now.


Asunto(s)
Asteraceae/química , Agentes de Control Biológico/toxicidad , Diterpenos/toxicidad , Flavonas/toxicidad , Herbicidas/toxicidad , Malezas/efectos de los fármacos , Control de Malezas/métodos , Bioensayo , Agentes de Control Biológico/química , Agentes de Control Biológico/aislamiento & purificación , Productos Agrícolas/crecimiento & desarrollo , Diterpenos/química , Diterpenos/aislamiento & purificación , Flavonas/química , Flavonas/aislamiento & purificación , Herbicidas/química , Herbicidas/aislamiento & purificación , Humanos , Estructura Molecular , Extractos Vegetales/química , Hojas de la Planta/química , Malezas/crecimiento & desarrollo
4.
Environ Monit Assess ; 191(11): 654, 2019 Oct 19.
Artículo en Inglés | MEDLINE | ID: mdl-31628546

RESUMEN

Plant species, viz Cleistanthus collinus, Lantana camara, and Strychnos nux-vomica are being traditionally used for pest management in rice. However, limited investigation has been carried out to understand the toxic effect of these materials on soil microbes. Hot water extracts of these plants were evaluated for their effects on soil microbial population and enzyme activities along with neem oil and chlorpyrifos as check. Soil microbial population, viz bacteria, fungi, phosphate-solubilizing bacteria (PSB), and asymbiotic nitrogen fixers were unchanged after application of plant extracts. Maximum population of bacteria including PSB and asymbiotic nitrogen fixers were observed in control, whereas, S. nux-vomica, and C. collinus-treated soil had higher number of actinomycetes and fungal population, respectively. Soil microbial biomass did not vary differently among the plant extracts. Application of plant extracts did not alter dehydrogenase, ß-glycosidase, acid phosphatase, alkaline phosphatase, and urease content in soil. Secondary metabolites present in these plant extracts may be responsible for variable effects on soil microbes. Chlorpyrifos had a fleeting negative effect on soil microbes and enzymes in comparison to plant extracts. All the three plants did not have any negative effect on soil microbes and enzymes and can be safely recommended in rice pest management.


Asunto(s)
Agentes de Control Biológico/toxicidad , Monitoreo del Ambiente/métodos , Oryza/crecimiento & desarrollo , Microbiología del Suelo/normas , Contaminantes del Suelo/toxicidad , Suelo/química , Bacterias/efectos de los fármacos , Agentes de Control Biológico/análisis , Biomasa , Ecosistema , Hongos/efectos de los fármacos , Contaminantes del Suelo/análisis
5.
Pestic Biochem Physiol ; 157: 108-121, 2019 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-31153458

RESUMEN

Karanjin, a furanoflavonol from Pongamia pinnata L is used in agricultural practices for its pesticidal, insecticidal and acaricidal activities. It is commercially available as a bio-pesticide targeting a wide variety of pests. The present study was intended to evaluate the biochemical interactions of karanjin with bovine serum albumin (BSA) and study its toxicological effects on mammalian and bacterial cell lines. Karanjin bound to BSA at a single site with a dissociation constant of 19.7 µM. Evaluation of BSA-karanjin interactions at three different temperatures indicated the involvement of static mode of quenching. Binding experiments in the presence of warfarin and computational docking analysis indicated that karanjin bound closer to the warfarin binding site located in the Subdomain IIA of BSA. Using Förster resonance energy transfer analysis the distance between TRP 213 of BSA and karanjin was found to be 20 Å. Collective results from synchronous fluorescence spectra analysis, differential scanning calorimetry, and circular dichroism analysis indicated that binding of karanjin induced conformational changes in the secondary structure of BSA. Karanjin exhibited low toxicity against human cervical cancer cells and normal mouse fibroblast L929 cells and modestly inhibited the growth of B. subtilis and E. coli cells. The data presented in this study provides insights for understanding the binding interactions of karanjin with BSA and its possible toxicological effects on mammalian cell lines and bacteria.


