title: Synthesis and antiviral activity of 1-(1,3-disubstitutedimidazolidyn-2-ylidene)-3-ethoxycarbonylmethylurea derivatives.
abstract: Novel 1-(1,3-disubstituted-imidazolidyn-2-ylidene)-3-ethoxycarbonylmethylurea derivatives (3a-3j) were obtained from appropriate 1-aryl-3-arylsulfonyl-1H-imidazolidine-2-imines (1a-1j) and ethyl isocyanatoacetate (2), which were subjected to condensation. Seven compounds were tested for their antiviral activity against HSV-1 and CVB3 viruses. Among the tested compounds, 3c was found to be active against HSV-1, proving that 4-methoxy substituent as R and 4-methyl substituent as R1 are most beneficial for activity against this virus. Furthermore, 3e and 3g were active against CVB3, which demonstrated that both 4-methyl and 4-chloro substitution is tolerated as R1, whereas 4-chloro and 2-methoxy substituents are best as R. It was also shown that the active compounds are characterized by relatively big surface area, small ovality, and greatest HOMO and LUMO energies in comparison to the rest of the compounds.
authors: 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 .
authors: Marzena
authors: M
authors: Rządkowska
authors: 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 .
authors: Elżbieta
authors: E
authors: Szacoń
authors: 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.
authors: Agnieszka A
authors: AA
authors: Kaczor
authors: c Department of Virology, Faculty of Medicine with Dentistry Division , Medical University of Lublin , Lublin , Poland.
authors: Barbara
authors: B
authors: Rajtar
authors: c Department of Virology, Faculty of Medicine with Dentistry Division , Medical University of Lublin , Lublin , Poland.
authors: Łukasz
authors: Ł
authors: Świątek
authors: c Department of Virology, Faculty of Medicine with Dentistry Division , Medical University of Lublin , Lublin , Poland.
authors: Małgorzata
authors: M
authors: Polz-Dacewicz
authors: 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 .
authors: Dariusz
authors: D
authors: Matosiuk
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D029822:Enterovirus B, Human / Q000187:drug effects*; D018259:Herpesvirus 1, Human / Q000187:drug effects*; D008782:Methylurea Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D008782:Methylurea Compounds
keywords: 1-Aryl-3-arylsulfonyl-1H-imidazolidine-2-imines; Coxsackievirus; Herpes simplex; antiviral activity; structure–activity relationship