Rządkowska Marzena, Szacoń Elżbieta, Kaczor Agnieszka A, Rajtar Barbara, Świątek Łukasz, Polz-Dacewicz Małgorzata, Matosiuk Dariusz
a Department of Synthesis and Chemical Technology of Pharmaceutical Substances with Computer Modeling Lab, Faculty of Pharmacy with Division of Medical Analytics , Medical University of Lublin , Lublin , Poland .
b School of Pharmacy, University of Eastern Finland , Kuopio , Finland , and.
J Enzyme Inhib Med Chem. 2016 Oct;31(5):787-95. doi: 10.3109/14756366.2015.1069287. Epub 2015 Jul 27.
Novel 1-(1-aryl-4,5dihydro-1H-imidazoline)-3-chlorosulfonylourea derivatives 3a-3f were synthesized in the reaction of 1-aryl-4,5-dihydro-1H-imidazol-2-amines with chlorosulfonyl isocyanate. The second series of compounds 4a-4f was prepared from the respective 1-(1-aryl-4,5-dihydro-1H-imidazoline)-3-chlorsulfonylureas 3a-3f and 1,1'-carbonyldiimidazole (CDI). The selected compounds were tested for their activity against Herpes simplex virus and coxsackievirus B3 (CVB3). It was determined that three derivatives, i.e 3d, 4a and 4d are active against Herpes simplex virus (HSV-1). Compounds 3d and 4c are active against CVB3. Their favorable activity can be primarily attributed to their low lipophilicity values. Moreover, the lack of substituent in the phenyl moiety or 4-methoxy substitution can be considered as the most beneficial for the antiviral activity.
新型1-(1-芳基-4,5-二氢-1H-咪唑啉)-3-氯磺酰脲衍生物3a - 3f是通过1-芳基-4,5-二氢-1H-咪唑-2-胺与氯磺酰异氰酸酯反应合成的。第二系列化合物4a - 4f由相应的1-(1-芳基-4,5-二氢-1H-咪唑啉)-3-氯磺酰脲3a - 3f与1,1'-羰基二咪唑(CDI)制备。对所选化合物进行了抗单纯疱疹病毒和柯萨奇病毒B3 (CVB3)活性测试。结果表明，三种衍生物，即3d、4a和4d对单纯疱疹病毒(HSV-1)有活性。化合物3d和4c对CVB3有活性。它们良好的活性主要归因于其较低的亲脂性值。此外，苯基部分缺乏取代基或4-甲氧基取代被认为对抗病毒活性最为有利。
