Fumigant toxicity and biochemical effects of selected essential oils toward the red flour beetle, Tribolium castaneum (Coleoptera: Tenebrionidae).

Tribolium castaneum Herbst (Coleoptera: Tenebrionidae) is an insect popularly known as the red flour beetle, it is widely distributed worldwide and can cause serious damage to stored grains. Chemical control is the most used method for managing this pest, however, some substances are toxic to mammals and the environment. Therefore, the development of new effective and safe insecticides is necessary. Essential oils (EOs) can be considered as a potential alternative in the development of pesticides due to their physicochemical properties and varied effects against insects. In the current study, was determined the fumigant toxicity and biochemical effects of selected essential oils against T. castaneum. The 23 selected EOs were characterized by GC-MS and their fumigant lethal concentrations were determined. An exploratory Cluster analysis was performed to find a relationship between fumigant toxicity and chemical composition. Finally, the inhibition of the catalytic activity of acetylcholinesterase (AChE), glutathione S-transferase (GST) and catalase (CAT) was evaluated using protein homogenates obtained from T. castaneum. The results indicated that EOs with the highest fumigant potential were those with greater diversity in their composition, while the least active EOs presented mainly monoterpenes. The most active EOs were those obtained from Foeniculum vulgare and Zanthoxylum monophyllum with LC50 values of 16.23 and 18.54 µL/L air respectively. Regarding the inhibition of the enzymatic activity of the 23 EOs evaluated at 500 µL/L, only two caused an inhibition greater that 50% on AChE, which corresponded to EOs from Piper nigrum and Rosmarinus officinalis. Likewise, EOs from C. sinensis, Piper aduncum and Zanthoxylum monophyllum were the only ones able to inhibiting GST activity by more than 50%. Respecting CAT inhibition, 7 EOs caused and inhibition greater than 50%, highlighting those from Lavandula angustifolia, C. sempervirens and Eucalyptus sp. These results show that the EOs evaluated in this study seems to be a promising bio-controller of T. castaneum since have high fumigant toxicity and exert different mechanisms of action.

Effects of Essential Oils from 24 Plant Species on Sitophilus zeamais Motsch (Coleoptera, Curculionidae).

Chemical control of the maize weevil (Sitophilus zeamais) has been ineffective and presents serious collateral damage. Among plant-derived insecticides, essential oils (EOs) are suitable candidates to control this stored products pest. In this work, the insecticidal activities of 45 natural EOs against S. zeamais adults were screened, and the most promising ones (24 EOs) were characterized by GC-MS. The repellent and toxic effects (contact and fumigant) of these 24 EOs were determined, and by a cluster analysis they were classified into two groups considering its fumigant activity and contact toxicity. For the EOs with the highest fumigant potential (14 oils) and their main active constituents (17 compounds), lethal concentrations were determined. The most active EOs were those obtained from L. stoechas and L. alba, with LC50 values of 303.4 and 254.1 µL/L air and characterized by a high content of monoterpenes. Regarding the major compounds, the oxygenated monoterpenes R-(+)-pulegone (LC50 = 0.580 mg/L air), S-(-)-pulegone (LC50 = 0.971 mg/L air) and R-(-)-carvone (LC50 = 1.423 mg/L air) were the most active, as few variations in their concentrations significantly increased insect mortality.

Repellence and fumigant toxicity of essential oils of Ocimum gratissimum and Ocimum kilimandscharicum on Tuta absoluta (Lepidoptera: Gelechiidae).

Tuta absoluta Meyrick originates in South America and is now one of the most important insect pests of Solanaceae in different parts of the world, including Africa. Its control has relied primarily on chemical insecticides, which are associated with negative ecological effects. In the present study, essential oils of Ocimum gratissimum and O. kilimandscharicum were tested for repellence and fumigant toxicity on the adult stages under laboratory conditions. The oil of O. gratissimum was more repellent, but its toxicity was comparable with that of O. kilimandscharicum. The major constituents of O. gratissimum were methyl eugenol (39.5%) and eugenol (29.7%). Those of O. kilimandscharicum were camphor (47.1%) and 1.8-cineole (19.3%). Eugenol (LC50 of 0.24 µl/ml, 83.3%, RI50 = 0.15) and camphor (LC50 of 0.23 µl/ml, 89.5%, RI50 = 0.13) were more toxic (at 1 µl/ml for 24 h) and repellent than the other constituents. The results show potential of the essential oils for use in integrated management of the tomato pest.

