Bioorganic & Medicinal Chemistry ( IF 3.3 ) Pub Date : 2011-06-16 , DOI: 10.1016/j.bmc.2011.06.024 Sahar M.I. Badr , Rasha M. Barwa
New series of fused 1,2,4-triazoles such as, 6-(aryl)-3-(5-nitrofuran-2-yl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 4–8, 6-(alkyl/aryl amino)-3-(5-nitrofuran-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 9–13 and 6-(4-substituted phenyl)-3-(5-nitrofuran-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines 14–18 have been synthesized via the reaction of 4-amino-5-(5-nitrofuran-2-yl)-4H-1,2,4-triazole-3-thiol 3 with various reagents such as hetero aromatic aldehydes, alkyl/aryl isothiocyanates and 4-substituted phenacyl bromides, respectively. The structures of the newly synthesized compounds have been confirmed on the basis of elemental analysis and spectral studies. The newly synthesized triazolo derivatives have been investigated for their in vitro antibacterial activity. Most of the tested compounds showed interesting antibacterial activity against Staphylococcus aureus. Furthermore, the most potent antibacterial compounds 11–13 were evaluated for their in vitro cytotoxic activity against human cancer cell lines. It was found that compounds 11 and 13 showed higher cytotoxicity against Hep-G2 cell line as compared to standard.
中文翻译:
一些新的[1,2,4]三唑[3,4 -b ] [1,3,4]噻二嗪和[1,2,4]三唑[3,4 -b ] [1,3,4]的合成以5-硝基-2-糠酸为起始的噻二唑及其抗菌活性的评价
新的稠合1,2,4-三唑系列,例如6-(芳基)-3-(5-硝基呋喃-2-基)-5,6-二氢-[1,2,4]三唑[3,4] - b ] [1,3,4]噻二唑4 - 8,6-(烷基/芳基氨基)-3-(5-硝基呋喃-2-基) - [1,2,4]三唑并[3,4- b ] [1,3,4]噻二唑9 - 13和6-(4-取代苯基)-3-(5-硝基呋喃-2-基)-7- H- [1,2,4]三唑并[3,4 b ] [1,3,4]噻二嗪14 - 18已经通过4-氨基-5-(5-硝基呋喃-2-基)-4的反应合成ħ -1,2,4-三唑-3-硫醇3分别与杂芳族醛,异硫氰酸烷基/芳基酯和4-取代的苯甲酰溴等各种试剂一起使用。在元素分析和光谱研究的基础上,已经确认了新合成化合物的结构。已经研究了新合成的三唑并衍生物的体外抗菌活性。大多数测试的化合物对金黄色葡萄球菌表现出有趣的抗菌活性。此外,最有效的抗细菌化合物11 - 13其在体外对人癌细胞系的细胞毒活性进行评价。发现化合物11和13 与标准品相比,对Hep-G2细胞系显示出更高的细胞毒性。