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1.
Bioorg Chem ; 153: 107781, 2024 Sep 05.
Artículo en Inglés | MEDLINE | ID: mdl-39255607

RESUMEN

The need for targeted pest control strategies has led to the development of juvenile hormone (JH) mimics that selectively disrupt the life cycles of harmful insect species. Present study focuses on the synthesis, characterization and evaluation of sulfonyl-acetohydrazide derivatives (H1-H8) as novel JH mimics on two different insect species, with an emphasis on their insect-specific action. The yellow fever mosquito, Aedes aegypti and cabbage leaf borer, Spodoptera litura, were selected for this investigation. Our results indicate that while these compounds exhibit negligible effects on the development of Aedes aegypti, they demonstrate a potent and specific action against Spodoptera litura. The sulfonyl-acetohydrazide derivatives induced significant developmental abnormalities and increased mortality rates in Spodoptera litura larvae, leading to a marked disruption in their life cycle. Additionally, Density Functional Theory methods were employed to elucidate the electronic structure and corelate the reactivity of the synthesized compounds with the insect growth regulating activity (IGR). The DNA-binding study of synthesized JH analogs has been carried out using UV-vis spectroscopy for toxicity assessment against biomolecule DNA. All the synthesized JH analogs (H1-H8) show IGR action and exhibit better reactivity and reduced toxicity as compared to the commercial in use IGR, pyriproxyfen.

2.
Environ Sci Pollut Res Int ; 31(39): 51344-51352, 2024 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-39110286

RESUMEN

Insect growth regulators (IGRs) have been playing a major role in the effective management of a range of stored product insect pests including species that have developed resistance to major groups of insecticides, such as organophosphates (OPs) and synthetic pyrethroids (SPs). In the present study, we evaluated the efficacy of S-methoprene alone and in combination with piperonyl butoxide (PBO), an adjuvant component of insecticides for synergy, against two strains, Lab-S (susceptible) and Met-R (Methoprene resistant) of an economically important pest species, the lesser grain borer, Rhyzopertha dominica (F.) (Coleoptera: Bostrychidae). Adults of both Lab-S and Met-R strains were exposed to wheat treated with multiple concentrations of S-methoprene ranging from 0.001 to 0.01 and 10 to 60 mg/kg, respectively, alone and in combination with PBO. A variety of concentrations, including 0.27, 0.53, 0.80, and 1.07 g/kg, were evaluated for PBO. Mortality of adults and percent reduction in progeny were assessed after 14 and 65 days of treatment, respectively. As anticipated, the adult mortality rates of both strains were not significantly affected by S-methoprene alone. However, the number of progeny produced confirmed that the Met-R strain exhibited a high level of resistance to S-methoprene alone, with over 50 F1 progeny adults surviving in wheat treated with the maximal rate, 10 mg/kg. In contrast, the toxicity of S-methoprene was increased against the same resistant strain (Met-R), by 0.80 or 1.07 g/kg of PBO in combination treatment, resulting in a significant reduction in progeny numbers (25 adults per container). Although the tested concentrations of S-methoprene and PBO were well above the currently registered rate globally, our results highlight the fact that PBO enhances the toxicity of S-methoprene to some extent, reaffirming that the mode of action of the latter involves the inhibition of mixed-function oxidases (MFOs) and highlights the need for further research into developing potential binary or triplet formulations containing these two active ingredients (AIs).


Asunto(s)
Escarabajos , Insecticidas , Metopreno , Butóxido de Piperonilo , Animales , Insecticidas/toxicidad , Escarabajos/efectos de los fármacos , Triticum , Sinergistas de Plaguicidas
3.
J Math Biol ; 88(6): 73, 2024 Apr 29.
Artículo en Inglés | MEDLINE | ID: mdl-38679652

RESUMEN

Insect growth regulators (IGRs) have been developed as effective control measures against harmful insect pests to disrupt their normal development. This study is to propose a mathematical model to evaluate the cost-effectiveness of IGRs for pest management. The key features of the model include the temperature-dependent growth of insects and realistic impulsive IGRs releasing strategies. The impulsive releases are carefully modeled by counting the number of implements during an insect's temperature-dependent development duration, which introduces a surviving probability determined by a product of terms corresponding to each release. Dynamical behavior of the model is illustrated through dynamical system analysis and a threshold-type result is established in terms of the net reproduction number. Further numerical simulations are performed to quantitatively evaluate the effectiveness of IGRs to control populations of harmful insect pests. It is interesting to observe that the time-changing environment plays an important role in determining an optimal pest control scheme with appropriate release frequencies and time instants.


