Phenolic compounds as controllers of Sitophilus zeamais: A look at the structure-activity relationship

Rodríguez, Alfredo Manuel; Beato, Magalí; Usseglio, Virginia Lara; Camina, Julia; Zygadlo, Julio Alberto; Dambolena, José Sebastián; Zunino, María Paula

doi:10.1016/j.jspr.2022.102038

Cited by 17 publications

(8 citation statements)

References 53 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…According to Tuyen et al [43], phenols and flavonoids are well-known natural antioxidants. Phenolic and flavonoid compounds have been reported to have potential use as natural agrochemicals such as insecticide [44] and herbicide [45].…”

Section: Discussionmentioning

confidence: 99%

Phytochemical Constituents of Indonesian Adlay (Coix lacrima-jobi L.) and Their Potential as Antioxidants and Crop Protection Agents

Andriana¹,

Fajriani

Iwansyah³

et al. 2023

Agrochemicals

View full text Add to dashboard Cite

Adlay (Coix lacryma-jobi L.) is a cereal crop that has traditionally been used for medicinal purposes. It is processed into nutritious food in China and Southeast Asian countries. This study assesses the phytochemical constituents of this plant and their potential as antioxidants and crop protection agents. The methanolic extracts from seeds of Indonesian adlay (C. lacryma-jobi) varieties including Agrotis, Ma-yuen, and Aquatic, were tested against 2,2-diphnyl-1-picrylhydrazyl (DPPH) and 2,2’-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) to determine their free radical scavenging activity. The relationship between extraction solvents, phytochemical composition, and antioxidant activity was analyzed statistically using principal component analysis (PCA) to classify them based on the similarities among the components. The potential use of the phytochemicals as crop protection agents was also explored through a review of the literature. The Agrotis variety demonstrated the highest antioxidant activities (IC50 DPPH = 741.49 and ABTS =152.69 µg/mL). The ethyl acetate fraction of this variety showed the greatest antioxidant activity (IC50 DPPH and ABTS = 106.34 and 17.62 µg/mL, respectively), total phenolic content (275.16 mg GAE/g extract), and flavonoid content (37.41 mg QE/g extract). Fatty acids (FAs) and fatty acid methyl esters (FAMEs) accounted for 47.71 ± 0.02 and 41.73 ± 0.04%, respectively, and they were the major components of the extracts. The principal component analysis (PCA) revealed three different groups of phytochemical components in the seeds of Agrotis variety, including fatty acid methyl esters (FAMEs), such as methyl linoleate, methyl stearate, methyl vaccinates, and methyl palmitate, and fatty acids (FAs), including 7-hexadecanoid acid, bovinic acid, and 15-hydroxipentadecanoic acid. The final phytochemical group consisted of minor components, including uncategorized compounds such as decamethyl-tetrasiloxane and cycloalkenes. This study highlights the fact that C. lacrima-jobi is a promising source of natural antioxidants and agrochemicals.

show abstract

Section: Discussionmentioning

confidence: 99%

Phytochemical Constituents of Indonesian Adlay (Coix lacrima-jobi L.) and Their Potential as Antioxidants and Crop Protection Agents

Andriana¹,

Fajriani

Iwansyah³

et al. 2023

Agrochemicals

View full text Add to dashboard Cite

show abstract

“…Compounds from essential oils of plants act on several sites of action, including octopamine receptors, sodium channels, acetylcholine receptors, glutamate-mediated chloride channels and GABA receptors [52], having potential for use in integrated pest management programs [53]. Carvacrol has already proven to be toxic to several pests such as Cimex lectularius Linnaeus (Hemiptera: Cimicidae) [54], Musca domestica (Diptera: Muscidae) [55], Sitophilus zeamais (Coleoptera: Curculionidae) Motschulsky [56], Helicoverpa armigera (Lepidoptera: Noctuidae) Hübner [57] and Diaphania hyalinata (Lepidoptera: Crambidae) [29].…”

Section: Discussionmentioning

confidence: 99%

Synthetic Carvacrol Derivatives for the Management of Solenopsis Ants: Toxicity, Sublethal Effects, and Horizontal Transfer

