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可扩展合成及 2-(3-(N-(取代苯基)磺酰胺基)脲基)苯并噻唑的抗菌评价。

Scalable synthesis and antibacterial evaluation of 2-(3-(N-(substituted phenyl)sulfamoyl)ureido)benzothiazoles.

机构信息

Ecole Supérieure de Technologies Industrielles, Cité Saf-saf, Annaba, Algérie.

Laboratoire de Synthèse Organique, Modélisation et Optimisation des Procédés chimiques, Faculté des Sciences, Université Badji Mokhtar d'Annaba, Annaba, Algérie.

出版信息

Arch Pharm (Weinheim). 2019 Aug;352(8):e1800341. doi: 10.1002/ardp.201800341. Epub 2019 Jun 27.

Abstract

A new series of 2-(3-(N-(substituted phenyl)sulfamoyl)ureido)benzothiazoles was synthesized via a one-pot efficient and scalable method, involving the condensation of 2-aminobenzothiazoles derivatives, substituted anilines, and chlorosulfonyl isocyanate. The products were obtained in good yield with a simple workup, and their structures were confirmed from their spectral analyses. The synthesized compounds were further screened for their antibacterial activity against Gram-positive and Gram-negative pathogenic strains. The molecules show promising activity in the MIC value range of 2-0.25 µg/ml against selected bacterial strains, especially against nonfermentative carbapenem-resistant bacteria (Pseudo VIM-2 and Acinetobacter baumanni).

摘要

我们通过一种一锅法高效且可规模化的方法合成了一系列新的 2-(3-(N-(取代苯基)磺酰胺基)脲基)苯并噻唑。该方法涉及 2-氨基苯并噻唑衍生物、取代苯胺和氯磺酰异氰酸酯的缩合反应。通过简单的后处理即可获得良好收率的产物,其结构通过光谱分析得到确认。进一步筛选了合成化合物对革兰氏阳性和革兰氏阴性病原菌的抗菌活性。这些分子在 MIC 值为 2-0.25 μg/ml 的范围内对选定的细菌菌株显示出有前景的活性,特别是对非发酵碳青霉烯类耐药菌(假 VIM-2 和鲍曼不动杆菌)。

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