Asunto(s)
Simulación por Computador , Insectos , Conceptos Matemáticos , Modelos Biológicos , Control Biológico de Vectores , Animales , Insectos/crecimiento & desarrollo , Control Biológico de Vectores/métodos , Control Biológico de Vectores/estadística & datos numéricos , Hormonas Juveniles , Temperatura , Control de Insectos/métodos , Análisis Costo-Beneficio
4.
J Agric Food Chem ; 72(18): 10271-10281, 2024 May 08.
Artículo en Inglés | MEDLINE | ID: mdl-38655868

RESUMEN

Insect growth regulators (IGRs) are important green insecticides that disrupt normal growth and development in insects to reduce the harm caused by pests to crops. The ecdysone receptor (EcR) and three chitinases OfChtI, OfChtII, and OfChi-h are closely associated with the molting stage of insects. Thus, they are considered promising targets for the development of novel insecticides such as IGRs. Our previous work identified a dual-target compound 6j, which could act simultaneously on both EcR and OfChtI. In the present study, 6j was first found to have inhibitory activities against OfChtII and OfChi-h, too. Subsequently, taking 6j as a lead compound, 19 novel acetamido derivatives were rationally designed and synthesized by introducing an acetamido moiety into the amide bridge based on the flexibility of the binding cavities of 6j with EcR and three chitinases. Then, their insecticidal activities against Plutella xylostella (P. xylostella), Ostrinia furnacalis (O. furnacalis), and Spodoptera frugiperda (S. frugiperda) were carried out. The bioassay results revealed that most of these acetamido derivatives possessed moderate to good larvicidal activities against three lepidopteran pests. Especially, compound I-17 displayed excellent insecticidal activities against P. xylostella (LC50, 93.32 mg/L), O. furnacalis (LC50, 114.79 mg/L), and S. frugiperda (86.1% mortality at 500 mg/L), significantly better than that of 6j. In addition, further protein validation and molecular docking demonstrated that I-17 could act simultaneously on EcR (17.7% binding activity at 8 mg/L), OfChtI (69.2% inhibitory rate at 50 µM), OfChtII (71.5% inhibitory rate at 50 µM), and OfChi-h (73.9% inhibitory rate at 50 µM), indicating that I-17 is a potential lead candidate for novel multitarget IGRs. This work provides a promising starting point for the development of novel types of IGRs as pest management agents.


Asunto(s)
Quitinasas , Diseño de Fármacos , Proteínas de Insectos , Insecticidas , Hormonas Juveniles , Mariposas Nocturnas , Pirazoles , Spodoptera , Animales , Insecticidas/química , Insecticidas/farmacología , Insecticidas/síntesis química , Spodoptera/efectos de los fármacos , Spodoptera/crecimiento & desarrollo , Mariposas Nocturnas/efectos de los fármacos , Mariposas Nocturnas/crecimiento & desarrollo , Mariposas Nocturnas/metabolismo , Proteínas de Insectos/metabolismo , Proteínas de Insectos/química , Proteínas de Insectos/genética , Relación Estructura-Actividad , Hormonas Juveniles/farmacología , Hormonas Juveniles/química , Pirazoles/química , Pirazoles/farmacología , Pirazoles/síntesis química , Quitinasas/metabolismo , Quitinasas/química , Quitinasas/antagonistas & inhibidores , Receptores de Esteroides/metabolismo , Receptores de Esteroides/genética , Receptores de Esteroides/química , Simulación del Acoplamiento Molecular , Larva/crecimiento & desarrollo , Larva/efectos de los fármacos , Acetamidas/farmacología , Acetamidas/química , Estructura Molecular
5.
Environ Toxicol Chem ; 43(5): 1149-1160, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38517147

RESUMEN

The integration of untargeted lipidomics approaches in ecotoxicology has emerged as a strategy to enhance the comprehensiveness of environmental risk assessment. Although current toxicity tests with soil microarthropods focus on species performance, that is, growth, reproduction, and survival, understanding the mechanisms of toxicity across all levels of biological organization, from molecule to community is essential for informed decision-making. Our study focused on the impacts of sublethal concentrations of the insecticide teflubenzuron on the springtail Folsomia candida. Untargeted lipidomics was applied to link changes in growth, reproduction, and the overall stress response with lipid profile changes over various exposure durations. The accumulation of teflubenzuron in organisms exposed to the highest test concentration (0.035 mg a.s. kg-1 soil dry wt) significantly impacted reproductive output without compromising growth. The results suggested a resource allocation shift from reproduction to size maintenance. This hypothesis was supported by lipid shifts on day 7, at which point reductions in triacylglycerol and diacylglycerol content corresponded with decreased offspring production on day 21. The hypermetabolism of fatty acids and N-acylethanolamines on days 2 and 7 of exposure indicated oxidative stress and inflammation in the animals in response to teflubenzuron bioaccumulation, as measured using high-performance liquid chromatography-tandem mass spectrometry. Overall, the changes in lipid profiles in comparison with phenotypic adverse outcomes highlight the potential of lipid analysis as an early-warning tool for reproductive disturbances caused by pesticides in F. candida. Environ Toxicol Chem 2024;43:1149-1160. © 2024 The Authors. Environmental Toxicology and Chemistry published by Wiley Periodicals LLC on behalf of SETAC.


