Tehran University of Medical Sciences Journal of Arthropod-Borne Diseases 2322-1984 11 2 2017 06 13 315 330 EN Viviane Barros Silva Medicinal Chemistry Laboratory, Pharmacy Department, Federal University of Sergipe, São Cristóvão, Brazil Daniele Lima Travassos Medicinal Chemistry Laboratory, Pharmacy Department, Federal University of Sergipe, São Cristóvão, Brazil Angelita Nepel Nuclear Magnetic Resonance Laboratory, Chemistry Department, Federal University of Paraná, Curitiba, Brazil Andersson Barison Nuclear Magnetic Resonance Laboratory, Chemistry Department, Federal University of Paraná, Curitiba, Brazil Emmanoel Vilaça Costa Chemistry Department, Institute of Sciences, Federal University of Amazonas, Manaus, Brazil Luciana Scotti Biotechnology Center, Federal University of Paraíba, Campus I, João Pessoa, Brazil Marcus Tulius Scotti Biotechnology Center, Federal University of Paraíba, Campus I, João Pessoa, Brazil rancisco Jaime Bezerra Mendonça-Junior Laboratory of Synthesis and Delivery of Molecules, Biological Sciences Department, State University of Paraíba, João Pessoa, Paraiba, Brazil Roseli La Corte dos Santos Parasitology and Tropical Entomology Laboratory, Morphology Department, Federal University of Sergipe, São Cristóvão, Brazil Sócrates Cabral de Holanda Cavalcanti Medicinal Chemistry Laboratory, Pharmacy Department, Federal University of Sergipe, São Cristóvão, Brazil 2017 01 18 2017 01 18 Background: Thymol and carvacrol have previously demonstrated larvicidal activity against Aedes aegypti (Diptera: Culicidae). In view of this fact, it was of our interest to obtain synthetic derivatives and evaluate their larvicidal ac­tivity on Ae. aegypti larvae. Methods: Structural modifications were performed on thymol and carvacrol in an effort to understand the functional groups necessary for modulating their activities and to lead possibly to more effective larvae control agents. The derivatives were further subjected to SAR and computational studies (molecular modeling and chemometric tools (CPCA and PCA)) to extract structural information regarding their larvicidal properties. Field collected and Rocke­feller populations of Ae. aegypti were used. Results: Carvacrol and thymol exhibited LC50 of 51 and 58ppm for field collected larvae, respectively. Carvacrol derivatives exhibited LC50 ranging from 39 to 169ppm, while thymol derivatives exhibited LC50 ranging from 18 to 465ppm. Substitution of the acidic proton of carvacrol by esters, ethers, and acetic acid resulted in either mainte­nance or reduction of potency. Conclusion: Thymol derivatives were, to a certain extent, more efficient larvicides against Ae. aegypti than carvacrol derivatives, particularly to Rockefeller larvae. The chemometrics tools applied in this study showed that the inde­pendent variables indicate a mixed profile. Nevertheless, hydrophobic interactions increased the larvicidal activity. https://jad.tums.ac.ir/index.php/jad/article/view/598 https://jad.tums.ac.ir/index.php/jad/article/download/598/342