PDF(Pubmed)
Abstract：
Previously, we found that 5-(2,6-dimethoxybenzoylamino)-3-phenylisoxazoles (IOXs) inhibit chitin synthesis in the cultured integument of Chilo suppressalis. In this study, IOXs with various substituents at the para-position of the 3-phenyl ring were synthesized, and the concentrations required to inhibit chitin synthesis to 50% (IC50) were determined for all compounds. The introduction of halogens-such as F, Cl, and Br-and small alkyls-such as Me, Et, Pr, and n-Bu-at the 3-phenyl ring slightly enhanced the activity. However, the activity decreased drastically with the introduction of NO2, CF3, and t-Bu. The quantitative analysis of the substituent effect at the 3-phenyl ring on chitin-synthesis inhibition using the Hansch-Fujita method showed that the hydrophobic substituent with the optimum value was favored for the activity, but the bulky substituent in terms of E s was detrimental to the activity.
摘要：
以前,我们发现5-（2,6-二甲氧基苯甲酰基氨基）-3-苯基异恶唑（IOXs）抑制了Chilosupsalis培养膜中几丁质的合成。在这项研究中,合成了在3-苯环对位具有各种取代基的IOX，并测定所有化合物抑制几丁质合成至50%所需的浓度(IC50)。卤素的引入，如F，Cl,和Br-和小烷基-如Me，Et,Pr,和n-Bu-在3-苯环轻微增强活性。然而,随着NO2，CF3和t-Bu的引入，活性急剧下降。使用Hansch-Fujita方法对3-苯环上的取代基对甲壳素合成抑制的定量分析表明，具有最佳值的疏水取代基对活性有利。但就Es而言，庞大的取代基对活性有害。