Asunto(s)
Artrópodos , Benzamidas , Reproducción , Animales , Reproducción/efectos de los fármacos , Artrópodos/efectos de los fármacos , Benzamidas/toxicidad , Insecticidas/toxicidad , Lipidómica , Metabolismo de los Lípidos/efectos de los fármacos , Contaminantes del Suelo/toxicidad , Lípidos
6.
J Agric Food Chem ; 72(3): 1462-1472, 2024 Jan 24.
Artículo en Inglés | MEDLINE | ID: mdl-38197605

RESUMEN

Insects' lipids, including fatty acids, as the second largest constituents in insects, play a variety of fundamental and vital functions. However, there is a lack of reports on the effects of insect growth regulators on fatty acid profiles and metabolic mechanisms. Therefore, in this study, a comparative study of three growth regulators, azadirachtin, pyriproxyfen, and tebufenozide, on fatty acids was carried out using a targeted metabolomics approach to fill this gap. The results showed that when exposed to azadirachtin, pyriproxyfen, and tebufenozide, there were 14, 17, and 11 differentially regulated fatty acids, respectively. The pathway of biosynthesis of unsaturated fatty acids was the common shared pathway, while fatty acid biosynthesis and linoleic acid metabolism were the specific pathways affected by the 3 insect growth regulators. Therefore, the results could be helpful to deepen the effects of azadirachtin and insect growth regulators on terrestrial insects.


Asunto(s)
Ácidos Grasos , Hidrazinas , Hormonas Juveniles , Limoninas , Piridinas , Tephritidae , Animales , Hormonas Juveniles/farmacología , Larva , Ácidos Grasos/metabolismo , Insectos , Metaboloma
7.
Parasitol Res ; 123(1): 23, 2023 Dec 11.
Artículo en Inglés | MEDLINE | ID: mdl-38072863

RESUMEN

Using Pyriproxyfen in controlling Aedes aegypti shows great potential considering its high competence in low dosages. As an endocrine disruptor, temperature can interfere with its efficiency, related to a decrease in larval emergence inhibition in hotter environments. However, previous studies have been performed at constant temperatures in the laboratory, which may not precisely reflect the environmental conditions in the field. The aim of this study was to assess the effect of the fluctuating temperatures in Pyriproxyfen efficiency on controlling Aedes aegypti larvae. We selected maximum and minimum temperatures from the Brazilian Meteorological Institute database from September to April for cities grouped by five regions. Five fluctuating temperatures (17-26; 20-28.5; 23-32.5; 23-30.5; 19.5-31 °C) were applied to bioassays assessing Pyriproxyfen efficiency in preventing adult emergence in Aedes aegypti larvae in five concentrations. In the lowest temperatures, the most diluted Pyriproxyfen treatment (0.0025 mg/L) was efficient in preventing the emergence of almost thrice the larvae than in the hottest temperatures (61% and 21%, respectively, p value = 0.00015). The concentration that inhibits the emergence of 50% of the population was lower than that preconized by the World Health Organization (0.01 mg/L) in all treatments, except for the hottest temperatures, for which we estimated 0.010 mg/L. We concluded that fluctuating temperatures in laboratory bioassays can provide a more realistic result to integrate the strategies in vector surveillance. For a country with continental proportions such as Brazil, considering regionalities is crucial to the rational use of insecticides.


Asunto(s)
Aedes , Insecticidas , Animales , Larva , Temperatura , Control de Mosquitos , Mosquitos Vectores , Insecticidas/farmacología
8.
Molecules ; 28(9)2023 Apr 26.
Artículo en Inglés | MEDLINE | ID: mdl-37175151

RESUMEN

Ecdysone receptor (EcR) and chitinase play a critical role in the molting stage of insect pests. Each of them is considered a promising target for the development of novel insect growth regulators (IGRs). In the present paper, a total of 24 (23 novel) hexacyclic pyrazolamide derivatives were designed and synthesized by reducing the heptacycle and inserting small flexible linkers on the basis of the previously discovered dual-target compound D-27 acting simultaneously on EcR and Ostrinia furnacalis chitinase (OfChtI). Their insecticidal activities against Plutella xylostella, Spodoptera frugiperda, and Ostrinia furnacalis larvae were evaluated. The results revealed that the insecticidal activity was not significantly enhanced when the heptacycle on the pyrazole ring was reduced to a hexacycle. However, the insertion of an additional methylene spacer between the substituted phenyl ring and the amide bond can improve the insecticidal activity. Among the derivatives, the most potent compound, 6j, exhibited promising insecticidal activities against P. xylostella and S. frugiperda. Further protein binding assays and molecular docking indicated that 6j could target both EcR and OfChtI, and is a potential lead compound for IGRs. The present work provides valuable clues for the development of new dual-target IGRs.


