Chavan Rakesh R, Hosamani Kallappa M
Department of Studies in Chemistry, Karnataka University, Dharwad 580003, India.
R Soc Open Sci. 2018 May 2;5(5):172435. doi: 10.1098/rsos.172435. eCollection 2018 May.
An efficient, high-yield and rapid synthesis of (E)-1,5-dimethyl-4-((2-((substituted-2-oxo-2H-chromen-4-yl)methoxy)naphthalen-1-yl)methyleneamino)-2-phenyl-1,2-dihydropyrazol-3-one derivatives containing Schiff base structures under microwave-irradiation has been described. Schiff base is a potential target to discover anti-inflammatory chemotherapeutics, material science, catalysis and molecular magnetism. All the newly synthesized compounds have been characterized by elemental analysis and spectroscopic techniques. The synthesized compounds were evaluated for their antibacterial activity by agar-well diffusion method and anti-inflammatory activity by egg albumin denaturation method. The compounds and exhibit antibacterial effect with minimum inhibitory concentration (MIC) 0.78 µg ml and MIC 1.562 µg ml against Gram-positive bacterial strain compared with standard ciprofloxacin drug (MIC 6.25 µg ml). The compounds and exhibited an inhibition of heat-induced protein denaturation at the concentration (31.25 µg ml) as 53.65% and 67.27%, respectively, and these compounds are more active than standard aceclofenac drug (5.50%). Molecular docking study has been performed for all the synthesized compounds with dihydropteroate synthetase and results obtained are quite promising.
描述了一种在微波辐射下高效、高产率且快速合成含席夫碱结构的(E)-1,5-二甲基-4-((2-((取代-2-氧代-2H-色烯-4-基)甲氧基)萘-1-基)亚甲基氨基)-2-苯基-1,2-二氢吡唑-3-酮衍生物的方法。席夫碱是发现抗炎化疗药物、材料科学、催化和分子磁性的潜在靶点。所有新合成的化合物均通过元素分析和光谱技术进行了表征。通过琼脂孔扩散法评估合成化合物的抗菌活性，通过蛋清蛋白变性法评估其抗炎活性。与标准环丙沙星药物（MIC 6.25 µg ml）相比，化合物和对革兰氏阳性细菌菌株表现出抗菌作用，最低抑菌浓度（MIC）分别为0.78 µg ml和1.562 µg ml。化合物和在浓度为31.25 µg ml时对热诱导的蛋白质变性的抑制率分别为53.65%和67.27%，并且这些化合物比标准醋氯芬酸药物（5.50%）更具活性。对所有合成化合物与二氢蝶酸合酶进行了分子对接研究，所得结果很有前景。
