scholarly journals Toxicity and larvicidal activity on Aedes aegypti of citronella essential oil submitted to enzymatic esterification

2023 ◽  
Vol 83 ◽  
R. L. Cansian ◽  
A. Staudt ◽  
J. L. Bernardi ◽  
B. M. S. Puton ◽  
D. Oliveira ◽  

Abstract The essential oil of citronella (Cymbopogon winterianus) has several biological activities, among them the insect repellent action. Some studies showed that cinnamic acid esters can be applied as natural pesticides, insecticides and fungicides. In this context, the objective of the present work was to evaluate the production of esters from citronella essential oil with cinnamic acid via enzymatic esterification. Besides, the essential oil toxicity before and after esterification against Artemia salina and larvicidal action on Aedes aegypti was investigated. Esters were produced using cinnamic acid as the acylating agent and citronella essential oil (3:1) in heptane and 15 wt% NS 88011 enzyme as biocatalysts, at 70 °C and 150 rpm. Conversion rates of citronellyl and geranyl cinnamates were 58.7 and 69.0% for NS 88011, respectively. For the toxicity to Artemia salina LC50 results of 5.29 μg mL-1 were obtained for the essential oil and 4.36 μg mL-1 for the esterified oils obtained with NS 88011. In the insecticidal activity against Aedes aegypti larvae, was obtained LC50 of 111.84 μg mL-1 for the essential oil of citronella and 86.30 μg mL-1 for the esterified oils obtained with the enzyme NS 88011, indicating high toxicity of the esters. The results demonstrated that the evaluated samples present potential of application as bioinsecticide.

2019 ◽  
Vol 44 (4) ◽  
pp. 85 ◽  
Paulo Roberto Barros Gomes ◽  
Marlucy Bezerra Oliveira ◽  
Dionney Andrade De Sousa ◽  
Jeremias Caetano Da Silva ◽  
Romer Pessôa Fernandes ◽  

In this present work, we tested the larvicidal activity, molluscicide and toxicity of the oil extracted from Citrus limon peels, respectively against third stage larvae of Aedes aegypti, snail Biomphalaria glabrata, and Artemia salina. For this, we extract the essential oil by hydrodistillation. Then, we identified and quantified the components by gas chromatography coupled to mass spectrometry (GC-MS). We tested the larvicidal and molluscicidal activity, respectively, using the method adopted by the Brazilian Ministry of Health and the World Health Organization. We calculated the lethal concentration (LC50) from the Probit method for the three biological activities with 95 %. The results of the chromatographic analysis showed that the oil has 58.81% of Limonene (major constituent) and 0.11% α-Mulene (minority component). The essential oil presented lethal concentration (LC50) for larvicidal activity, molluscicide and toxicity, respectively at 15.48, 13.05 and 743.35 mg∙L-1. Therefore, the essential oil is active against larvae of A. aegypti and snail B. glabrata and non-toxic against larvae of A. salina.

2021 ◽  
Vol 2021 ◽  
pp. 1-7
Lethicia B. Brandão ◽  
Lizandra L. Santos ◽  
Rosany L. Martins ◽  
Alex B. L. Rodrigues ◽  
Erica de M. Rabelo ◽  

The present study evaluated the antioxidant, cytotoxic, and larvicidal potential of the essential oil of Tridax procumbens leaves, as well as identified the compounds present in the essential oil. The antioxidant activity was evaluated by the sequestration method of 2,2-diphenyl-1-picrylhydrazyl radical, the cytotoxic activity was evaluated using Artemia salina, the larvicidal bioassay was performed with larvae in the third stage of development of the Aedes aegypti mosquito, and the identification of the metabolites was performed by gas chromatography coupled to the mass spectrometer (GC-MS). The phytochemical oil analysis showed the presence of 20 compounds, with thymol and γ-terpinene being the main ones. It presented antioxidant activity with an IC50 of 194.51 μg mL−1, demonstrating antioxidant activity in the highest concentrations tested. It presented low cytotoxic activity against A. salina, with an LC50 of 1238.67 μg mL−1, demonstrating atoxicity in the concentrations tested. The essential oil presented good larvicidal activity when compared to the literature, with an LC50 = 79.0 μg mL−1 in 24 hours and LC50 of 69.15 μg mL−1 in 48 hours. In this way, it was possible to identify that the essential oil of the leaves of T. procumbens presented potential for the development of a natural larvicide, as well as antioxidant activity satisfactory to the radical DPPH and low toxicity to A. salina.