Asunto(s)
Diseño de Fármacos , Insectos , Insecticidas , Hormonas Juveniles , Animales , Quitinasas/antagonistas & inhibidores , Insecticidas/síntesis química , Insecticidas/química , Insecticidas/farmacología , Hormonas Juveniles/síntesis química , Hormonas Juveniles/química , Hormonas Juveniles/farmacología , Simulación del Acoplamiento Molecular , Insectos/efectos de los fármacos , Insectos/crecimiento & desarrollo
9.
J Agric Food Chem ; 71(22): 8345-8355, 2023 Jun 07.
Artículo en Inglés | MEDLINE | ID: mdl-37249178

RESUMEN

Insect growth regulators (IGRs) disrupt normal development of physiological processes in insects and are recognized as green insecticides. Insect chitinases play a crucial role in cuticle degradation during molting, and OfChtI, OfChtII, and OfChi-h are the prospective targets for discovering new insecticides as IGRs. In our previous study, we identified the lead compound a12 as a promising multitarget inhibitor. Herein, we used the binding modes of a12 with three chitinases to recognize the critical interactions and residues favorable to the bioactivity. Subsequently, to improve the bioactivity of inhibitors via enhanced the interactions with important residues, a series of benzo[d][1,3]dioxole-6-benzamide derivatives were rationally designed and synthesized, and their inhibitory activities against Ostrinia furnacalis (O. furnacalis) chitinases, as well as insecticidal activities against O. furnacalis and Plutella xylostella (P. xylostella) were investigated. Among them, compound d29 acted simultaneously on OfChtI, OfChtII, and OfChi-h with Ki values of 0.8, 11.9, and 2.3 µM, respectively, a significant improvement over the inhibitory activity of the lead compound a12. Moreover, d29 exhibited superior activity than a12 against two lepidopteran pests by interfering with normal insect growth and molting, indicating that d29 is a potential lead candidate for novel IGRs with a multichitinase mechanism. The present study revealed that simultaneous inhibition on multiple chitinases could achieve excellent insecticidal activity. The elucidation of inhibition mechanisms and molecular conformations illustrated the interactions with the three chitinases, as well as the discrepancy in bioactivity, which will be beneficial for future work to improve the potency of bioactivity as IGRs for pest control in sustainable agriculture.


Asunto(s)
Quitinasas , Insecticidas , Mariposas Nocturnas , Animales , Insecticidas/farmacología , Insecticidas/química , Mariposas Nocturnas/metabolismo , Insectos/metabolismo , Quitinasas/química
10.
Sci Prog ; 106(1): 368504231155388, 2023.
Artículo en Inglés | MEDLINE | ID: mdl-36803156

RESUMEN

The indiscriminate application of synthetic pesticides on horticultural plants for the management of Bactrocera zonata has both economic and environmental implications due to the biomagnification of harmful residues in humans via the food chain. This necessitates the use of some eco-friendly control measures such as insect growth regulators (IGRs) as an alternative. A laboratory experiment was laid out to determine the potential chemosterilant effect of five IGRs including pyriproxyfen, novaluron, lufenuron, buprofezin, and flubendiamide at six different concentrations on B. zonata after treating adult diet. Using the oral bioassay, B. zonata were fed on IGRs impregnated diet (50-300 ppm/5 mL diet) which was replaced with the normal diet after 24 h of feeding. Ten pairs of B. zonata were placed in a separate plastic cage accommodating an ovipositor attractant guava for eggs collection and calculation. An analysis of the result revealed that fecundity and hatchability were higher at a low dose and vice versa. Lufenuron at 300 ppm/5 mL of diet significantly decreased the fecundity rate (31.1%) as compared to pyriproxyfen, novaluron, buprofezin and flubendiamide, which had 39.3%, 39.3%, 43.8%, and 47.5%, respectively. The lowest hatchability (19.9%) was noted in lufenuron treated diet followed by pyriproxyfen, novaluron, buprofezin, and flubendiamide, which had 22.1%, 25.0%, 30.9%, and 31.6%, respectively. Furthermore, in a population of crosses between the lufenuron treated male and female, a significant decrease in fecundity (45.5%) and hatchability (51.7%) was noted as compared to other IGRs. Overall, this study identified the chemosterilant potential of lufenuron on the population of B. zonata which can be integrated for its management strategy.


