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Keywords = semisynthetic insecticides

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22 pages, 2967 KB  
Article
Influence of a Greenhouse Adapted to the Ecuadorian Coastal Climate on Pest Dynamics in Tomato Crops
by Maria Esmeralda Cuzco, Amalia Marisol Vera, Jenny Patricia Quiñonez, Lenin Francisco Mera and Maria Teresa Lao
Horticulturae 2025, 11(11), 1279; https://doi.org/10.3390/horticulturae11111279 - 24 Oct 2025
Viewed by 1200
Abstract
Integrated pest management (IPM) in tomato (Solanum lycopersicum L.) on the Ecuadorian coast represents a critical challenge, given that pest persistence has led producers to abandon the crop, generating significant losses. This study compared pest population fluctuations in greenhouse and open field [...] Read more.
Integrated pest management (IPM) in tomato (Solanum lycopersicum L.) on the Ecuadorian coast represents a critical challenge, given that pest persistence has led producers to abandon the crop, generating significant losses. This study compared pest population fluctuations in greenhouse and open field conditions under realistic management conditions and free infestation, considering the influence of environmental factors and applications of biorational, semisynthetic, and synthetic pesticides. In open fields, infestations were high and sustained, exceeding treatment thresholds, while in greenhouses, levels were lower, attributable to the protection of the aphid netting. Product efficacy depended on the pest and the level of infestation: Azadirachta indica, Bacillus thuringiensis, and Beauveria bassiana were effective in low infestations; spinetoram and abamectin reached efficacies between 80 and 100% in moderate infestations; neonicotinoids had variable efficacy, ranging from 47.8% to 89.9%. Since the system determines the type of pest and the level of infestation, monitoring becomes a key tool for timely decision-making. The findings show that the greenhouse limits the entry of the main pest, Prodiplosis longifila. While it does not prevent the presence of smaller pests, such as thrips and white mites, the combination of physical barriers and low-toxicity pesticides significantly reduces populations, minimizing the number of applications and the use of more toxic insecticides. The proposed strategy provides solid evidence for the effective implementation of a greenhouse to reduce pest pressure and promote IPM in protected coastal systems in Ecuador. Full article
(This article belongs to the Special Issue Pest Diagnosis and Control Strategies for Fruit and Vegetable Plants)
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54 pages, 4287 KB  
Review
Ethnobotany, Phytochemistry, and Biological Activity of Extracts and Non-Volatile Compounds from Lantana camara L. and Semisynthetic Derivatives—An Updated Review
by Jorge Ramírez, Chabaco Armijos, Nelson Espinosa-Ortega, Leydy Nathaly Castillo and Giovanni Vidari
Molecules 2025, 30(4), 851; https://doi.org/10.3390/molecules30040851 - 12 Feb 2025
Cited by 5 | Viewed by 4754
Abstract
Lantana camara L., commonly known as pigeon berry, is a herbaceous plant of growing scientific interest due to the high medicinal value. In fact, despite being categorized as an invasive species, it has been used for a long time to treat different diseases [...] Read more.
Lantana camara L., commonly known as pigeon berry, is a herbaceous plant of growing scientific interest due to the high medicinal value. In fact, despite being categorized as an invasive species, it has been used for a long time to treat different diseases thanks to the many biological activities. Triterpenes, flavonoids, phenylpropanoids, and iridoid glycosides are the bioactive compounds naturally occurring in L. camara that have demonstrated anticancer, antifilarial, nematocidal, antibacterial, insecticidal, antileishmanial, antifungal, anti-inflammatory, and antioxidant properties. The aim of this review is to update the information concerning the chemistry and biological activity of L. camara extracts and their constituents, including semisynthetic derivatives, revising the literature until June 2024. We believe that the data reported in this review clearly demonstrate the importance of the plant as a promising source of medicines and will therefore stimulate further investigations. Full article
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11 pages, 2097 KB  
Article
Spinetoram-Induced Potential Neurotoxicity through Autophagy Mediated by Mitochondrial Damage
by Fan Chen, Jin Lu, Meng Li, Junwu Yang, Wenping Xu, Xufeng Jiang and Yang Zhang
Molecules 2024, 29(1), 253; https://doi.org/10.3390/molecules29010253 - 3 Jan 2024
Cited by 5 | Viewed by 2426
Abstract
Spinetoram is an important semi-synthetic insecticide extensively applied in agriculture. It is neurotoxic to insects, primarily by acting on acetylcholine receptors (nAChRs). However, few studies have examined the neurotoxicity of spinetoram in human beings. In this study, various concentrations (5, 10, 15, and [...] Read more.
