Larvicidal Activity of Geranylacetone Derivatives against <i>Culex quinquefasciatus</i> Larvae and Investigation of Environmental Toxicity and Non-Target Aquatic Species
A grindstone method based on Mannich condensation was used to synthesize geranylacetone derivatives (<b>1a</b>–<b>1f</b>). The method showed a high yield under milder reaction conditions. Analyses of the synthesized compounds were carried out by FTIR, <sup>1</sup>...
Guardado en:
Autores principales: | , , , , , , |
---|---|
Formato: | article |
Lenguaje: | EN |
Publicado: |
MDPI AG
2021
|
Materias: | |
Acceso en línea: | https://doaj.org/article/ee84f99908324848ab0c5d3ea423517f |
Etiquetas: |
Agregar Etiqueta
Sin Etiquetas, Sea el primero en etiquetar este registro!
|
Sumario: | A grindstone method based on Mannich condensation was used to synthesize geranylacetone derivatives (<b>1a</b>–<b>1f</b>). The method showed a high yield under milder reaction conditions. Analyses of the synthesized compounds were carried out by FTIR, <sup>1</sup>H, <sup>13</sup>C NMR, mass spectrometry, and elemental analysis. We synthesized and evaluated the larvicidal and ichthyotoxic activities of six compounds (<b>1a</b>–<b>1f</b>) in this study. Compound <b>1f</b> (5,9-dimethyl-1-phenyl-3-(2-(3-phenylallylidene)hydrazinyl)deca-4,8-dien-1-one) was more active (LD<sub>50</sub>: 14.1 µg/mL) against the second instar larvae of <i>Culex quinquefasciatus</i> than geranylacetone (67.2 µg/mL), whereas the former caused 13.9% mortality at 100 µg/mL. Geranylacetone, in an antifeedant screening test, showed 53.1% against <i>Oreochromis mossambicus</i> within 24 h. The compound <b>1f</b> showed high larvicidal activity against <i>C. quinquefasciatus</i> and was non-toxic to non-target aquatic species. |
---|