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Semi-synthetic cinnamodial analogues: Structural insights into the insecticidal and antifeedant activities of drimane sesquiterpenes against the mosquito Aedes aegypti.

ABSTRACT: The Aedes aegypti mosquito serves as a major vector for viral diseases, such as dengue, chikungunya, and Zika, which are spreading across the globe and threatening public health. In addition to increased vector transmission, the prevalence of insecticide-resistant mosquitoes is also on the rise, thus solidifying the need for new, safe and effective insecticides to control mosquito populations. We recently discovered that cinnamodial, a unique drimane sesquiterpene dialdehyde of the Malagasy medicinal plant Cinnamosma fragrans, exhibited significant larval and adult toxicity to Ae. aegypti and was more efficacious than DEET-the gold standard for insect repellents-at repelling adult female Ae. aegypti from blood feeding. In this study several semi-synthetic analogues of cinnamodial were prepared to probe the structure-activity relationship (SAR) for larvicidal, adulticidal and antifeedant activity against Ae. aegypti. Initial efforts were focused on modification of the dialdehyde functionality to produce more stable active analogues and to understand the importance of the 1,4-dialdehyde and the ?,ß-unsaturated carbonyl in the observed bioactivity of cinnamodial against mosquitoes. This study represents the first investigation into the SAR of cinnamodial as an insecticide and antifeedant against the medically important Ae. aegypti mosquito.

SUBMITTER: Manwill PK

PROVIDER: S-EPMC7062286 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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Semi-synthetic cinnamodial analogues: Structural insights into the insecticidal and antifeedant activities of drimane sesquiterpenes against the mosquito Aedes aegypti.

Manwill Preston K PK Kalsi Megha M Wu Sijin S Martinez Rodriguez Erick J EJ Cheng Xiaolin X Piermarini Peter M PM Rakotondraibe Harinantenaina L HL

PLoS neglected tropical diseases 20200226 2

The Aedes aegypti mosquito serves as a major vector for viral diseases, such as dengue, chikungunya, and Zika, which are spreading across the globe and threatening public health. In addition to increased vector transmission, the prevalence of insecticide-resistant mosquitoes is also on the rise, thus solidifying the need for new, safe and effective insecticides to control mosquito populations. We recently discovered that cinnamodial, a unique drimane sesquiterpene dialdehyde of the Malagasy medi ...[more]

PMID: 32101555

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Project description:BackgroundThe global incidences of dengue virus have increased the interest in studying and understanding the mosquito population dynamics. It is predominantly spread by Aedes aegypti in the tropical and sub-tropical countries in the world. Understanding these dynamics is important for public health in countries where climatic and environmental conditions are favorable for the propagation of these diseases. For this reason, a new model has been proposed to investigate the population dynamics of mosquitoes in a city.MethodsThe present paper discusses the numerical modeling of population dynamics of Ae. aegypti mosquitoes in an urban neighborhood of a city using the finite volume method. The model describes how populations spread through the city assisted by the wind. This model allows incorporating external factors (wind and chemical insecticides) and topography data (streets, building blocks, parks, forests and beach). The proposed model has been successfully tested in examples involving two Brazilian cities (City center, Juiz de Fora and Copacabana Beach, Rio de Janeiro).ResultsInvasion phenomena of Ae. aegypti mosquitoes have been observed in each of the simulations. It was observed that, inside the blocks, the growth of the population for both winged and aquatic phase causes an infestation of Ae. aegypti in a short time. Within the blocks the mosquito population was concentrated and diffused slowly. In the streets, there was a long-distance spread, which was influenced by wind and diffusion with a low concentration of mosquito population. The model was also tested taking into account chemical insecticides spread in two different configurations. It has been observed that the insecticides have a significant effect on the mosquito population for both winged and aquatic phases when the chemical insecticides spread more uniformly along all the streets in a neighborhood of a city.ConclusionsThe presented methodology can be employed to evaluate and to understand the epidemic risks in a specific region of the city. Moreover the model allows an increase in efficiency of the existing mosquito population control techniques and to theoretically test new methods before involving the human population.

Dataset Information

Semi-synthetic cinnamodial analogues: Structural insights into the insecticidal and antifeedant activities of drimane sesquiterpenes against the mosquito Aedes aegypti.

Publications

Semi-synthetic cinnamodial analogues: Structural insights into the insecticidal and antifeedant activities of drimane sesquiterpenes against the mosquito Aedes aegypti.

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