Asunto(s)
Hormonas Juveniles , Tephritidae , Animales , Humanos , Hormonas Juveniles/farmacología , Larva , Esterilizantes Químicos/farmacología
11.
Heliyon ; 8(12): e12010, 2022 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-36544822

RESUMEN

The cotton whitefly Bemisia tabaci (Gennadius) (Hemiptera: Aleyrodidae) has a propensity for developing high-level resistance to insecticides. Management of B. tabaci in cotton grown in Pakistan depends on insecticide use, resistance monitoring has become essential to minimize the development of resistance. In this study, resistance was monitored in adult whiteflies collected from cotton fields in the Bahawalpur, Faisalabad, Lodhran, Multan, and Vehari districts of the Punjab Province, Pakistan during 2017, 2018, and 2019. Resistance monitoring was carried out for two insect growth regulators (pyriproxyfen and buprofezin) four neonicotinoids acetamiprid, imidacloprid, thiamethoxam, thiacloprid, and the historically used pyrethroid, bifenthrin and organophosphate, chlorpyrifos. Results based on resistance ratio (RR) showed that moderate to high level of resistance against noenicitinoids insecticides have been observed in all four districts while whiteflies exhibited very low to low resistance to pyriproxyfen and buprofezin. The RRs for acetamiprid, imidacloprid, thiamethoxam, thiacloprid varied from 7.60 to 50.99, 19.32 to 65.72, 17.18 to 54.65 and 6.49-47.49-fold, respectively. Bifenthrin and chlorpyrifos showed very low toxicity against whiteflies in all districts except Faisalabad, with RRs of 12.28-50.56-fold and 7.94-26.24-fold, respectively. The results will facilitate 'smart' selection and guide rates of insecticide applications for whitefly management in cotton for effective whitefly management while also delaying the development of resistance.

12.
Parasit Vectors ; 15(1): 198, 2022 Jun 10.
Artículo en Inglés | MEDLINE | ID: mdl-35689268

RESUMEN

BACKGROUND: Brazilian spotted fever (BSF), the most lethal tick-borne disease in the Western Hemisphere, is caused by the bacterium Rickettsia rickettsii and transmitted by the bite of Amblyomma sculptum. Capybaras are considered primary hosts of this tick and amplifier hosts of R. rickettsii, generating new infected lineages of A. sculptum in BSF-endemic areas. To define a possible treatment regimen for controlling the tick A. sculptum in capybaras, the aim of this study was to establish an effective fluazuron (FLU) dose to control A. sculptum larvae in artificially infested guinea pigs. METHODS: In Study I (pharmacokinetic and pharmacodynamic analysis), 24 guinea pigs were divided into four equal groups: control group (CG; untreated) and treated groups receiving FLU administered by gavage in three doses: G1-1 mg/kg, G2-5 mg/kg and G3-10 mg/kg, once a day for 15 days (d0 to d + 14). Blood samples were collected from the animals of the treated groups before and at d + 1, + 2, + 4, + 7, + 15 and + 21. The guinea pigs were artificially infested at d + 7 with A. sculptum larvae, and specimens were recovered at d + 11 to d + 14 and kept in a climatized chamber for 14 days. In Study II (evaluation of pharmacokinetic parameters), one group of eight animals received FLU administered by gavage in a single dose of 10 mg/kg, and blood samples were collected before and on day 0 (8 h after treatment), + 1, + 4, + 7, + 15, + 21 and + 28 after single FLU administration. FLU was analyzed in plasma samples by high-performance liquid chromatography with ultraviolet detection. RESULTS: FLU plasma concentrations increased quickly, indicating rapid absorption, and decreased slowly. Some larvae from all treated groups exhibited morphological and behavioral changes. FLU interfered in molting, and the efficacy obtained was 100% for all treated groups. CONCLUSIONS: The results offer promising perspectives for the development of a palatable feed cube containing FLU for free-living capybaras to control A. sculptum and also to prevent BSF in areas where capybaras have been shown to play a primary role.


Asunto(s)
Ixodidae , Fiebre Maculosa de las Montañas Rocosas , Garrapatas , Amblyomma , Animales , Brasil , Cobayas , Ixodidae/microbiología , Compuestos de Fenilurea , Rickettsia rickettsii , Fiebre Maculosa de las Montañas Rocosas/microbiología , Roedores/microbiología , Garrapatas/microbiología
13.
Environ Monit Assess ; 194(2): 66, 2022 Jan 07.
Artículo en Inglés | MEDLINE | ID: mdl-34993647

RESUMEN

Insecticides are effective against economic pests, but these pose serious threats to the environment and ecosystem components such as natural enemies. Resistance risk assessment forecasts insecticide resistance development in target pests and non-target biological control agents under special conditions. Field-collected Chrysoperla carnea was selected with two Insect Growth Regulators (IGRs) viz. cyromazine and methoxyfenozide for 15 generations to determine the resistance development potential of this natural enemy. Selection to cyromazine and methoxyfenozide induced 759.08-fold and 3531.67-fold resistance with realized heritability of 0.37 and 0.62 in C. carnea, respectively, suggesting higher additive genetic variations in first half of selection (h2 = 0.46 for cyromazine and h2 = 0.75 for methoxyfenozide) than in second half (h2 = 0.18 and 0.25, respectively). Estimates of projected rate of resistance development indicate C. carnea will take only 6 to 2 generations at h2 = 0.37, 8 to 2 at h2 = 0.27, and 5 to 2 at h2 = 0.27, at constant slope = 1.81 for a tenfold increase in cyromazine resistance. At h2 = 0.37, 3-1, and 10-8 generations would be needed for this increase in LC50 if slope = 0.82 and 2.82, respectively. Similarly, it may take 3 to 1 generations at h2 = 0.62 and 0.72, but 4 to 1 at h2 = 0.52, at constant slope = 1.62, for a tenfold increase in methoxyfenozide resistance. On the same h2 = 0.62, 1-0, and 5-1 generations would be required for increase if slope = 0.62 and 2.62, respectively. Selection and resistance to both insecticides induced an insignificant difference in the sex ratio of C. carnea. These results confirm that this natural enemy has tremendous potential for resistance development under selection pressure.


