Abstract：
To explore novel terpenoid repellents, 22 candidate terpenoid derivatives were synthesized and tested for their electroantennogram (EAG) responses and repellent activities against Aedes albopictus. The results from the EAG experiments revealed that 5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-yl formate (compound 1) induced distinct EAG responses in female Aedes albopictus. At concentrations of 0.1, 1, 10, 100, and 1000 mg/L, the EAG response values for compound 1 were 179.59, 183.99, 190.38, 193.80, and 196.66 mV, demonstrating comparable or superior effectiveness to DEET. Repellent activity analysis indicated significant repellent activity for compound 1, closest to the positive control DEET. The in silico assessment of the ADMET profile of compound 1 indicates that it successfully passed the ADMET evaluation. Molecular docking studies exhibited favourable binding of compound 1 to the active site of the odorant binding protein (OBP) of Aedes albopictus, involving hydrophobic forces and hydrogen bond interactions with residues in the OBP pocket. The QSAR model highlighted the influential role of hydrogen-bonding receptors, positively charged surface area of weighted atoms, polarity parameters of molecules, and maximum nuclear-nuclear repulsion force of carbon-carbon bonds on the relative EAG response values of the tested compounds. This study holds substantial significance for the advancement of new terpenoid repellents.
摘要：
探索新型萜类化合物驱避剂，合成了22种候选萜类化合物衍生物，并测试了它们对白纹伊蚊的触角图（EAG）反应和驱避活性。EAG实验的结果表明，甲酸5-（2-羟基丙-2-基）-2-甲基环己-2-烯-1-基（化合物1）在雌性白纹伊蚊中诱导了明显的EAG反应。浓度为0.1、1、10、100和1000mg/L时，化合物1的EAG响应值为179.59、183.99、190.38、193.80和196.66mV，表现出与DEET相当或优于DEET的有效性。驱除活性分析表明化合物1具有显著的驱除活性,最接近阳性对照DEET。化合物1的ADMET曲线的计算机模拟评估表明它成功地通过了ADMET评估。分子对接研究显示化合物1与白纹伊蚊气味结合蛋白（OBP）的活性位点有利地结合，涉及疏水性力和与OBP口袋中残基的氢键相互作用。QSAR模型强调了氢键受体的影响作用，加权原子的带正电荷的表面积，分子的极性参数，和碳-碳键对测试化合物的相对EAG响应值的最大核-核斥力。这项研究对新型萜类化合物驱避剂的发展具有重要意义。