Asunto(s)
Benzopiranos/metabolismo , Benzopiranos/toxicidad , Aceites de Plantas/química , Aceites de Plantas/toxicidad , Pongamia/química , Semillas/química , Animales , Sitios de Unión , Agentes de Control Biológico/química , Agentes de Control Biológico/toxicidad , Bovinos , Línea Celular , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Escherichia coli/efectos de los fármacos , Transferencia Resonante de Energía de Fluorescencia , Humanos , Ratones , Unión Proteica , Albúmina Sérica Bovina/metabolismo
6.
Ecotoxicol Environ Saf ; 180: 565-574, 2019 Sep 30.
Artículo en Inglés | MEDLINE | ID: mdl-31129435

RESUMEN

Natural pesticides are considered a good alternative to synthetic pesticides to reduce environmental impacts. However, biopesticides may have unknown effects on the environment, and can affect non-target organisms. In this study, the ecotoxicological effects of an aqueous extract (hydrolate) from Spanish populations of Artemisia absinthium (var. Candial) showing a promising biopesticide activity, were evaluated on non-target soil organisms from different trophic levels (natural microbial communities characterized through 16S rRNA gene sequencing, the earthworm Eisenia fetida and the plant Allium cepa). The hydrolate usually was considered as a by-product of the distillation to obtain essential oils. However, recently has been found to have nematicide properties. The hydrolate caused acute toxicity at values of LC50 of 3.87% v/v for A. cepa and 0.07 mL/g for E. fetida. All the concentrations except for the most diluted (1% v/v) reduced the bacterial physiological activity compared to controls (LC50 = 25.72% v/v after 24 h of exposure). The hydrolate also slightly altered the ability of the microbial community to degrade carbon substrates. These results indicate that the hydrolate from A. absinthium may affect the survival and metabolic abilities of key soil organisms.


Asunto(s)
Artemisia absinthium , Agentes de Control Biológico/toxicidad , Plaguicidas/toxicidad , Suelo , Allium/efectos de los fármacos , Animales , Bacterias/efectos de los fármacos , Cadena Alimentaria , Nematodos , Oligoquetos/efectos de los fármacos , Extractos Vegetales/toxicidad , ARN Ribosómico 16S/genética , Suelo/química , Microbiología del Suelo
7.
Chemosphere ; 216: 131-146, 2019 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-30366267

RESUMEN

Biopesticides are increasingly being used to replace synthetic pesticides for pest control. This change raises concern for its environmental impacts, especially on non-target organisms. In this study, the ecotoxicological effects of a potential nematicide from Spanish populations of Artemisia absinthium (var. Candial) were evaluated on freshwater and aquatic non-target organisms. The study focused on the aqueous extract (hydrolate), the principal component of which ((-) -(Z) -2,6-dimethylocta-5,7-diene-2,3-diol) is responsible for its nematicidal effect. Until now, the hydrolate has been considered a byproduct of the process used to obtain essential oils, and there are no studies on its ecotoxicity from any plant with biopesticide properties. Our results indicated that A. absinthium hydrolate caused acute toxicity for non-target organisms at dilutions as low as 0.2%. The sensitivity of the organisms, from the most to the least sensitive, was: Daphnia magna (LC50 = 0,236%) > Vibrio fisheri (LC50 = 1,85%) > Chlamydomonas reinhardtii (LC50 = 16,49). Moreover, the A. absinthium organic extract was highly toxic to D. magna (LC50 = 0,093 mg/L). A. absinthium hydrolate toxicity was also tested on a natural river microbial community. Bacterial growth was not affected; the physiology of the community was only slightly modified, namely through an increased ability to degrade different substrates, mainly carbohydrates. This study provides for the first time an exhaustive assessment of the environmental exposure of a plant-derived biopesticide and shows that these products may cause a broad range of toxicity on non-target aquatic organisms.


