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取代咪唑衍生物的合成、抗菌及抗病毒活性评估

Synthesis, antimicrobial and antiviral evaluation of substituted imidazole derivatives.

作者信息

Sharma Deepika, Narasimhan Balasubramanian, Kumar Pradeep, Judge Vikramjeet, Narang Rakesh, De Clercq Erik, Balzarini Jan

机构信息

Department of Pharmaceutical Sciences, Guru Jambheshwar University of Science and Technology, Hisar 125001, India.

出版信息

Eur J Med Chem. 2009 Jun;44(6):2347-53. doi: 10.1016/j.ejmech.2008.08.010. Epub 2008 Sep 11.

Abstract

In the present study, we have synthesized 2-(substituted phenyl)-1H-imidazole (1-12) and (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanone (13-26) analogues and screened them for their antimicrobial activity against gram positive, gram negative and fungal species. The results of antibacterial study indicated that compounds 15, 17 and 24 showed appreciable antibacterial activity and compound 26 emerged as the most potential antifungal agent. The results of SAR studies indicated that the presence of electron withdrawing groups is necessary for the antimicrobial activity of the synthesized compounds. The results of the present study indicated that compounds 15, 17 and 24 might be of interest for the identification of new antimicrobial molecules as their antibacterial activity is equivalent to the standard drug norfloxacin. Further, the antiviral screening of (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanones (13-26) against a panel of viral strains indicated that compounds 16 and 19 can be selected as lead compounds for the development of novel antiviral agents.

摘要

在本研究中,我们合成了2-(取代苯基)-1H-咪唑(1-12)和(取代苯基)-[2-(取代苯基)-咪唑-1-基]-甲酮(13-26)类似物,并对它们针对革兰氏阳性菌、革兰氏阴性菌和真菌的抗菌活性进行了筛选。抗菌研究结果表明,化合物15、17和24表现出可观的抗菌活性,化合物26成为最具潜力的抗真菌剂。构效关系(SAR)研究结果表明,吸电子基团的存在对于合成化合物的抗菌活性是必要的。本研究结果表明,化合物15、17和24因其抗菌活性与标准药物诺氟沙星相当,可能在新型抗菌分子的鉴定方面具有研究价值。此外,对(取代苯基)-[2-(取代苯基)-咪唑-1-基]-甲酮(13-26)针对一组病毒株的抗病毒筛选表明,化合物16和19可被选为新型抗病毒药物开发的先导化合物。

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