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一些新型4(3H)-喹唑啉酮衍生物的合成、抗炎及镇痛活性

Synthesis, anti-inflammatory and analgesic activity of some new 4(3H)-quinazolinone derivatives.

作者信息

Yeşilada Akgül, Koyunoğlu Semra, Saygilia Nezire, Kupeli Esra, Yeşilada Erdem, Bedir Erdal, Khanc Ikhlas

机构信息

Hacettepe University, Faculty of Pharmacy, Department of Basic Pharmaceutical Sciences, Ankara, Turkey.

出版信息

Arch Pharm (Weinheim). 2004 Feb;337(2):96-104. doi: 10.1002/ardp.200200752.

Abstract

4(3H)-quinazolinone and pyrazole derivatives have been shown to have analgesic and anti-inflammatory properties. In this study, 14 new 3-methyl-4(3H)quinazolinone derivatives bearing 2-[1'-phenyl-3'-(substituted-phenyl)-2'-propenylidene]hydrazino or 2[5'-(substituted phenyl)-3'-phenyl-2'-pyrazolin-1'-yl] groups have been synthesized with the aim of obtaining new analgesic and anti-inflammatory leads. The structures were elucidated by means of UV, IR, 1H-NMR, 13C-NMR, mass spectroscopy, and elemental analysis data. The anti-inflammatory activities of the synthesized compounds were determined by carrageenan-induced hind paw edema test in mice. All the compounds showed statistically significant effects. For analgesic activity assessment, p-benzoquinone-induced writhing test was applied in mice. The results obtained were in accordance with the anti-inflammatory activity tests.

摘要

4(3H)-喹唑啉酮和吡唑衍生物已被证明具有镇痛和抗炎特性。在本研究中,为了获得新的镇痛和抗炎先导化合物,合成了14种带有2-[1'-苯基-3'-(取代苯基)-2'-亚丙烯基]肼基或2-[5'-(取代苯基)-3'-苯基-2'-吡唑啉-1'-基]基团的新型3-甲基-4(3H)-喹唑啉酮衍生物。通过紫外光谱、红外光谱、1H-核磁共振、13C-核磁共振、质谱和元素分析数据对结构进行了阐明。通过角叉菜胶诱导的小鼠后爪水肿试验测定了合成化合物的抗炎活性。所有化合物均显示出统计学上的显著效果。为了评估镇痛活性,在小鼠中进行了对苯醌诱导的扭体试验。获得的结果与抗炎活性试验一致。

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