Isoxaben analogs inhibit chitin synthesis in the cultured integument of the rice stem borer Chilo suppressalis
| Autor: | Hideya Tokuoka, Yoshiaki Nakagawa, Hisashi Miyagawa, Kotaro Mori |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
0106 biological sciences
Piperonyl butoxide Benzoylphenylurea biology ATP synthase Health Toxicology and Mutagenesis Chitin synthase 010501 environmental sciences Chilo suppressalis biology.organism_classification 01 natural sciences Isoxaben 010602 entomology chemistry.chemical_compound Biochemistry chemistry Insect Science biology.protein Integument Cellulose 0105 earth and related environmental sciences |
| Zdroj: | Journal of Pesticide Science. 46:120-123 |
| ISSN: | 1349-0923 1348-589X |
| DOI: | 10.1584/jpestics.d20-076 |
| Popis: | Benzoylphenylureas (BPUs) were discovered as novel type insecticides about a half century ago; many analogs have been launched as insecticides and acaricides. BPUs are known to inhibit chitin synthesis in insects and other arthropods, but they have no effect against microorganisms such as fungi. We designed new chitin synthesis inhibitors based on the hypothesis that biomolecules that play important roles in cellulose and chitin biosynthesis are similar. In the full automatic modeling system (FAMS), the cellulose synthase was selected as a template three-dimensional structure. Thus, we focused on the structure of cellulose synthase inhibitor, isoxaben, to develop new chemistry. The 1,1-diethylethyl [-C(CH3)(CH2CH3)2] group of isoxaben was changed to a 4-substituted phenyl group bearing Cl, Et, or Ph. These compounds significantly inhibited chitin synthesis in the cultured integument of the rice stem borer Chilo suppressalis. The activity of the 4-ethylphenyl analog was enhanced 30-fold by adding piperonyl butoxide to the culture medium. |
| Databáze: | OpenAIRE |
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