Synthesis, insecticidal evaluation and mode of action of novel anthranilic diamide derivatives containing sulfur moiety as potential ryanodine receptor activators.
Bioorg Med Chem
; 27(5): 769-776, 2019 03 01.
Article
em En
| MEDLINE
| ID: mdl-30679133
ABSTRACT
Anthranilic diamide insecticide could control lepidopteran pests by selectively binding and activating insect ryanodine receptors (RyRs), and the unique mode of action is different from other conventional insecticides. In order to discover new anthranilic diamide insecticide as ryanodine receptors activators, a series of 11 novel anthranilic diamides derivatives (Ia-k) were synthesized and confirmed by melting point, 1H NMR, 13C NMR and elemental analyses. The preliminary bioactivity revealed that most title compounds showed moderate to remarkable activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). Especially, compounds Ia and If, which exhibited 100% larvicidal activity against oriental armyworm at 1.0â¯mgâ¯L-1, and comparable to that of chlorantraniliprole (100% at 1â¯mgâ¯L-1). If displayed 60% insecticidal activity against diamondback moth at 0.01â¯mgâ¯L-1, better than chlorantraniliprole (45% at 0.01â¯mgâ¯L-1). The preliminary structure activity relationships were discussed. In addition, the calcium imaging experiment indicated that the insect ryanodine receptor is the potential target of If.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Agonistas dos Canais de Cálcio
/
Canal de Liberação de Cálcio do Receptor de Rianodina
/
Ortoaminobenzoatos
/
Amidas
/
Inseticidas
Limite:
Animals
Idioma:
En
Revista:
Bioorg Med Chem
Assunto da revista:
BIOQUIMICA
/
QUIMICA
Ano de publicação:
2019
Tipo de documento:
Article
País de afiliação:
China