Spinetoram is an important semi-synthetic insecticide extensively applied in agriculture. It is neurotoxic to insects, primarily by acting on acetylcholine receptors (nAChRs). However, few studies have examined the neurotoxicity of spinetoram in human beings. In this study, various concentrations (5, 10, 15, and 20 μM) of spinetoram were employed to expose SH-SY5Y cells in order to study the neurotoxic effects of spinetoram. The results showed that spinetoram exposure markedly inhibited cell viability and induced oxidative stress. It also induced mitochondrial membrane potential collapse (ΔΨm), and then caused a massive opening of the mitochondrial permeability transition pore (mPTP), a decrease in ATP synthesis, and Ca2+ overloading. Furthermore, spinetoram exposure induced cellular autophagy, as evidenced by the formation of autophagosomes, the conversion of LC3-I into LC3-II, down-regulation of p62, and up-regulation of beclin-1. In addition, we observed that p-mTOR expression decreased, while p-AMPK expression increased when exposed to spinetoram, indicating spinetoram triggered AMPK/mTOR-mediated autophagy. Complementarily, the effect of spinetoram on neurobehavior was studied using the zebrafish model. After being exposed to different concentrations (5, 10, and 20 μg/mL) of spinetoram, zebrafish showed neurobehavioral irregularities, such as reduced frequency of tail swings and spontaneous movements. Similarly, autophagy was also observed in zebrafish. In conclusion, spinetoram exposure produced potential neurotoxicity through autophagy mediated by mitochondrial damage. The experimental data and results of the neurotoxicity study of spinetoram provided above are intended to serve as reference for its safety assessment. Full article
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20 pages, 1973 KB  
Article
Amino Alcohols from Eugenol as Potential Semisynthetic Insecticides: Chemical, Biological, and Computational Insights
by Renato B. Pereira, Nuno F. S. Pinto, Maria José G. Fernandes, Tatiana F. Vieira, Ana Rita O. Rodrigues, David M. Pereira, Sérgio F. Sousa, Elisabete M. S. Castanheira, A. Gil Fortes and M. Sameiro T. Gonçalves
Molecules 2021, 26(21), 6616; https://doi.org/10.3390/molecules26216616 - 31 Oct 2021
Cited by 14 | Viewed by 4259
Abstract
A series of β-amino alcohols were prepared by the reaction of eugenol epoxide with aliphatic and aromatic amine nucleophiles. The synthesized compounds were fully characterized and evaluated as potential insecticides through the assessment of their biological activity against Sf9 insect cells, compared with [...] Read more.
A series of β-amino alcohols were prepared by the reaction of eugenol epoxide with aliphatic and aromatic amine nucleophiles. The synthesized compounds were fully characterized and evaluated as potential insecticides through the assessment of their biological activity against Sf9 insect cells, compared with a commercial synthetic pesticide (chlorpyrifos, CHPY). Three derivatives bearing a terminal benzene ring, either substituted or unsubstituted, were identified as the most potent molecules, two of them displaying higher toxicity to insect cells than CHPY. In addition, the most promising molecules were able to increase the activity of serine proteases (caspases) pivotal to apoptosis and were more toxic to insect cells than human cells. Structure-based inverted virtual screening and molecular dynamics simulations demonstrate that these molecules likely target acetylcholinesterase and/or the insect odorant-binding proteins and are able to form stable complexes with these proteins. Encapsulation assays in liposomes of DMPG and DPPC/DMPG (1:1) were performed for the most active compound, and high encapsulation efficiencies were obtained. A thermosensitive formulation was achieved with the compound release being more efficient at higher temperatures. Full article
(This article belongs to the Special Issue Insecticide, Acaricide, Repellent and Antimicrobial Development)
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15 pages, 1548 KB  
Article
Activity of Some Plant and Fungal Metabolites towards Aedes albopictus (Diptera, Culicidae)
by Sonia Ganassi, Marco Masi, Pasqualina Grazioso, Antonio Evidente and Antonio De Cristofaro
Toxins 2021, 13(4), 285; https://doi.org/10.3390/toxins13040285 - 18 Apr 2021
Cited by 4 | Viewed by 3036
Abstract
Aedes albopictus (Skuse) is a widespread mosquito, a vector of important human arboviruses, including Chikungunya, Dengue and Zika. It is an extremely difficult species to control even for the onset of resistances to chemicals insecticides, therefore ecofriendly products are urgently needed. In this [...] Read more.
