Kalkhambkar R G, Kulkarni G M, Shivkumar H, Rao R Nagendra
Department of Chemistry, Karnatak Science College, College Road, Dharwad-580001, Karnataka, India.
Eur J Med Chem. 2007 Oct;42(10):1272-6. doi: 10.1016/j.ejmech.2007.01.023. Epub 2007 Jan 27.
Triheterocyclic thiazoles containing coumarin and carbostyril (1-aza coumarin) have been synthesized by the reaction of the in situ generated 4-thioureidomethyl carbostyril and 3-bromoacetyl coumarins. The new compounds have been tested for their in vivo analgesic and anti-inflammatory activities. Qualitative SAR studies indicate that, the chloro substitution at C-7 in carbostyril and 6,8-dibromo substitution in the coumarin ring enhance anti-inflammatory activity. These compounds were also found to provide significant protection against acetic acid writhing in animal models. All the compounds have been characterized by IR, (1)H NMR, (13)C NMR and mass spectrometry.
通过原位生成的4-硫脲基甲基卡巴司他和3-溴乙酰香豆素的反应，合成了含有香豆素和卡巴司他（1-氮杂香豆素）的三杂环噻唑。对新化合物进行了体内镇痛和抗炎活性测试。定性构效关系研究表明，卡巴司他C-7位的氯取代以及香豆素环上的6,8-二溴取代增强了抗炎活性。还发现这些化合物在动物模型中对乙酸扭体有显著的保护作用。所有化合物均通过红外光谱、核磁共振氢谱、核磁共振碳谱和质谱进行了表征。
