Gaikwad Priyanka L, Gandhi Priyanka S, Jagdale Deepali M, Kadam V J
Department of Pharmaceutical Chemistry, Bharati Vidyapeeth's College of Pharmacy, Belapur, Navi Mumbai-400 614, India.
Indian J Pharm Sci. 2013 Jul;75(4):496-500. doi: 10.4103/0250-474X.119830.
Antimicrobial screening of several novel pyrazolothiazol-4(5H)-one derivatives (3a-3j) has been performed. Reaction of aromatic aldehydes with aromatic ketones yielded starting chalcones (1a-1j) which have been subsequently reacted with thiosemicarbazide for obtaining N-thiocarbamoylpyrazole derivatives (2a-2j). These were further cyclized to pyrazolothiazol-4(5H)-one derivatives (3a-3j) in the presence of ethylbromoacetate. The structures of newly synthesized compounds were confirmed by FTIR and (1)H NMR and/or MS. The in vitro antimicrobial activity of these compounds was evaluated against Gram positive bacteria, Gram negative bacteria and fungi. Their minimum inhibitory concentration was determined by tube dilution method. The results showed that most of the compounds have promising antimicrobial activity as compared to standard drugs. Among the test compounds, 2-[5(4-chlorophenyl)-3-phenyl-4,5-dihydropyrazol-1-yl]-thiazol-4(5H)-one (3e) was found to show the most potent antimicrobial activity.
已对几种新型吡唑并噻唑 - 4(5H)-酮衍生物（3a - 3j）进行了抗菌筛选。芳香醛与芳香酮反应生成起始查耳酮（1a - 1j），随后将其与氨基硫脲反应以获得N - 硫代氨基甲酰基吡唑衍生物（2a - 2j）。在溴乙酸乙酯存在下，这些化合物进一步环化生成吡唑并噻唑 - 4(5H)-酮衍生物（3a - 3j）。通过傅里叶变换红外光谱（FTIR）、核磁共振氢谱（¹H NMR）和/或质谱（MS）对新合成化合物的结构进行了确证。评估了这些化合物对革兰氏阳性菌、革兰氏阴性菌和真菌的体外抗菌活性。通过试管稀释法测定了它们的最低抑菌浓度。结果表明，与标准药物相比，大多数化合物具有良好的抗菌活性。在受试化合物中，发现2 - [5(4 - 氯苯基)-3 - 苯基 - 4,5 - 二氢吡唑 - 1 - 基] - 噻唑 - 4(5H)-酮（3e）显示出最有效的抗菌活性。
