title: Larvicidal activity of Mentha x villosa Hudson essential oil, rotundifolone and derivatives.
abstract: The aim of this study was to evaluate the larvicidal activity of Mentha x villosa essential oil (MVEO) and its major constituent, rotundifolone, against larvae of Aedes aegypti. Additionally, a set of 15 analogues of the rotundifolone were evaluated to identify the molecular characteristics which contribute to the larvicidal effect. The results from the present study showed that the MVEO exhibited outstanding toxic effects against Ae. aegypti larvae (LC50=45.0ppm). Rotundifolone exhibited reasonable larvicidal activity (LC50=62.5ppm). With respect to comparative study of rotundifolone and its analogues, all tested compounds were less potent than rotundifolone, except (-)-limonene. In general, replacement of C-C double bonds by epoxides groups decreases the larvicidal potency. The presence of α,β-unsaturated carbonyls contributes to the larvicidal toxicity. The addition of hydroxyl groups in the chemical structure resulted in less potent compounds. Furthermore, the enantioselectivity seems to play an important role for the larvicidal toxicity.
authors.affiliation: Department of Pharmacy, Federal University of Sergipe, CEP 49100-000 São Cristóvão, Sergipe, Brazil.
authors.forename: Tamires Cardoso
authors.initials: TC
authors.lastname: Lima
authors.affiliation: Department of Pharmacy, Federal University of Sergipe, CEP 49100-000 São Cristóvão, Sergipe, Brazil.
authors.forename: Tayane Kayne Mariano
authors.initials: TK
authors.lastname: da Silva
authors.affiliation: Department of Pharmaceutical Sciences, Federal University of Paraíba, CEP 58051-970 João Pessoa, Paraíba, Brazil.
authors.forename: Fabiana Lima
authors.initials: FL
authors.lastname: Silva
authors.affiliation: Department of Pharmaceutical Sciences, Federal University of Paraíba, CEP 58051-970 João Pessoa, Paraíba, Brazil.
authors.forename: José Maria
authors.initials: JM
authors.lastname: Barbosa-Filho
authors.affiliation: Center of Genetics, Molecular Biology and Phytochemistry, Agronomic Institute, CEP 13001-970 Campinas, São Paulo, Brazil.
authors.forename: Márcia Ortiz Mayo
authors.initials: MO
authors.lastname: Marques
authors.affiliation: Department of Morphology, Federal University of Sergipe, CEP 49100-000 São Cristóvão, Sergipe, Brazil.
authors.forename: Roseli La Corte
authors.initials: RL
authors.lastname: Santos
authors.affiliation: Department of Pharmacy, Federal University of Sergipe, CEP 49100-000 São Cristóvão, Sergipe, Brazil.
authors.forename: Sócrates Cabral de Holanda
authors.initials: SC
authors.lastname: Cavalcanti
authors.affiliation: Department of Pharmaceutical Sciences, Federal University of Paraíba, CEP 58051-970 João Pessoa, Paraíba, Brazil. Electronic address: damiao_desousa@yahoo.com.br.
authors.forename: Damião Pergentino
authors.initials: DP
authors.lastname: de Sousa
mesh_terms: D000330:Aedes / Q000187:drug effects* / Q000254:growth & development; D000818:Animals; D053138:Cyclohexenes / Q000737:chemistry / Q000494:pharmacology; D007306:Insecticides / Q000737:chemistry / Q000494:pharmacology*; D007814:Larva / Q000187:drug effects / Q000254:growth & development; D000077222:Limonene; D027541:Mentha / Q000737:chemistry*; D039821:Monoterpenes / Q000737:chemistry / Q000494:pharmacology*; D009822:Oils, Volatile / Q000737:chemistry / Q000494:pharmacology*; D013729:Terpenes / Q000737:chemistry / Q000494:pharmacology
chemical_list: D053138:Cyclohexenes; D007306:Insecticides; D039821:Monoterpenes; D009822:Oils, Volatile; D013729:Terpenes; C467828:rotundifolone; D000077222:Limonene
keywords: Aedes aegypti; Dengue; Essential oil; Larvicidal activity; Terpene