Aedes albopictus (Skuse) is a widespread mosquito, a vector of important human arboviruses, including Chikungunya, Dengue and Zika. It is an extremely difficult species to control even for the onset of resistances to chemicals insecticides, therefore ecofriendly products are urgently needed. In this study, the activity of Amaryllidaceae alkaloids and some of their semisynthetic derivatives, of 2-methoxy-1,4-naphthoquinone and two analogues, of cyclopaldic acid and epi-epoformin on the survival and development of Ae. albopictus larvae was evaluated. First-instar larval exposure for 24 and 48 h to cyclopaldic acid, resulted in mortality mean per-centage of 82.4 and 96.9 respectively; 1,2-O,O-diacetyllycorine 48h post-treatment caused 84.7% mortality. Larval and pupal duration were proved to decrease significantly when larvae were exposed to cyclopaldic acid, 1,2-O,O-diacetyllycorine and N-methyllycorine iodide. The mean number of third-instar larvae surviving to 2-methyl-1,4-naphthoquinone, 2-hydroxy-1,4-naphthoquinone and 2-methoxy-1,4-naphthoquinone was significantly lower than the number of correspondent control larvae over the time. This study indicated that 1,2-O,O’-diacetyllycorine, N-methyllycorine iodide, cyclopaldic acid and 1,4-naphthoquinone structural derivatives have good potential for developing bioinsecticides for mosquito control programs. The obtained results are of general interest due to the global importance of the seri-ous human diseases such a vector is able to spread. Full article
(This article belongs to the Special Issue Microbial and Plant Phytotoxins)
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18 pages, 2734 KB  
Article
Bio-Efficacy of Diatomaceous Earth, Household Soaps, and Neem Oil against Spodoptera frugiperda (Lepidoptera: Noctuidae) Larvae in Benin
by Crépin T. S. Aniwanou, Antonio A. C. Sinzogan, Jean M. Deguenon, Rachidatou Sikirou, David A. Stewart and Adam Ahanchede
Insects 2021, 12(1), 18; https://doi.org/10.3390/insects12010018 - 29 Dec 2020
Cited by 21 | Viewed by 6381
Abstract
Spodoptera frugiperda was first reported in Africa in 2016 and has since become a serious threat to maize/cereal production on the continent. Current control of the pest relies on synthetic chemical insecticides, which can negatively impact the environment and promote the development of [...] Read more.
Spodoptera frugiperda was first reported in Africa in 2016 and has since become a serious threat to maize/cereal production on the continent. Current control of the pest relies on synthetic chemical insecticides, which can negatively impact the environment and promote the development of resistance when used indiscriminately. Therefore, great attention is being paid to the development of safer alternatives. In this study, several biorational products and a semi-synthetic insecticide were evaluated. Two household soaps (“Palmida” and “Koto”) and a detergent (“So Klin”) were first tested for their efficacy against the larvae under laboratory conditions. Then, the efficacy of the most effective soap was evaluated in field conditions, along with PlantNeem (neem oil), Dezone (diatomaceous earth), and Emacot 19 EC (emamectin benzoate), in two districts, N’Dali and Adjohoun, located, respectively, in northern and southern Benin. The soaps and the detergent were highly toxic t second-instar larvae with 24 h lethal concentrations (LC50) of 0.46%, 0.44%, and 0.37% for So Klin, Koto, and Palmida, respectively. In field conditions, the biorational insecticides produced similar or better control than Emacot 19 EC. However, the highest maize grain yields of 7387 and 5308 kg/ha were recorded, respectively, with Dezone (N’Dali) and Emacot 19 EC (Adjohoun). A cost-benefit analysis showed that, compared to an untreated control, profits increased by up to 90% with the biorational insecticides and 166% with Emacot 19 EC. Therefore, the use of Palmida soap at 0.5% concentration, neem oil at 4.5 L/ha, and Dezone at 7.5 kg/ha could provide an effective, environmentally friendly, and sustainable management of S. frugiperda in maize. Full article
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14 pages, 1692 KB  
Article
New Eugenol Derivatives with Enhanced Insecticidal Activity
by Maria José G. Fernandes, Renato B. Pereira, David M. Pereira, A. Gil Fortes, Elisabete M. S. Castanheira and M. Sameiro T. Gonçalves
Int. J. Mol. Sci. 2020, 21(23), 9257; https://doi.org/10.3390/ijms21239257 - 4 Dec 2020
Cited by 41 | Viewed by 6381
Abstract
Eugenol, the generic name of 4-allyl-2-methoxyphenol, is the major component of clove essential oil, and has demonstrated relevant biological potential with well-known antimicrobial and antioxidant actions. New O-alkylated eugenol derivatives, bearing a propyl chain with terminals like hydrogen, hydroxyl, ester, chlorine, and [...] Read more.