Dantas,

Cavalcanti,

Araújo

et al. 2023

Agriculture

View full text Add to dashboard Cite

Ants belonging to the genus Solenopsis are highly significant invasive pests worldwide. The control of these insects has historically relied on the use of synthetic insecticides, which, unfortunately, has led to a range of ecological repercussions. In light of these challenges and the limited availability of registered products for managing these pests, our study set out to synthesize and assess the insecticidal properties of carvacrol derivatives. The lethal and sublethal effects caused by these derivatives were compared to the essential oil of Lippia gracilis (50.7% carvacrol) and to the base molecule—carvacrol. Carvacryl benzoate was the most toxic derivative to Solenopsis sp., with an LD50 of 3.20 μg/ mg. This compound was about 2 and 7.6 times more toxic than carvacrol at the doses needed to kill 50 and 90% of populations, respectively. The workers of Solenopsis sp. showed a rapid reduction in survival when exposed to carvacrol (LT50 = 8.43 h) and carvacryl benzoate (LT50 = 8.87 h). Insects treated with sublethal doses of the compounds did not show significant effects on self-cleaning, allogrooming and aggregation, with the exception of those treated with L. gracilis essential oil. The oil increased self-cleaning and reduced allogrooming and aggregation. Ants treated with carvacrol and carvacryl benzoate travelled greater distances and had higher movement speeds when compared to the control. These compounds exhibited decreased meanders and angular velocities. When live workers were exposed to dead individuals at the LD90 of the compounds, carvacryl benzoate was the derivative that most reduced survival due to horizontal transfer. These findings underscore the considerable potential of carvacrol derivatives, specifically carvacryl benzoate, as an alternative approach to managing ants of the Solenopsis genus.

show abstract

“…Thymol is an oxygenated monoterpene characterized by a free hydroxyl group in the p-cymene skeleton (phenol group). Previous studies determined the insecticidal effect of thymol against S. zeamais and reported that it would exert its toxic effect by binding to GABA receptors, or by inhibiting AChE activity with the phenol group being the part of the molecule responsible for its toxic effect [22,104]. Finally, Illicium sp.…”

Section: Discussionmentioning

confidence: 99%

Exploring Contact Toxicity of Essential Oils against Sitophilus zeamais through a Meta-Analysis Approach

Achimón

Peschiutta

Brito

et al. 2022

Plants

Self Cite

View full text Add to dashboard Cite

Sitophilus zeamais is a primary pest of maize. Our aim was to perform a qualitative review and meta-analyses with 56 scientific articles published from 1 January 2000 to 1 October 2022 dealing with direct (topical application) and indirect (impregnation of essential oils, EOs, onto filter paper or maize grains) contact toxicity of EOs against S. zeamais. Three independent meta-analyses of single means of LD50 (direct contact) and LC50 (indirect contact) were conducted using a random effect model. Essential oils more frequently evaluated were those belonging to Asteraceae, Apiaceae, Lamiaceae, Myrtaceae, Piperaceae, and Rutaceae. The LC50 global mean values were 33.19 µg/insect (CI95 29.81–36.95) for topical application; 0.40 µL/cm2 (CI95 0.25–0.65) for filter paper indirect contact; and 0.50 µL/g maize (CI95 0.27–0.90) for maize grains indirect contact. The species Carum carvi, Salvia umbratica, Ilicium difengpi, Periploca sepium, Cephalotaxus sinensis, Murraya exotica, Rhododendron anthopogonoides, Ruta graveolens, Eucalyptus viminalis, Ocotea odorifera, Eucalyptus globulus, Eucalyptus dunnii, Anethum graveolens, Ilicium verum, Cryptocarya alba, Azadirachta indica, Chenopodium ambrosioides, Cupressus semperivens, Schinus molle, Piper hispidinervum, Mentha longifolia, and Croton pulegiodorus showed LC50 or LD50 values lower than the global means, indicating good insecticidal properties. Our results showed that EOs have great potential to be used as bioinsecticides against S. zeamais.

show abstract

Phenolic compounds as controllers of Sitophilus zeamais: A look at the structure-activity relationship

Cited by 17 publications

References 53 publications

Phytochemical Constituents of Indonesian Adlay (Coix lacrima-jobi L.) and Their Potential as Antioxidants and Crop Protection Agents

Phytochemical Constituents of Indonesian Adlay (Coix lacrima-jobi L.) and Their Potential as Antioxidants and Crop Protection Agents

Synthetic Carvacrol Derivatives for the Management of Solenopsis Ants: Toxicity, Sublethal Effects, and Horizontal Transfer

Exploring Contact Toxicity of Essential Oils against Sitophilus zeamais through a Meta-Analysis Approach

Contact Info

Product

Resources

About