Prashantha Kumar B R, Sankar Gopu, Nasir Baig R B, Chandrashekaran Srinivasan
Department of Pharmaceutical Chemistry, JSS College of Pharmacy, Ootacamund 643 001, Tamilnadu, India.
Eur J Med Chem. 2009 Oct;44(10):4192-8. doi: 10.1016/j.ejmech.2009.05.014. Epub 2009 May 23.
Novel Biginelli dihydropyrimidines of biological interest were prepared using p-toluene sulphonic acid as an efficient catalyst. All the thirty-two synthesised dihydropyrimidines were evaluated for their in vitro antioxidant activity using DPPH method. Only, compounds 28 and 29 exhibited reasonably good antioxidant activity. Furthermore, the synthesised Biginelli compounds were subjected for their in vitro anticancer activity against MCF-7 human breast cancer cells. The title compounds were tested at the concentration of 10 microg. Compounds exhibited activity ranging from weak to moderate and, from moderate to high in terms of percentage cytotoxicity. Among them, compounds 10 and 11 exhibited significant anticancer activity. In order to elucidate the three-dimensional structure-activity relationships (3D QSAR) towards their anticancer activity, we subjected them for comparative molecular similarity indices analysis (CoMSIA). Illustration regarding their synthesis, analysis, antioxidant activity, anticancer activity and 3D QSAR study is described.
以对甲苯磺酸作为高效催化剂制备了具有生物学意义的新型Biginelli二氢嘧啶。使用DPPH法对所有32种合成的二氢嘧啶进行了体外抗氧化活性评估。只有化合物28和29表现出相当好的抗氧化活性。此外，对合成的Biginelli化合物进行了针对MCF-7人乳腺癌细胞的体外抗癌活性测试。标题化合物在10微克的浓度下进行了测试。就细胞毒性百分比而言，化合物表现出从弱到中等以及从中等到高的活性。其中，化合物10和11表现出显著的抗癌活性。为了阐明它们抗癌活性的三维构效关系（3D QSAR），我们对它们进行了比较分子相似性指数分析（CoMSIA）。描述了关于它们的合成、分析、抗氧化活性、抗癌活性和3D QSAR研究的说明。