2019 ◽  
Renata do Socorro Barbosa Chaves ◽  
Rosany Lopes Martins ◽  
Alex Bruno Lobato Rodrigues ◽  
Érica de Menezes Rabelo ◽  
Ana Luzia Ferreira Farias ◽  

ABSTRACTThis study evaluated the larvicidal activity of O. majorana essential oil, identified the chemical composition, evaluated the antimicrobial, cytotoxic and antioxidant potential. The larvicidal activity was evaluated against larvae of the third stage of Aedes aegypti, whereas the chemical composition was identified by gas chromatography coupled to mass spectrometer, the antimicrobial activity was carried out against the bacteria Pseudomonas aeruginosa, Escherichia coli and Staphylococcus auereus, the antioxidant activity was evaluated from of 2.2-diphenyl-1-picryl-hydrazila sequestration and Artemia salina cytotoxicity. Regarding to the results, the larvicidal activity showed that O. majorana essential oil caused high mortality in A. aegypti larvae. In the chromatographic analysis, the main component found in O. majorana essential oil was pulegone (57.05%), followed by the other components verbenone (16.92%), trans-p-menthan-2-one (8.57%), iso-menthone (5.58%), piperitone (2.83%), 3-octanol (2.35%) and isopulegol (1.47%). The antimicrobial activity showed that E. coli and P. aeruginosa bacteria were more sensitive to oil than S. aureus, which was resistant at all concentrations. Essential oil did not present antioxidant activity, but it has high cytotoxic activity against A. salina.

2020 ◽  
Vol 42 ◽  
pp. e39
Gabriela Morais da Costa ◽  
Maria Conceição Carneiro dos Santos ◽  
Gustavo Oliveira Everton ◽  
Paulina De Cássia Duarte de Sousa ◽  
Maurício Eduardo Salgado Rangel

Due to the increasing rate of morbidity and mortality caused by vector diseases in the current context, especially by Aedes aegypti, substances of plants have been studied as alternatives to chemical insecticides, among them, the essential oil (EO) of the species Cymbopogon winterianus. Thus, this study evaluated the larvicidal activity of the EO of C. winterianus against the A. aegypti larvae. EO was extracted through the hydro-distillation technique and physicochemical properties were determined. To evaluate larvicidal activity, tests were performed with larvae in the third instar at the final concentrations of 19.54; 26.50; 55.59; 138.98; 208.47 and 277.97 mg L-1 of C. winterianus EO. In addition, Artemia salina Leach bioassay was used to verify toxicity effect. EO obtained presented satisfactory results  in 2.64%. In the larvicidal assay, 100% mortality of larvae was observed after 24 hours at concentrations of 208.47 mg L-1 and 277.97 mg L-1 of the EO, showed effective in the other concentrations and with LC50 of 46.18 mg L-1, considered highly active. In the toxicity assay, the EO presented LC50 at 532.34 mg L-1, showed considered nontoxic. These results reinforce the use of EO front A. aegypt larvae control. 

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7359
Késsia do Socorro Miranda Mesquita ◽  
Bruna de Souza Feitosa ◽  
Jorddy Neves Cruz ◽  
Oberdan Oliveira Ferreira ◽  
Celeste de Jesus Pereira Franco ◽  

Peperomia Ruiz and Pav, the second largest genus of the Piperaceae, has over the years shown potential biological activities. In this sense, the present work aimed to carry out a seasonal and circadian study on the chemical composition of Peperomia circinata essential oils and aromas, as well as to evaluate the preliminary toxicity in Artemia salina Leach and carry out an in silico study on the interaction mechanism. The chemical composition was characterized by gas chromatography (GC/MS and GC-FID). In the seasonal study the essential oil yields had a variation of 1.2–7.9%, and in the circadian study the variation was 1.5–5.6%. The major compounds in the seasonal study were β-phellandrene and elemicin, in the circadian they were β-phellandrene and myrcene, and the aroma was characterized by the presence of β-phellandrene. The multivariate analysis showed that the period and time of collection influenced the essential oil and aroma chemical composition. The highest toxicity value was observed for the essential oil obtained from the dry material, collected in July with a value of 14.45 ± 0.25 μg·mL−1, the in silico study showed that the major compounds may be related to potential biological activity demonstrated by the present study.