Eugenol, the generic name of 4-allyl-2-methoxyphenol, is the major component of clove essential oil, and has demonstrated relevant biological potential with well-known antimicrobial and antioxidant actions. New O-alkylated eugenol derivatives, bearing a propyl chain with terminals like hydrogen, hydroxyl, ester, chlorine, and carboxylic acid, were synthesized in the present work. These compounds were later subjected to epoxidation conditions to give the corresponding oxiranes. All derivatives were evaluated against their effect upon the viability of insect cell line Sf9 (Spodoptera frugiperda), demonstrating that structural changes elicit marked effects in terms of potency. In addition, the most promising molecules were evaluated for their impact in cell morphology, caspase-like activity, and potential toxicity towards human cells. Some molecules stood out in terms of toxicity towards insect cells, with morphological assessment of treated cells showing chromatin condensation and fragmentation, which are compatible with the occurrence of programmed cell death, later confirmed by evaluation of caspase-like activity. These findings point out the potential use of eugenol derivatives as semisynthetic insecticides from plant natural products. Full article
(This article belongs to the Collection Feature Papers in Molecular Pharmacology)
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13 pages, 677 KB  
Article
Laboratory Evaluation of Natural and Synthetic Aromatic Compounds as Potential Attractants for Male Mediterranean fruit Fly, Ceratitis capitata
by Nurhayat Tabanca, Marco Masi, Nancy D. Epsky, Paola Nocera, Alessio Cimmino, Paul E. Kendra, Jerome Niogret and Antonio Evidente
Molecules 2019, 24(13), 2409; https://doi.org/10.3390/molecules24132409 - 29 Jun 2019
Cited by 13 | Viewed by 5307
Abstract
Ceratitis capitata, the Mediterranean fruit fly, is one of the most serious agricultural pests worldwide responsible for significant reduction in fruit and vegetable yields. Eradication is expensive and often not feasible. Current control methods include the application of conventional insecticides, leading to [...] Read more.
Ceratitis capitata, the Mediterranean fruit fly, is one of the most serious agricultural pests worldwide responsible for significant reduction in fruit and vegetable yields. Eradication is expensive and often not feasible. Current control methods include the application of conventional insecticides, leading to pesticide resistance and unwanted environmental effects. The aim of this study was to identify potential new attractants for incorporation into more environmentally sound management programs for C. capitata. In initial binary choice bioassays against control, a series of naturally occurring plant and fungal aromatic compounds and their related analogs were screened, identifying phenyllactic acid (7), estragole (24), o-eugenol (21), and 2-allylphenol (23) as promising attractants for male C. capitata. Subsequent binary choice tests evaluated five semisynthetic derivatives prepared from 2-allylphenol, but none of these were as attractive as 2-allylphenol. In binary choice bioassays with the four most attractive compounds, males were more attracted to o-eugenol (21) than to estragole (24), 2-allylphenol (23), or phenyllactic acid (7). In addition, electroantennography (EAG) was used to quantify antennal olfactory responses to the individual compounds (129), and the strongest EAG responses were elicited by 1-allyl-4-(trifluoromethyl)benzene (11), estragole (24), 4-allyltoluene (14), trans-anethole (9), o-eugenol (21), and 2-allylphenol (23). The compounds evaluated in the current investigation provide insight into chemical structure–function relationships and help direct future efforts in the development of improved attractants for the detection and control of invasive C. capitata. Full article
(This article belongs to the Special Issue Natural Compound to Biocontrol Agrarian Pests)
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9 pages, 188 KB  
Article
Synthesis and Insecticidal Activities of New Ester-Derivatives of Celangulin-V
by Jiwen Zhang, Zhan Hu, Shenkun Li and Wenjun Wu
Int. J. Mol. Sci. 2011, 12(12), 9596-9604; https://doi.org/10.3390/ijms12129596 - 20 Dec 2011
Cited by 18 | Viewed by 6222
Abstract
In order to develop new biorational pesticides, ten new 6-substituted ester derivatives of Celangulin-V were designed and synthesized. The structures of the new derivatives were confirmed by IR, 1H-NMR, 13C-NMR and ESI-MS spectral analysis. Insecticidal activities of these compounds were tested [...] Read more.
In order to develop new biorational pesticides, ten new 6-substituted ester derivatives of Celangulin-V were designed and synthesized. The structures of the new derivatives were confirmed by IR, 1H-NMR, 13C-NMR and ESI-MS spectral analysis. Insecticidal activities of these compounds were tested against the third-instar larvae of Mythimna separata. Two derivatives (1.1, 1.2) showed higher insecticidal activities than Celangulin-V, with mortality of 75.0% and 83.3%, respectively. While four compounds (1.3, 1.4, 1.7, 1.8) denoted lower insecticidal activities, the others (1.5, 1.6, 1.9, 1.10) revealed no activities at a concentration of 10 mg.mL−1. The results suggest that C-6 substitutions of Celangulin-V are very important in determining the insecticidal activities of its ester-derivatives. That the acetyl (1.1) and propionyl (1.2) derivatives possessed much higher insecticidal activities than Celangulin-V itself supported the view that Celangulin-V has the potential to be a lead structure of semi-synthetic green insecticides. Full article
(This article belongs to the Section Green Chemistry)
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