Asunto(s)
Organismos Acuáticos/efectos de los fármacos , Artemisia absinthium/química , Agentes de Control Biológico/farmacología , Ecotoxicología , Animales , Agentes de Control Biológico/toxicidad , Daphnia/efectos de los fármacos , Agua Dulce , Aceites Volátiles/farmacología , Plaguicidas/farmacología , Aceites de Plantas , Contaminantes Químicos del Agua/toxicidad
8.
Nat Prod Res ; 33(16): 2379-2382, 2019 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-29468897

RESUMEN

Plant extracts can provide a viable alternative to controlling many crop pests. This study sought to assess the efficacy of vegetable extracts of the unripe fruits of Ilex paraguariensis (yerba maté) for chemical control of the channeled apple snail (Pomacea canaliculata) and of non-target species as the South American catfish (Rhamdia quelen) under laboratory conditions. In P. canaliculata, the LC50 of the decoction extract was 31.39 mg.L-1 and the LT50 was over 26 h. The LC50 of the butanol extract was 24.75 mg.L-1 and the LT50 was in the range of 28 to 32 h. In juvenile R. quelen, the LC50 of the decoction was 17.98 mg.L-1 and the LT50 was in the range of 10-12 h. These extracts are particularly attractive considering the source of compounds and their effectiveness as molluscicides.


Asunto(s)
Agentes de Control Biológico/toxicidad , Frutas/toxicidad , Ilex paraguariensis/química , Extractos Vegetales/toxicidad , Caracoles/efectos de los fármacos , Animales , Agentes de Control Biológico/química , Agentes de Control Biológico/aislamiento & purificación , Bagres , Frutas/química , Dosificación Letal Mediana , Extractos Vegetales/química , Solventes
9.
PLoS One ; 13(7): e0199317, 2018.
Artículo en Inglés | MEDLINE | ID: mdl-29990319

RESUMEN

We assessed the effectiveness of a biofortified maize line (4BtxHC) which accumulates high levels of antioxidant carotenoids that also expressed the insecticidal Cry1Ac Bacillus thuringiensis (Bt) gene against the European corn borer Ostrinia nubilalis. This line had been previously engineered to accumulate carotenoids specifically in the seed endosperm, whereas the Bt gene was expressed constitutively. The concentrations of Bt toxin (Cry 1Ac) in the leaves of the 4Bt and 4BtxHC lines were not significantly different at 47±6 µg/g of fresh weight (FW); neither were they in the kernels of both lines (35±3 µg/g FW). The kernels and leaves were toxic to the larvae of O. nubilalis. However, the insecticidal activity was substantially lower (ca. 20%) than that of lines that expressed only Bt in spite that the two lines showed a quantity of toxin not significantly different in kernels or in leaves. Although the reduced effectiveness of Cry1Ac in kernels may not be entirely surprising, the observation of the same phenomenon in vegetative tissues was unexpected. When semi-artificial diets containing kernels from 4Bt supplemented with different levels of ß-carotene were used in insect bioassays, the ß-carotene moderated the effectiveness of the Bt similarly to the plant material with carotenoid enrichment. To elucidate the biochemical basis of the reduced effectiveness of Bt toxin in the carotenoid-enriched plants, we measured the activity of three enzymes known to be implicated in the detoxification defence, namely, catalase, superoxide dismutase and glutathione S-transferase. Whereas Cry1Ac expression significantly increased SOD and CAT enzymatic activity in the absence of carotenoids, carotenoids, either in 4BtxHC or in artificial diets enriched with ß-carotene, significantly lowered CAT activity. Carotenoids can therefore moderate the susceptibility of the maize borer O. nubilalis to Cry1Ac, and we hypothesize that their role as antioxidants could explain this phenomenon via their scavenging of reactive oxygen species produced during Cry1Ac detoxification in the larvae. The involvement of this mechanism in the decreased mortality caused by Cry1Ac when carotenoids are present in the diet is discussed.