Fumigant toxicity and biochemical properties of (α + β) thujone and 1, 8-cineole derived from Seriphidium brevifolium volatile oil against the red imported fire ant Solenopsis invicta (Hymenoptera: Formicidae)

ABSTRACT The excessive use of chemical insecticides has led to negative effects on human health and the environment. Volatile oils are one of the possible potential alternatives to chemical insecticides. Traditionally Seriphidium brevifolium (Wall. ex DC.) Ling & Y.R.Ling, Asteraceae, powder from its leaves is used to treat gastric problems and expel intestinal worms by local peoples, but yet there is no literature available regarding its insecticidal activity. In this study fumigant toxicity and enzyme inhibition activities of the S. brevifolium volatile oil collected from the highlands of Skardu Baltistan, Pakistan, was evaluated against the red imported fire ant Solenopsis invicta. The phytochemical studies indicated that monoterpenes were the most abundant constituents, accounting for 88% of the total oil. The major dominant constituents were 2-bornanone (28.2%), 1,8-cineole (19.9%), α-thujone (7.5%), β-thujone (6.7%) which accounts for 62.3% of total constituents identified, with volatile oil yield of 4.11% (w/w). The fumigation assay indicated that the volatile oil was acutely toxic to fire ants, with an LC50 of 16.47 µl/l. Among the constituents tested, only (α + β) thujone and 1,8-cineole were toxic, with LC50 of 17.68 and 30.66 µl/ after 12 h of exposure. The volatile oil, (α + β) thujone and 1, 8-cineole showed strong fumigant activity against the red imported fire ant workers in a time- and dose-dependent manner. The volatile oil caused 100% mortality of the red imported fire ant workers, even at the lowest concentration of 20 µl/l after 24 h of exposure. In addition, the volatile oil and 1,8-cineole inhibited acetylcholinesterase activity, while (α + β) thujone inhibited carboxylesterase activity in the fire ant workers. It has been concluded that the volatile oil and some of the compounds from S. brevifolium might be developed as eco-friendly approaches for the control of red imported fire ants.

Understanding Synergistic Toxicity of Terpenes as Insecticides: Contribution of Metabolic Detoxification in Musca domestica.

Essential oils, which are mixtures of terpenes, frequently show stronger insecticide activity, i.e., lower lethal dose 50 (LC50), than their most abundant terpenes. Synergy between terpenes provides a plausible explanation, but its demonstration has been elusive. In the present work, we look for an alternative explanation, by considering the influence of insect metabolic detoxification. Basically, we propose a model (metabolic model, MM) in which the LC50 of the major terpene in a mixture is expected to include a fraction that is detoxified by the insect, whereas a minor terpene would act unimpeded, showing a lower LC50 than when acting alone. In order to test this idea, we analyzed the effects of inhibiting the cytochrome P450 detoxification system with piperonyl butoxide (PBO), on the lethal concentration of terpenes as fumigants against Musca domestica. We found that, within a group of 10 terpenes [linalool, citronellal, (R)-α-pinene, 1,8-cineole, γ-terpinene, limonene, α-terpinene, (S)-ß-pinene, thymol and (R)-pulegone], seven showed the LC50PBO (the lethal concentration for PBO-treated flies) between 1.7 and 12.4 times lower than the corresponding LC50 when P450 was not inhibited. Only in one case, that of (R)-pulegone, was the LC50PBO greater than the LC50, while two terpenes [(S)-ß-pinene and thymol] showed no changes in toxicity. The increased activity of most terpenes (particularly linalool and citronellal) in PBO-treated flies supports our hypothesis that normally the LC50 includes a fraction of inactive compound, due to detoxification. Having previously determined that M. domestica preferentially oxidizes the most abundant terpene in a mixture, while terpenes in smaller proportions are poorly or not detoxified by the P450 system, we assessed whether the toxicity of minority terpenes in a mixture is similar to their activity under P450 inhibition. We chose suitable binary combinations in such a way that one terpene (in greater proportion) should be the target of P450 while the other (in smaller proportion) should intoxicate the fly with LC50PBO or similar. Combinations of 1,8-cineole-citronellal, 1,8-cineole-linalool, linalool-citronellal, (R)-pulegone-linalool, (R)-pulegone-1,8-cineole and (R)-pulegone-citronellal were assayed against M. domestica, and the LC50 of each mixture was determined and compared to values predicted by MM (considering the LC50PBO for minor component) or by the classical approach (LC50 for both components). The MM showed the best fit to the data, suggesting additive rather than synergistic effects, except for the combination of (R)-pulegone-citronellal that was clearly synergistic. Thus, the experimental data indicate that the insect preferentially oxidizes the major component in a mixture, while the terpene in lesser proportion acts as a toxicant, with higher toxicity than when it was assayed alone. These findings contribute to a deeper understanding of the higher toxicity of essential oils compared to their component terpenes and provide important information for the design of effective insecticides based on essential oils or terpenes.