Toxic effects on and structure-toxicity relationships of phenylpropanoids, terpenes, and related compounds in Aedes aegypti larvae.
In the search for toxic compounds against Aedes aegypti L. (Diptera: Culicidae) larvae, a collection of commercially available aromatic and aliphatic diversely substituted compounds were selected and evaluated. p-Cymene exhibited the highest larvicidal potency LC₅₀ = 51 ppm, whereas 1,8-cineole exhibited the lowest activity value LC₅₀ = 1419 ppm. To aid future work on the search for larvicidal compounds, the structure-toxicity relationships of this collection have been evaluated. The presence of lipophilic groups results in an overall increase in potency. In general, the presence of hydroxyl groups resulted in less potent compounds. However, methylation of such hydroxyls led to an overall increase in potency. The most potent compounds showed comparably good larvicidal activity in A. aegypti larvae as other terpenes, which we assume to be the result of the increased lipophilicity.
Santos
Sandra R L
SR
1 Medicinal Chemistry Laboratory, Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Brazil.
Silva
Viviane B
VB
Melo
Manuela A
MA
Barbosa
Juliana D F
JD
Santos
Roseli L C
RL
de Sousa
Damião P
DP
Cavalcanti
Sócrates C H
SC
D000330:Aedes / Q000187:drug effects*; D000818:Animals; D003511:Cyclohexanols / Q000737:chemistry / Q000633:toxicity; D000081007:Cymenes; D000077591:Eucalyptol; D007300:Insect Control; D007306:Insecticides / Q000737:chemistry / Q000145:classification / Q000633:toxicity*; D007814:Larva / Q000187:drug effects; D039821:Monoterpenes / Q000737:chemistry / Q000633:toxicity; D009822:Oils, Volatile / Q000737:chemistry / Q000145:classification / Q000633:toxicity; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry / Q000145:classification / Q000633:toxicity*
D003511:Cyclohexanols; D000081007:Cymenes; D007306:Insecticides; D039821:Monoterpenes; D009822:Oils, Volatile; D013729:Terpenes; C007210:4-cymene; D000077591:Eucalyptol