title: Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a carbamoyl linker.
abstract: 5-Arylcarbamoyl-2-methylisoxazolidin-3-yl-3-phosphonates have been synthesised from N-methyl-C-diethoxyphosphorylnitrone and N-arylacrylamides in good yields. cis- and trans-isoxazolidine phosphonates obtained herein were evaluated for activity against a broad range of DNA and RNA viruses. None of the compounds were endowed with antiviral activity at subtoxic concentrations. Isoxazolidines having phenyl substituted with halogen (Ar=2-F-C(6)H(4); 3-Br-C(6)H(4); and 4-Br-C(6)H(4)) have been found to inhibit proliferation of L1210, CEM as well as HeLa cells with IC(50) in the 100-170 μM range.
authors: Bioorganic Chemistry Laboratory, Faculty of Pharmacy, Medical University of Łódź, Muszyńskiego 1, 90-151 Łódź, Poland.
authors: Kamil
authors: K
authors: Kokosza
authors: Jan
authors: J
authors: Balzarini
authors: Dorota G
authors: DG
authors: Piotrowska
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D002219:Carbamates / Q000737:chemistry; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D054697:Cytostatic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D004267:DNA Viruses / Q000187:drug effects; D015195:Drug Design; D006367:HeLa Cells; D006801:Humans; D007555:Isoxazoles / Q000737:chemistry; D009711:Nucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D012328:RNA Viruses / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D002219:Carbamates; D054697:Cytostatic Agents; D007555:Isoxazoles; D009711:Nucleotides
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