Department of Medicinal Chemistry, PES College of Pharmacy, Hanumantha Nagar, BSK Ist Stage, Bangalore 560050, Karnataka, India.
Eur J Med Chem. 2009 Nov;44(11):4739-46. doi: 10.1016/j.ejmech.2009.06.008. Epub 2009 Jun 17.
In the present study a series of 4-isopropylthiazole-2-carbohydrazide analogs, derived clubbed oxadiazole-thiazole and triazole-thiazole derivatives have been synthesized and characterized by IR, (1)H NMR, (13)C NMR, elemental and mass spectral analyses. The synthesized compounds were evaluated for their preliminary in vitro antibacterial, antifungal and antitubercular activity against Mycobacterium tuberculosis H(37)Rv strain by broth dilution assay method. The synthesized compounds 7a, 7b, 7d and 4 showed an antitubercular efficacy considerably greater than that of the parent 4-isopropyl-1,3-thiazole-2-carbohydrazide 1, suggesting that the substituted 4-isopropylthiazole-2-carbohydrazide moiety plays an important role in enhancing the antitubercular properties of this class of compounds. Compounds 2c, 3, 4, 6d, 7a and 7b exhibited good or moderate antibacterial and antifungal activity. Compounds 4 and 7b showed appreciable cytotoxicity at a concentration of 250muM.
在本研究中,一系列 4-异丙基噻唑-2-甲酰肼类似物,衍生的恶二唑-噻唑和三唑-噻唑衍生物已被合成并通过红外光谱、(1)H NMR、(13)C NMR、元素和质谱分析进行了表征。通过肉汤稀释法评估了合成化合物对分枝杆菌 H(37)Rv 株的初步体外抗菌、抗真菌和抗结核活性。合成的化合物 7a、7b、7d 和 4 显示出比母体 4-异丙基-1,3-噻唑-2-甲酰肼 1 相当大的抗结核功效,这表明取代的 4-异丙基噻唑-2-甲酰肼部分在增强该类化合物的抗结核特性方面起着重要作用。化合物 2c、3、4、6d、7a 和 7b 表现出良好或中等的抗菌和抗真菌活性。化合物 4 和 7b 在 250μM 的浓度下表现出相当大的细胞毒性。