Institute of Pharmacology and Toxicology, Antona Tsedika 14, 03057 Kyiv, Ukraine.
Department of Public Health, Dietetics and Lifestyle Disorders, Faculty of Medicine, University of Information Technology and Management in Rzeszow, 35-225 Rzeszow, Poland.
Molecules. 2021 Jul 13;26(14):4253. doi: 10.3390/molecules26144253.
A series of novel 3-aryl-5-pyrrolo[1,2-]imidazole and 5-imidazo[1,2-]azepine quaternary salts were synthesized in 58-85% yields via the reaction of 3-aryl-6, 7-dihydro-5-pyrrolo[1,2-]imidazoles or 3-aryl-6,7,8,9-tetrahydro-5-imidazo[1,2-]azepines and various alkylating reagents. All compounds were characterized by H NMR, C NMR, and LC-MS. The conducted screening studies of the in vitro antimicrobial activity of the new quaternary salts derivatives established that 15 of the 18 newly synthesized compounds show antibacterial and antifungal activity. Synthesized 3-(3,4-dichlorohenyl)-1-[(4-phenoxyphenylcarbamoyl)-methyl]-6,7-dihydro-5-pyrrolo[1,2-]imidazol-1-ium chloride possessed a broad activity spectrum towards , , , , and with a high hemolytic activity against human red blood cells and cytotoxicity against . However, compound is characterized by a low in vivo toxicity in mice (LD > 2000 mg/kg).
通过 3-芳基-6,7-二氢-5-吡咯并[1,2-]咪唑或 3-芳基-6,7,8,9-四氢-5-咪唑并[1,2-]氮杂的反应，以 58-85%的产率合成了一系列新型 3-芳基-5-吡咯并[1,2-]咪唑和 5-咪唑并[1,2-]氮杂𬭩季盐。所有化合物均通过 1 H NMR、13 C NMR 和 LC-MS 进行了表征。对新合成的季盐衍生物的体外抗菌活性进行的筛选研究表明，18 种新合成的化合物中有 15 种具有抗菌和抗真菌活性。合成的 3-(3,4-二氯苯基)-1-[(4-苯氧基苯基氨基甲酰基)甲基]-6,7-二氢-5-吡咯并[1,2-]咪唑-1-𬭩氯化物对 、 、 、 和 具有广谱活性，对人红细胞具有高溶血活性和对 的细胞毒性。然而，化合物 具有低的体内毒性（LD > 2000mg/kg）。