Asunto(s)
Proteínas Bacterianas/antagonistas & inhibidores , Agentes de Control Biológico/antagonistas & inhibidores , Carotenoides/farmacología , Endotoxinas/antagonistas & inhibidores , Proteínas Hemolisinas/antagonistas & inhibidores , Larva/efectos de los fármacos , Lepidópteros/efectos de los fármacos , Hojas de la Planta/parasitología , Zea mays/parasitología , Animales , Bacillus thuringiensis/química , Bacillus thuringiensis/genética , Toxinas de Bacillus thuringiensis , Proteínas Bacterianas/genética , Proteínas Bacterianas/metabolismo , Proteínas Bacterianas/toxicidad , Bioensayo , Agentes de Control Biológico/metabolismo , Agentes de Control Biológico/toxicidad , Carotenoides/biosíntesis , Catalasa/genética , Catalasa/metabolismo , Endospermo/metabolismo , Endotoxinas/genética , Endotoxinas/metabolismo , Endotoxinas/toxicidad , Expresión Génica , Glutatión Transferasa/genética , Glutatión Transferasa/metabolismo , Proteínas Hemolisinas/genética , Proteínas Hemolisinas/metabolismo , Proteínas Hemolisinas/toxicidad , Inactivación Metabólica/efectos de los fármacos , Proteínas de Insectos/genética , Proteínas de Insectos/metabolismo , Larva/enzimología , Larva/crecimiento & desarrollo , Lepidópteros/enzimología , Lepidópteros/crecimiento & desarrollo , Hojas de la Planta/genética , Hojas de la Planta/metabolismo , Plantas Modificadas Genéticamente , Especies Reactivas de Oxígeno/antagonistas & inhibidores , Especies Reactivas de Oxígeno/metabolismo , Proteínas Recombinantes/genética , Proteínas Recombinantes/metabolismo , Proteínas Recombinantes/toxicidad , Superóxido Dismutasa/genética , Superóxido Dismutasa/metabolismo , Transgenes , Zea mays/genética , Zea mays/metabolismo
10.
Environ Pollut ; 236: 416-424, 2018 May.
Artículo en Inglés | MEDLINE | ID: mdl-29414366

RESUMEN

Saponin-rich extracts from Quillaja saponaria and Chenopodium quinoa have been registered by US EPA as active ingredients in biopesticides, and extract from tea seed powder, Camellia oleifera has been proposed for biocidal use. If saponin-rich biopesticides are efficient against pests, they are most likely also bioactive in the aquatic environment against non-target organisms. The aim of this study was to conduct an effect assessment of saponin-rich plant extracts by using species sensitivity distributions based on acute toxicity tests. The maximal concentrations protecting 95% of the aquatic species (HC5) of saponins extracted from quillaja bark, tea seed coat and quinoa seed coat were 2.91 ±â€¯1.00, 0.22 ±â€¯0.11 and 22.9 ±â€¯5.84 mg/L, respectively. The 100-fold difference in toxicity between the saponin-rich extracts from different plant species, indicate that saponin toxicity depends on the species it origins from, making "read-across" between saponins a dubious exercise. In addition, the predicted environmental concentrations of different saponins are close to or higher than their water quality standard, which means that the extracts might pose a risk to the aquatic environment if not used cautiously.


Asunto(s)
Agentes de Control Biológico/toxicidad , Extractos Vegetales/toxicidad , Saponinas/toxicidad , Pruebas de Toxicidad , Contaminantes Químicos del Agua/toxicidad , Quillaja , Semillas
11.
Toxins (Basel) ; 7(10): 3876-86, 2015 Sep 24.
Artículo en Inglés | MEDLINE | ID: mdl-26404374

RESUMEN

The silkworm Bombyx mori L. (B. mori) has a significant impact on the economy by producing more than 80% of the globally produced raw silk. The exposure of silkworm to pesticides may cause adverse effects on B. mori, such as a reduction in the production and quality of silk. This study aims to assay the effect of venom from the jellyfish Nemopilema nomurai on growth, cuticle and acetylcholinesterase (AChE) activity of the silkworm B. mori by the leaf dipping method. The experimental results revealed that the four samples caused neither antifeeding nor a lethal effect on B. mori. The sample SFV inhibited B. mori growth after 6 days of treatment in a dose-dependent manner. The samples SFV, DSFV and Fr-1 inhibited the precipitation and synthesis of chitin in the cuticle after 12 and 14 days of treatment. In the case of the four samples, the AChE was significantly improved after 14 days of treatment.


Asunto(s)
Agentes de Control Biológico/farmacología , Bombyx/efectos de los fármacos , Venenos de Cnidarios/farmacología , Escifozoos/química , Acetilcolinesterasa/metabolismo , Animales , Agentes de Control Biológico/aislamiento & purificación , Agentes de Control Biológico/toxicidad , Bombyx/enzimología , Bombyx/crecimiento & desarrollo , Venenos de Cnidarios/aislamiento & purificación , Venenos de Cnidarios/toxicidad , Relación Dosis-Respuesta a Droga
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