Biological evaluation of 1,3-benzodioxole acids points to 3,4-(methylenedioxy) cinnamic acid as a potential larvicide against Aedes aegypti (Diptera: Culicidae).

Autor: Silva MSL; Departamento de Antibióticos, Universidade Federal de Pernambuco - UFPE, Av. Prof. Artur de Sá, s/n, 50.740-525, Recife, PE, Brazil., Silva MSD; Departamento de Antibióticos, Universidade Federal de Pernambuco - UFPE, Av. Prof. Artur de Sá, s/n, 50.740-525, Recife, PE, Brazil., Cruz RCDD; Departamento de Antibióticos, Universidade Federal de Pernambuco - UFPE, Av. Prof. Artur de Sá, s/n, 50.740-525, Recife, PE, Brazil., Veras BO; Departamento de Bioquímica, Universidade Federal de Pernambuco - UFPE, Av. Prof. Moraes Rego, s/n, 50.670-420, Recife, PE, Brazil., Souza IA; Departamento de Antibióticos, Universidade Federal de Pernambuco - UFPE, Av. Prof. Artur de Sá, s/n, 50.740-525, Recife, PE, Brazil., Ximenes RM; Departamento de Antibióticos, Universidade Federal de Pernambuco - UFPE, Av. Prof. Artur de Sá, s/n, 50.740-525, Recife, PE, Brazil., de Aquino TM; Instituto de Química e Biotecnologia, Universidade Federal de Alagoas - UFAL, Av. Lourival Melo Mota, s/n, 57.072-900, Maceió, AL, Brazil., Góes AJDS; Departamento de Antibióticos, Universidade Federal de Pernambuco - UFPE, Av. Prof. Artur de Sá, s/n, 50.740-525, Recife, PE, Brazil. Electronic address: alexandre.goes@ufpe.br.
Jazyk: angličtina
Zdroj: Experimental parasitology [Exp Parasitol] 2024 Jan; Vol. 256, pp. 108657. Date of Electronic Publication: 2023 Dec 02.
DOI: 10.1016/j.exppara.2023.108657
Abstrakt: Aedes aegypti serves as the primary vector for viruses like dengue, Chikungunya, Zika, and yellow fever, posing a significant public health challenge in Brazil. Given the absence of approved vaccines for these diseases, effective mosquito control becomes paramount in preventing outbreaks. However, currently available chemical insecticides face issues related to toxicity and the emergence of resistance, necessitating the exploration of new active compounds. Drawing inspiration from natural products, we identified the 1,3-benzodioxole group as a key pharmacophore associated with insecticidal activity. Therefore, this study aimed to synthesize and assess the larvicidal activity of 1,3-benzodioxole acids against Ae. aegypti, as well as their toxicity in mammals. Among the compounds evaluated, 3,4-(methylenedioxy) cinnamic acid (compound 4) demonstrated larvicidal activity. It exhibited LC 50 and LC 90 values of 28.9 ± 5.6 and 162.7 ± 26.2 μM, respectively, after 24 h of exposure. For reference, the positive control, temephos, displayed both LC 50 and LC 90 values below 10.94 μM. These findings underline the significance of the 3,4-methylenedioxy substituent on the aromatic ring and the presence of a double bond in the aliphatic chain for biological activity. Furthermore, compound 4 exhibited no cytotoxicity towards human peripheral blood mononuclear cells, even at concentrations up to 5200 μM. Lastly, in mice treated with 2000 mg kg -1 , compound 4 showed mild behavioral effects and displayed no structural signs of toxicity in vital organs such as the kidney, liver, spleen, and lungs.
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2023 Elsevier Inc. All rights reserved.)
Databáze: MEDLINE
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