一些新的 5-酰基官能化 2-(1H-吡唑-1-基)噻唑作为潜在抗菌剂和驱虫药的生态友好型区域选择性合成和生物学评价。

IF 2.5 4区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Ranjana Aggarwal, Manisha Sharma, Mona Hooda, Prabodh C. Sharma, Diksha Sharma
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引用次数: 0

摘要

本研究介绍了在无溶剂条件下,通过缩合 3,5-二甲基-1H-吡唑-1-硫代酰胺和不对称的 1,3-二酮,在环保型 NBS 辅助下区域选择性合成新的 5-酰官能化 2-(1H-吡唑-1-基)噻唑。利用傅立叶变换红外光谱、核磁共振和质谱等多种光谱技术对新合成的化合物进行了结构鉴定。对所有新合成的化合物都进行了体外抗菌潜力检测,检测其对致病性革兰氏阳性和革兰氏阴性细菌和真菌的抗菌潜力,以及对 Pheretima posthuma 蚯蚓的驱虫活性。抗菌活性结果表明,所有受测化合物 3 a-j 都显示出卓越的抗菌潜力,尤其是对金黄色葡萄球菌。还观察到,与标准药物氨苄西林(MIC=100μg/mL)相比,化合物 3 e 和 3 i(MIC=62.5μg/mL)对大肠杆菌具有更强的效力,而化合物 3 a 和 3 h(MIC=50μg/mL 和 62.5μg/mL)对绿脓杆菌具有更好的活性,化合物 3 i(MIC=62.5μg/mL)对化脓性链球菌具有更强的活性。化合物 3 e 和 3 j 具有显著的抗真菌和驱虫活性。为了找出目标化合物与目标蛋白质的结合相互作用以及化合物的药代动力学参数,还进行了包括分子对接研究和 ADMET 预测在内的硅学研究。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Eco-friendly Regioselective Synthesis, Biological Evaluation of Some New 5-acylfunctionalized 2-(1H-pyrazol-1-yl)thiazoles as Potential Antimicrobial and Anthelmintic Agents

Eco-friendly Regioselective Synthesis, Biological Evaluation of Some New 5-acylfunctionalized 2-(1H-pyrazol-1-yl)thiazoles as Potential Antimicrobial and Anthelmintic Agents

Eco-friendly Regioselective Synthesis, Biological Evaluation of Some New 5-acylfunctionalized 2-(1H-pyrazol-1-yl)thiazoles as Potential Antimicrobial and Anthelmintic Agents

The present study describes an eco-friendly NBS-assisted regioselective synthesis of new 5-acylfunctionalized 5-acylfunctionalized 2-(1H-pyrazol-1-yl)thiazoles by condensation of 3,5-dimethyl-1H-pyrazole-1-carbothioamide with unsymmetrical 1,3-diketones under solvent-free conditions. The structural elucidation of the newly synthesized compounds was accomplished using various spectroscopic techniques viz. FTIR, NMR and mass spectrometry. All the newly synthesized compounds were examined for their in vitro antimicrobial potential against both pathogenic gram positive and gram negative bacterial and fungal species as well as anthelmintic activity against Pheretima posthuma earthworms. The results of antimicrobial activity revealed that all tested compounds 3 a–j showed excellent antimicrobial potential particularly against S. aureus. It was also observed that compounds 3 e and 3 i (MIC=62.5 μg/mL) showed greater potency against E. coli, whereas compounds 3 a and 3 h (MIC=50 μg/mL and 62.5 μg/mL) demonstrated better activity against P. aeruginosa and compound 3 i (MIC=62.5 μg/mL) exhibited superior activity against S. pyogenus when compared to standard drug Ampicillin (MIC=100μg/mL). Compound 3 e and 3 j revealed remarkable antifungal and anthelmintic activities. To find out binding interactions of target compounds with target proteins and pharmacokinetic parameters of the compounds, in silico investigations involving molecular docking studies and ADMET predictions were also performed.

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来源期刊
ChemistryOpen
ChemistryOpen CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
4.80
自引率
4.30%
发文量
143
审稿时长
1 months
期刊介绍: ChemistryOpen is a multidisciplinary, gold-road open-access, international forum for the publication of outstanding Reviews, Full Papers, and Communications from all areas of chemistry and related fields. It is co-owned by 16 continental European Chemical Societies, who have banded together in the alliance called ChemPubSoc Europe for the purpose of publishing high-quality journals in the field of chemistry and its border disciplines. As some of the governments of the countries represented in ChemPubSoc Europe have strongly recommended that the research conducted with their funding is freely accessible for all readers (Open Access), ChemPubSoc Europe was concerned that no journal for which the ethical standards were monitored by a chemical society was available for such papers. ChemistryOpen fills this gap.
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