Nagalakshmi G
Department of Pharmaceutical Chemistry, The Erode College of Pharmacy, Vallipurathanpalayam post, Erode - 638 112, India.
Indian J Pharm Sci. 2008 Jan;70(1):49-55. doi: 10.4103/0250-474X.40331.
In the present study, 2,5-disubstituted-1,3,4-oxadiazoles (3a-o) have been synthesized by the condensation of 4-methoxybenzohydrazide (1) with different aromatic acids (2a-o) in presence of phosphoryl chloride. The structural assignment of this compound (3a-o) has been made on the basis of elemental analysis, UV, IR, (1)H NMR and mass spectral data. The synthesized compounds were screened for their in vitro growth inhibiting activity against different strains of bacteria and fungi viz., Staphylococcus aureus, Bacillus subtilis, Bacillus megaterium, Escherichia coli, Pseudomonas aeruginosa, Shigella dysenteriae, Candida albicans, Aspergillus niger and Aspergillus flavus were compared with the standard antibiotics such as chloramphenicol (50 mug/ml) and griseofulvin (50 mug/ml) using well agar diffusion technique. Compounds 3e, 3g, 3h and 3m exhibits highest antibacterial activity and compounds 3d, 3g and 3h showed better antifungal activity. The synthesized compounds (3a-o) were screened for their in vitro antiinflammatory activity against carrageenan-induced rat paw oedema. Compounds 3f and 3i were found to be most active compound of this series, which shows 46.42% and 50% inflammation inhibitory activity, whereas standard drug phenylbutazone exhibit 53.57% antiinflammatory activity at a dose of 50 mg/kg po.
在本研究中,通过4-甲氧基苯甲酰肼(1)与不同的芳香酸(2a - o)在三氯氧磷存在下缩合,合成了2,5 - 二取代 - 1,3,4 - 恶二唑(3a - o)。该化合物(3a - o)的结构归属是基于元素分析、紫外光谱、红外光谱、核磁共振氢谱和质谱数据确定的。采用琼脂扩散法,将合成的化合物针对不同的细菌和真菌菌株,即金黄色葡萄球菌、枯草芽孢杆菌、巨大芽孢杆菌、大肠杆菌、铜绿假单胞菌、痢疾志贺氏菌、白色念珠菌、黑曲霉和黄曲霉,进行体外生长抑制活性筛选,并与氯霉素(50μg/ml)和灰黄霉素(50μg/ml)等标准抗生素进行比较。化合物3e、3g、3h和3m表现出最高的抗菌活性,化合物3d、3g和3h显示出较好的抗真菌活性。对合成的化合物(3a - o)进行了针对角叉菜胶诱导的大鼠足爪水肿的体外抗炎活性筛选。发现化合物3f和3i是该系列中最具活性的化合物,分别显示出46.42%和50%的炎症抑制活性,而标准药物保泰松在50mg/kg口服剂量下表现出53.57%的抗炎活性。