Abstract

To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibited favourable insecticidal potentials, particularly towards oriental armyworm (50–100% at 200 mg·L⁻¹) and diamondback moth (50–95% at 10 mg·L⁻¹). Compounds 8 b, 8f, 8 g, 8j, 8k, 8n, and 8o possessed LC₅₀ values of 0.0988–5.8864 mg·L⁻¹ against diamondback moth. Compounds 8i, 8 l, and 8 m also displayed lethality rates of 30–90% against spider mite at the concentration of 100 mg·L⁻¹. Overall, some compounds could be considered as new insecticidal/acaricidal leading structures for further investigation. The calcium imaging experiments revealed that 8 h, 8i, and viii could activate the release of calcium ions in insect (M. separata) central neurons at a higher concentration (50 mg·L⁻¹). The SAR analysis provided valuable information for further structural modifications.

摘要

为了发现具有突出农药特性的新型农用化学品，通过Betti反应高效合成了一系列含有苯并噻唑氨基和各种杂芳基( 8a-q )的新型β-萘酚衍生物。生物测定结果表明，大多数合成的化合物表现出良好的杀虫潜力，特别是对东方粘虫（50-100%，200 mg·L ^-1）和小菜蛾（50-95%，10 mg·L ^-1）。化合物8b 、8f、8 g、8j、8k、8n和8o具有 LC ₅₀对小菜蛾的数值为 0.0988–5.8864 mg·L ^{-1 。}化合物8i、8 l和8 m在 100 mg·L ^-1浓度下对红蜘蛛的致死率也为 30-90% 。总的来说，一些化合物可以被认为是新的杀虫/杀螨主要结构，以供进一步研究。钙显像实验表明，8 h、8i和viii可以在较高浓度（50 mg·L ^{-1 ）下激活昆虫（} M. separata ）中枢神经元中钙离子的释放。SAR 分析为进一步的结构修改提供了有价值的信息。