Umamatheswari S, Sankar C
Department of Chemistry, Govt. Arts College, Tiruchirappalli, Tamil Nadu 620022, India.
Department of Chemistry, TRP Engineering College, Irungalur, Tiruchirappalli, Tamil Nadu 621 105, India.
Bioorg Med Chem Lett. 2017 Feb 1;27(3):695-699. doi: 10.1016/j.bmcl.2016.06.038. Epub 2016 Jun 16.
The present study describes the synthesis of two new series of 3-hydroxy-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)-8-(trifluoromethyl)quinoline-2-carboxamide derivatives (4a-j) and 3-((7-chloroquinolin-4-ylamino)methyl)-2-phenyl-1,3-thiazinan-4-one derivatives (5a-7j). All the compounds were synthesized in moderate to good yield by one-pot three component cyclo-condensation reaction. The newly synthesized compounds were characterized by FT-IR, H, C NMR and elemental analysis. The compounds were screened for their in vitro antibacterial activity against a panel of pathogenic bacterial strains, antitubercular activity against Mycobacterium tuberculosis HRv and also for their in vitro antimalarial activity against Plasmodium falciparum. Among the synthesized compounds two of them (4f and 5f) showed excellent antibacterial activity against C. tetani at 15.6μg/mL. Some of them exhibited excellent antitubercular (4f &5f) and good antimalarial (4f, 5f &6f) activity compared with the first line drugs.
本研究描述了两个新系列的3-羟基-N-(4-氧代-2-苯基-1,3-噻嗪烷-3-基)-8-(三氟甲基)喹啉-2-甲酰胺衍生物(4a-j)和3-((7-氯喹啉-4-基氨基)甲基)-2-苯基-1,3-噻嗪烷-4-酮衍生物(5a-7j)的合成。所有化合物均通过一锅三组分环缩合反应以中等至良好的产率合成。新合成的化合物通过傅里叶变换红外光谱(FT-IR)、氢核磁共振(H NMR)、碳核磁共振(C NMR)和元素分析进行表征。对这些化合物针对一组致病细菌菌株的体外抗菌活性、针对结核分枝杆菌H37Rv的抗结核活性以及针对恶性疟原虫的体外抗疟活性进行了筛选。在合成的化合物中，其中两种(4f和5f)在15.6μg/mL时对破伤风梭菌显示出优异的抗菌活性。与一线药物相比，其中一些化合物表现出优异的抗结核活性(4f和5f)和良好的抗疟活性(4f、5f和6f)。
