武汉工程大学学报2025，Vol.47Issue(5)：473-479,7.DOI:10.19843/j.cnki.CN42-1779/TQ.202309014
五氟硫基脲衍生物的合成及其对人可溶性环氧化物水解酶的抑制活性
Synthesis of pentafluorosulfanyl urea derivatives and their inhibitory activity on human soluble epoxide hydrolase
摘要
Abstract
Seven new bis-substituted urea derivatives containing pentafluorothiophenyl groups were synthesized from 4-(pentafluorosulfanyl)aniline and triphosgene through isocyanate synthesis,nucleophilic addition,N-amide condensation,and alkylation reactions.The results of the inhibition activity test on human soluble epoxide hydrolase(hsEH)showed that except for 1-(4-pentafluorothiophenyl)-3-(1-(3,3,3-trifluoropropyl)piperidin-4-yl)urea,which had weaker inhibitory activity than the control substance(S)-1-(1-(2-methylbutyryl)piperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea,the inhibitory ability of the other six urea derivatives was stronger than the control substance.Among them,(S)-1-(1-(2-methylbutyryl)piperidin-4-yl)-3-(4-(pentafluorothio)phenyl)urea had the strongest inhibitory activity,with an IC50 of 2.4 nmol/L at a mass concentration of 2 mg/mL.The structure-activity relationship indicates that the introduction of pentafluorosulfanyl groups in the target molecule and the water solubility of N-substituted groups on the pyridine ring have a significant impact on the inhibitory activity of hsEH.关键词
人可溶性环氧化物水解酶/抑制活性/五氟硫基/脲衍生物Key words
human soluble epoxide hydrolase/inhibitory activity/pentafluorosulfanyl/urea derivatives分类
化学化工引用本文复制引用
刘思思,周媛,付瑞新,王刚,尹传奇..五氟硫基脲衍生物的合成及其对人可溶性环氧化物水解酶的抑制活性[J].武汉工程大学学报,2025,47(5):473-479,7.基金项目
湖北省教育厅科学研究计划指导性项目(B2019055) （B2019055）