Asunto(s)
Resistencia a los Insecticidas , Insecticidas , Animales , Ecosistema , Monitoreo del Ambiente , Hidrazinas , Resistencia a los Insecticidas/genética , Insecticidas/toxicidad , Hormonas Juveniles , Larva , Medición de Riesgo , Triazinas
14.
J Biomol Struct Dyn ; 40(23): 13246-13264, 2022.
Artículo en Inglés | MEDLINE | ID: mdl-34622740

RESUMEN

A series of substituted phenyl ethers derivatives as juvenile hormone (JH) mimics (V1-V8) have been synthesized. Substituted phenoxyacetic acid and amino acid ethyl ester hydrochloride were prepared using NaOH, SOCl2. DCC method has been used for amide linkage. The structure of prepared compounds has been confirmed by Fourier Transform Infra-Red (FT-IR), Electrospray ionization-Mass spectrometry (ESI-MS), Proton and Carbon-13 nuclear magnetic resonance (1H-NMR, 13C-NMR) spectroscopic techniques. Biological efficacy of synthesized analogs has been carried out under laboratory conditions. Galleria mellonella (honey bee pest) has been chosen as testing insect. Juvenile hormone (JH) activity of synthesized compounds has been tested at different concentrations and compared with the standard juvenile hormone analogs (JHAs) pyriproxyfen (M1) and fenoxycarb (M2) against the fifth larval instar of G. mellonella. Compound ethyl 2-[2-(4-methylphenoxy)aminoacetyl]-3-phenyl-propanoate (V6) exhibited better activity among all the synthesized compounds (V1-V8) with LC50 and LC90 values of 0.11 mg/mL and 0.56 mg/mL respectively. Compounds showed insect growth regulating (IGR) activity at lower concentrations. In silico screening of all synthesized compounds with the W-cavity of juvenile hormone-binding protein (JHBP) of insect G. mellonella has been carried out. Chemical reactivity of synthesized series has been studied using DFT/B3LYP/6-311 + G(d,2p) method. Non-toxic behavior of molecules has also been observed from ADMET (Absorption, Distribution, Metabolism, Excretion, and Toxicity) study using discovery studio client 3.0.Communicated by Ramaswamy H. Sarma.


Asunto(s)
Hormonas Juveniles , Mariposas Nocturnas , Animales , Hormonas Juveniles/farmacología , Hormonas Juveniles/química , Amidas/farmacología , Espectroscopía Infrarroja por Transformada de Fourier , Éteres Fenílicos
15.
Genes (Basel) ; 12(10)2021 09 24.
Artículo en Inglés | MEDLINE | ID: mdl-34680879

RESUMEN

Copepods are zooplanktonic crustaceans ubiquitously widespread in aquatic systems. Although they are not the target, copepods are exposed to a wide variety of pollutants such as insect growth regulators (IGRs). The aim of this study was to investigate the molecular response of a non-targeted organism, the copepod Eurytemora affinis, to an IGR. Adult males and females were exposed to two sub-lethal concentrations of tebufenozide (TEB). Our results indicate a sex-specific response with a higher sensitivity in males, potentially due to a differential activation of stress response pathways. In both sexes, exposure to TEB triggered similar pathways to those found in targeted species by modulating the transcription of early and late ecdysone responsive genes. Among them were genes involved in cuticle metabolism, muscle contraction, neurotransmission, and gametogenesis, whose mis-regulation could lead to moult, locomotor, and reproductive impairments. Furthermore, genes involved in epigenetic processes were found in both sexes, which highlights the potential impact of exposure to TEB on future generations. This work allows identification of (i) potential biomarkers of ecdysone agonists and (ii) further assessment of putative physiological responses to characterize the effects of TEB at higher biological levels. The present study reinforces the suitability of using E. affinis as an ecotoxicological model.