2019 ◽  
Vol 12 (2) ◽  
pp. 53 ◽  
Lizandra Lima Santos ◽  
Lethicia Barreto Brandão ◽  
Rosany Lopes Martins ◽  
Erica de Menezes Rabelo ◽  
Alex Lobato Rodrigues ◽  

The objective of this work was to collect information on the chemical constituents that demonstrate the larvicidal activity against Aedes aegypti, as well as the antioxidant, microbiological, and cytotoxicity potential of the essential oil of Pogostemon cablin leaves. The chemical characterization was performed by gas chromatography coupled to mass spectrometer (GC-MS). The larvicidal activity was performed according to the protocol of the World Health Organization. The antioxidant activity was evaluated through the sequestering capacity of 2,2-diphenyl-1-picryl-hydrazine (DPPH). As for the microbiological evaluation, the microdilution technique was used, according to the protocol of the Clinical and Laboratory Standards Institute. The cytotoxic activity was evaluated against the larvae of Artemia salina. The species P. cablin presented the following compounds: Patchouli alcohol (33.25%), Seyshellene (6.12%), α-bulnesene (4.11%), Pogostol (6.33%), and Norpatchoulenol (5.72%), which was in synergy with the other substances may significantly potentiate the larvicidal action of the species with the LC50 of 28.43 μg·mL−1. There was no antioxidant activity, however, it presented antimicrobial activity against all bacteria tested with Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC) of 62.5 μg·mL−1. The species demonstrated significant toxic action with LC50 of 24.25 μg·mL−1. Therefore, the P. cablin species showed significant larvicidal potential, antimicrobial activity, the absence of antioxidant action, and high toxicity.

2017 ◽  
Vol 77 (1) ◽  
pp. 155-161 ◽  
R. L. Cansian ◽  
A. B. Vanin ◽  
T. Orlando ◽  
S. P. Piazza ◽  
B. M. S. Puton ◽  

Abstract The production of compounds via enzymatic esterification has great scientific and technological interest due to the several inconveniences related to acid catalysis, mainly by these systems do not fit to the concept of “green chemistry”. Besides, natural products as clove oil present compounds with excellent biological potential. Bioactives compounds are often toxic at high doses. The evaluation of lethality in a less complex animal organism can be used to a monitoring simple and rapid, helping the identification of compounds with potential insecticide activity against larvae of insect vector of diseases. In this sense, the toxicity against Artemia salina of clove essential oil and its derivative eugenyl acetate obtained by enzymatic esterification using Novozym 435 as biocatalyst was evaluated. The conversion of eugenyl acetate synthesis was 95.6%. The results about the evaluation of toxicity against the microcrustacean Artemia salina demonstrated that both oil (LC50= 0.5993 µg.mL–1) and ester (LC50= 0.1178 µg.mL–1) presented high toxic potential, being the eugenyl acetate almost 5 times more toxic than clove essential oil. The results reported here shows the potential of employing clove oil and eugenyl acetate in insecticide formulations.

2002 ◽  
Vol 74 (2) ◽  
pp. 211-221 ◽  

A convenient synthesis of the new enamine derivatives 2-(4-morpholinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 2-(1-piperidinyl)-3-(3-methyl-2-butenyl)-1,4-naphtalenedione and 2-(1-pyrrolidinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione was carried out from natural 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione (lapachol) and morpholine, piperidine and pyrrolidine. The structures of the products were established mainly by NMR analysis, including 2D experiments. Biological activities of these products were evaluated against Artemia salina, Aedes aegypti and cytotoxicity using A549 human breast cells.

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