Research Department of Chemistry, P.A College of Engineering, Nadupadavu, Mangalore-574153, Karnataka, India.
Eur J Med Chem. 2010 Aug;45(8):3490-6. doi: 10.1016/j.ejmech.2010.03.039. Epub 2010 Apr 8.
A new series of 2-substituted 4-(2,5-dichloro thienyl)-1,3-thiazoles are synthesized by the reaction of 2-bromo-1-(2,5-dichlorothien-3-yl) ethanone with thiourea and substituted thioamides. The newly synthesized compounds 4a-e are characterized by analytical (1)H NMR, (13)C NMR and mass spectral data. The newly synthesized compounds are screened for antifungal and antibacterial activities. Among them 4a and 4d exhibited good antifungal and antibacterial activities. The newly synthesized compounds are subjected to molecular docking studies for the inhibition of the enzyme l-glutamine: d-fructose-6-phosphate amidotransferase [GlcN-6-P] (EC 2.6.1.16) which is a new target for antifungals. Among the five molecules taken for docking studies 2-(8-quinolinyl)-4-(2,5-dichloro thienyl)-1,3-thiazole 4d shows minimum binding and docking energy and may be considered as good inhibitor of GlcN-6-P synthase.
通过 2-溴-1-(2,5-二氯噻吩-3-基)乙酮与硫脲和取代的硫代酰胺反应，合成了一系列新的 2-取代的 4-(2,5-二氯噻吩基)-1,3-噻唑。新合成的化合物 4a-e 通过分析(1)H NMR、(13)C NMR 和质谱数据进行了表征。新合成的化合物进行了抗真菌和抗菌活性筛选。其中 4a 和 4d 表现出良好的抗真菌和抗菌活性。新合成的化合物进行了分子对接研究，以抑制酶 l-谷氨酰胺：d-果糖-6-磷酸酰胺转移酶[GlcN-6-P](EC 2.6.1.16)，这是一种新的抗真菌靶标。在进行对接研究的五个分子中，2-(8-喹啉基)-4-(2,5-二氯噻吩基)-1,3-噻唑 4d 显示出最小的结合和对接能量，可能被认为是 GlcN-6-P 合酶的良好抑制剂。
