pulegone and citronellol

The use of botanical compounds such as essential oils has recently become the subject of great interest as a natural means of pest control because of their ovicidal, larvicidal, or adulticidal activity against various insect species including head lice. We tested and compared the efficacy of pure oxygenated monoterpenoids that are main ingredients of essential oils of good biological activity. We used pulegone and citral, components of Aloysia citrodora, and geraniol, citronellol, and linalool, components of Geranium sp. oil. We found that citronellol and geraniol showed the highest knockdown and mortality effect (>60%) on adults of both sexes (50:50%) and third-stage nymphs. Pulegone, linalool, and citral showed knockdown percentages between 42 and 55%, and mortality percentages between 47 and 53%. A simple linear regression analysis showed statistically significant relationships between the studied toxic effects and viscosity of the monoterpenoids (p < 0.05), but not with their partition coefficient (log P).

Topics: Acyclic Monoterpenes; Aging; Animals; Child; Cyclohexane Monoterpenes; Drug Resistance; Humans; Insecticide Resistance; Lice Infestations; Monoterpenes; Oxidation-Reduction; Pediculus; Permethrin; Plant Oils; Structure-Activity Relationship; Terpenes

House flies, Musca domestica (L.), and their eggs were treated with 22 monoterpenoids to determine the topical, fumigant, and ovicidal activity of each compound. Fumigant activity of 14 monoterpenoids were examined further using red flour beetles, Tribolium castaneum (Herbst). Third-instar southern corn rootworm, Diabrotica undecimpunctata howardi Barber, were treated with carvacrol, citral, citronellal, menthol, pulegone, verbenol, and verbenone to determine their activity on larvae. Structure-activity relationships were evaluated with the toxicity data. We made comparisons between monocyclic aromatic, acyclic aliphatic, monocyclic aliphatic, and bicyclic aliphatic alcohols, ketones, aldehydes, and acids to determine toxicity differences involving the skeletal structure, amount of saturation, and associated functional groups of monoterapenoids. Ketones were more effective than alcohols in the topical, fumigant (T. castaneum), and ovicidal bioassays and less toxic than an analogous aldehyde in the topical, fumigant (M. domestica), and ovicidal bioassays. Aldehydes were more toxic than alcohols in the topical and fumigant (M. domestica) bioassays. In the topical and ovicidal bioassays, aromatic or acyclic alcohols, or both, were more effective than monocyclic and bicyclic alcohols. Vapors of bicyclic ketones were more toxic than monocyclic ketones to adult M. domestica. Monoterpenoid alcohols containing three carbon-carbon double bonds were more effective than saturated alcohols in the topical and larval bioassays. A mono-unsaturated ketone was more toxic than a structurally similar saturated ketone and two di-unsaturated ketones when it was applied topically to adult M. domestica. A saturated monocyclic ketone inhibited egg hatch more effectively than unsaturated monocyclic ketones.

Topics: Acyclic Monoterpenes; Animals; Bicyclic Monoterpenes; Coleoptera; Cyclohexane Monoterpenes; Cymenes; Diptera; Insecticides; Larva; Menthol; Monoterpenes; Ovum; Structure-Activity Relationship; Tenebrio; Terpenes