Asunto(s)
Crustáceos/genética , Disruptores Endocrinos/toxicidad , Hidrazinas/toxicidad , Transcriptoma/genética , Animales , Crustáceos/efectos de los fármacos , Crustáceos/fisiología , Femenino , Gametogénesis/efectos de los fármacos , Masculino , Reproducción/efectos de los fármacos , Reproducción/genética , Alimentos Marinos , Transcriptoma/efectos de los fármacos , Contaminantes Químicos del Agua/toxicidad
16.
Parasit Vectors ; 14(1): 413, 2021 Aug 18.
Artículo en Inglés | MEDLINE | ID: mdl-34407881

RESUMEN

BACKGROUND: Dengue is a significant public health issue that is caused by Aedes spp. mosquitoes. The current vector control methods are unable to effectively reduce Aedes populations and thus fail to decrease dengue transmission. Hence, there is an urgent need for new tools and strategies to reduce dengue transmission in a wide range of settings. In this study, the Mosquito Home System (MHS) and Mosquito Home Aqua (MHAQ) formulations were assessed as commercial autodissemination traps in laboratory and small-scale field trials. METHOD: Multiple series of laboratory and small-scale field trials were performed to assess the efficacy of MHS and MHAQ exposed to Ae. aegypti. In the laboratory trials, various parameters such as fecundity, fertility, wing size, oviposition preferences, residual effects, and MHAQ transference to other containers through controlled experiments were tested. For small-scale field trials, the efficacy of the MHS and MHAQ approaches was determined to ascertain whether wild mosquitoes could transfer the MHAQ formulation from MHS stations to ovitraps. RESULTS: The data revealed that Ae. aegypti was highly susceptible to low concentrations of MHAQ formulations and had a residual effect of up to 3 months, with MHAQ exposure affecting fecundity, fertility, and mosquito wing size. In the oviposition studies, gravid females strongly preferred the hay infusion compared to tap water and MHAQ during egg-laying in the laboratory. Nevertheless, the use of commercial MHAQ by MHS was highly attractive in field settings compared to conventional ovitraps among local Aedes spp. mosquitoes. In addition, MHAQ horizontal transfer activities in the laboratory and small-scale field trials were demonstrated through larval bioassays. These findings demonstrated the potential of MHAQ to be transferred to new containers in each study site. CONCLUSION: This study provided proof of principle for the autodissemination of MHAQ. Through further refinement, this technique and device could become an effective oviposition trap and offer an alternative preventive tool for vector control management.


Asunto(s)
Aedes/efectos de los fármacos , Insecticidas/farmacología , Control de Mosquitos/instrumentación , Control de Mosquitos/normas , Mosquitos Vectores/efectos de los fármacos , Animales , Femenino , Larva/efectos de los fármacos , Control de Mosquitos/métodos , Oviposición/efectos de los fármacos
17.
Insects ; 12(8)2021 Jul 27.
Artículo en Inglés | MEDLINE | ID: mdl-34442242

RESUMEN

Insecticide resistance is an informative model for studying the appearance of adaptive traits. Simultaneously, understanding how many times resistance mutations originate is essential to design effective resistance management. In the mosquito Culex pipiens, target-site resistance to the insecticide diflubenzuron (DFB) has been recently found in Italian and Turkish populations. Three point mutations confer it at the codon 1043 of the chitin synthase 1 gene (chs-1): I1043L, I1043M, and I1043F. Whether the resistant mutations originated independently from different susceptible alleles or sequentially from resistant alleles and whether resistant alleles from Italy and Turkey have originated once or multiple times remain unresolved. Here, we sequenced a fragment of the chs-1 gene carrying the resistant mutations and inferred the phylogenetic relationships among susceptible and resistant alleles. Confirming previous findings, we found the three mutations in Italy and the I1043M in Turkey. Notably, the I1043F was also found for the first time in Turkish samples, highlighting the need for extensive monitoring activities. Phylogenetic analyses are consistent with an independent origin of the I1043F, I1043M, and I1043L mutations from different susceptible alleles and with multiple independent origins of the Italian and Turkish I1043M and I1043F alleles.

