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新型苯并噻唑稠合氟喹诺酮衍生物的合成与生物评价。

Synthesis and biological evaluation of novel benzothiazole clubbed fluoroquinolone derivatives.

机构信息

Institute of Pharmaceutical Sciences, Kurukshetra University, Kurukshetra, India.

出版信息

J Enzyme Inhib Med Chem. 2013 Feb;28(1):1-10. doi: 10.3109/14756366.2011.611943. Epub 2011 Oct 10.

Abstract

In the present investigation, synthesis and anti-bacterial, analgesic and anthelmintic evaluation of a novel series of fluoroquinolone derivatives clubbed with benzothiazole moeity has been described. The synthesized compounds were characterised by spectral analysis (IR and (1)H NMR). Preliminary results indicated that the most of the synthesized compounds demonstrated good activities against gram negative and gram positive bacterial strains. Compounds 5a, 5b, 5f and 5k demonstrated potent anti-bacterial activities. Compound 5a exhibited most potent anti-bacterial activity with MIC values of 04, 03, 08 and 15 µg/ mL against B. subtilis, S. aureus, E. coli and P. aeruginosa. Analogs 5a, 5c, 5g and 5h showed promising anthelmintic activity against Eisemia foetida in a low concentration as compared to standard drug piperazine citrate with mean paralysis time ranging 22.60 ± 2.46 to 31.60 ± 3.07 min. All synthesized compounds depicted good in vivo analgesic activity with compound 5a exhibiting the most potent activity of 55.19% inhibition of writhing in comparison to the standard drug.

摘要

在本研究中,描述了一系列新型氟喹诺酮衍生物与苯并噻唑部分的合成及抗菌、镇痛和驱虫评价。合成的化合物通过光谱分析(IR 和 (1)H NMR)进行了表征。初步结果表明,大多数合成化合物对革兰氏阴性和革兰氏阳性菌表现出良好的活性。化合物 5a、5b、5f 和 5k 表现出较强的抗菌活性。化合物 5a 对枯草芽孢杆菌、金黄色葡萄球菌、大肠杆菌和铜绿假单胞菌的 MIC 值分别为 0.4、0.3、0.8 和 15 µg/mL,表现出最强的抗菌活性。类似物 5a、5c、5g 和 5h 与标准药物柠檬酸哌嗪相比,在低浓度下对 Eisemia foetida 表现出有希望的驱虫活性,平均麻痹时间范围为 22.60±2.46 至 31.60±3.07 分钟。所有合成化合物均表现出良好的体内镇痛活性,化合物 5a 的抑制扭体反应活性最强,为 55.19%,与标准药物相比。

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