反式-3-羟基-4-胺基苯并吡喃乙酰化物的合成及其血管舒张活性  

Synthesis and Vasorelaxant Activity of Trans-3-hydroxy-4-aminobenzopyran Acetylated Derivatives as K^+ Channel Openers

作　　者：赵圣印[1] 黄文龙[1] 

机构地区：[1]中国药科大学新药研究中心

出　　处：《应用化学》2007年第6期698-702,共5页Chinese Journal of Applied Chemistry

摘　　要：以3-乙酰基-4-羟基苯腈为原料,经环合、还原、脱水、环氧化、氨基开环和乙酰化等反应合成了15种反式-3-羟基-4-胺基苯并吡喃及其乙酰化衍生物,其结构经IR1、H NMR、MS和元素分析测试技术确证。大鼠体外血管扩张实验研究表明,多数化合物在1.0μmol/L浓度下对30 mmol/L KC l诱导的大鼠主动脉条收缩具有一定程度的抑制作用,其中化合物7d的血管收缩抑制活性较强。初步构效关系研究表明,C-4位单乙酰化的衍生物的活性强于C-3和C-4位未乙酰化和双乙酰化的化合物。A series of monoacetylated and diacetylated derivatives of trans-3-hydroxy-4-aminobenzopyran was synthesized from 3-acetyl-4-hydroxylbenzonitrile via condensation, reduction, epoxidation, amino addition and acetylation reaction. Their structures were confirmed by spectral data and elemental analysis. The preliminary bioassay suggested that synthesized compounds （7a- 7d and 8a - 8d） exhibited some K^＋ channel opening activity against contraction induced by 30 mmoL/L KCl on rat aorta in vitro at a concentration of 1.0 μmoL/L. The derivatives with monoacetyled at C-4 position showed higher vasorelaxant activity than the derivatives with diacetyled at C-3 and C-4 position.

关 键 词：苯并吡喃 钾通道启开剂 合成 血管舒张活性 

分 类 号：O625.6[理学—有机化学]