18.
Pestic Biochem Physiol ; 174: 104802, 2021 May.
Artículo en Inglés | MEDLINE | ID: mdl-33838703

RESUMEN

The beet armyworm, Spodoptera exigua, is a highly polyphagous pest originated from Southeast Asia but has spread globally, attacking economically important crops and fruits. Bistrifluron insecticide is one of the highly active insect growth regulators that has been reported to inhibit development and longevity in other lepidopteran species and could be used in the control of S. exigua. In the present study, the age-stage, two-sex life table technique was applied to assess the sublethal effects of bistrifluron on biological traits and vitellogenin gene (SeVg) expression when 2nd instar larvae fed to sublethal concentrations (LC10, LC20 and LC40) of bistrifluron. Mean generation time from eggs to adults was longer at LC40 (37.79 ± 0.81 d) and LC20 (37.04 ± 0.72) compared to the LC10 (36.89 ± 0.63 d) and control groups (36.07 ± 0.38 d). Fecundity of female at LC40 (279.17 ± 42.8 eggs), LC20 (347 ± 35.4 eggs) and LC10 (411.58 ± 42.38 eggs) were significantly lower than the control treatment (532.47 ± 7.13). Furthermore, the lower intrinsic rates of increase (LC40; r = 0.1207 ± 0.009, LC20; r = 0.1329 ± 0.009 and LC10; r = 0.14398 ± 0.009 compared to the control r = 0.164 ± 0.0076), was observed along with significantly extended mean generation times (LC40; T = 34.825 ± 0.317 days, LC20; T = 33.27 ± 0.368 days and LC10; T = 31.899 ± 0.398 days compared to the control 30.927 ± 0.255 days). Furthermore, the contents of energy reserve macronutrients (carbohydrate, lipid and protein) significantly reduced in dose and time dependent manner in treated insects as compared to control. Furthermore, the expression level of SeVg mRNA significantly decreased by 43.8% in the female adults when one-day-old second instar larvae were treated with sublethal concentrations of bistrifluron in comparison with the control. Documenting these sublethal effects is a vital, and often overlooked factor, in assessing the overall efficacy of insecticides in the management of pest populations.


Asunto(s)
Insecticidas , Vitelogeninas , Animales , Femenino , Hidrocarburos Halogenados , Insecticidas/toxicidad , Larva , Nutrientes , Compuestos de Fenilurea , Spodoptera/genética , Vitelogeninas/genética
19.
Environ Pollut ; 284: 117130, 2021 Sep 01.
Artículo en Inglés | MEDLINE | ID: mdl-33910136

RESUMEN

Despite being effective in controlling mosquito larvae and a few other target organisms, the application of insecticides into aquatic systems may cause unintended alterations to the physiology or behavioral responses of several aquatic non-target organisms, which can ultimately lead to their death. Here, we firstly evaluated whether the susceptibility of the giant water bug, Belostoma anurum (Hemiptera: Belostomatidae), a predator of mosquito larvae, to pyriproxyfen would be similar to that of its potential prey, larvae of Aedes aegypti (Diptera: Culicidae). Secondly, we recorded the nominal concentrations of pyriproxyfen in water and evaluated whether sublethal exposures would lead to physiological or behavioral alterations on the B. anurum nymphs. We characterized the activities of three major families of detoxification enzymes (i.e., cytochrome P450 monooxygenases, glutathione-S-transferase, and general esterases) and further evaluated the abilities of pyriproxyfen sublethally-exposed B. anurum to prey upon A. aegypti larvae at different prey densities. Our findings revealed that nominal pyriproxyfen concentration significantly decreased (approximately 50%) over the first 24 h. Furthermore, when applied at the concentration of 10 µg a.i./L, pyriproxyfen was approximately four times more toxic to A. aegypti larvae (LT50 = 48 h) than to B. anurum nymphs (LT50 = 192 h). Interestingly, the pyriproxyfen sublethally-exposed (2.5 µg a.i./L) B. anurum nymphs exhibited reduced enzyme activities (cytochrome P450 monooxygenases) involved in detoxication processes and preyed significantly less on A. aegypti larvae when compared to unexposed predators. Collectively, our findings demonstrate that mortality-based pyriproxyfen risk assessments are not always protective of aquatic non-target organisms.


Asunto(s)
Aedes , Heterópteros , Insecticidas , Animales , Insecticidas/toxicidad , Larva , Control de Mosquitos , Piridinas/toxicidad
20.
Pestic Biochem Physiol ; 163: 64-75, 2020 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-31973871

RESUMEN

Fenoxycarb as a juvenile hormone analogue and methoxyfenozide (RH-2485) as a 20-hydroxyecdysone (20E) agonist are two main insect growth regulators (IGRs) used for pest control, whose insecticidal mechanisms had been widely reported in past decades. However, there were few studies focused on their effects on the carbohydrate metabolism of insects. Here, we reported that two IGRs (fenoxycarb and RH-2485) significantly affected growth and development of L. dispar larvae and caused larval lethality. Furthermore, both contens of three sugars (glycogen, threhalose, glucose) in four tissues (fat body, midgut, hemolymph and epidermis) and trehalase activity in three tissues (fat body, midgut and hemolymph) of L. dispar larvae were markedly affected by these two IGRs. Moreover, we found that mRNA expression levels of LdTPS, LdTre1 and LdTre2 in L. dispar larvae were dramatically suppressed by two IGRs. Additionally, chitin content in both midgut and epidermis decreased significantly after L. dispar larvae treated with fenoxycarb or RH-2485. Summarily, these results indicated that these two IGRs disturbed glycometabolism in L. dispar larvae, resulting in impeding chitin synthesis, generating new epidermis failure, disrupting molting and larval lethality in the end.


Asunto(s)
Quitina , Hormonas Juveniles , Animales , Hidrazinas , Larva , Fenilcarbamatos
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