Ouahrouch Abdelaaziz, Taourirte Moha, Schols Dominique, Snoeck Robert, Andrei Graciela, Engels Joachim W, Lazrek Hassan B
Department of Chemistry, Faculty of Sciences and Technology Gueliz (FSTG), Laboratory of Bioorganic and Macromolecular Chemistry, Marrakesh, Morocco.
Department of Chemistry, Faculty of Sciences Semlalia, Laboratory of Biomolecular and Medicinal Chemistry, Marrakesh, Morocco.
Arch Pharm (Weinheim). 2016 Jan;349(1):30-41. doi: 10.1002/ardp.201500292. Epub 2015 Nov 17.
A novel series of ribonucleosides of 1,2,3-triazolylbenzyl-aminophosphonates was synthesized through the Kabachnik-Fields reaction using I2 as catalyst followed by copper-catalyzed cycloaddition of the azide-alkyne reaction (CuAAC). All structures of the newly prepared compounds were characterized by (1) H NMR, (13) C NMR, and HRMS spectra. The structures of 2e, 2f, 3d, and 3g were further confirmed by X-ray diffraction analysis. These compounds were tested against various strains of DNA and RNA viruses; compounds 4b and 4c showed a modest inhibitory activity against respiratory syncytial virus (RSV) and compound 4h displayed modest inhibitory activity against Coxsackie virus B4.
通过使用I2作为催化剂的卡巴契尼克-菲尔德反应,随后进行铜催化的叠氮化物-炔烃环加成反应(CuAAC),合成了一系列新型的1,2,3-三唑基苄基氨基膦酸酯核糖核苷。新制备化合物的所有结构均通过(1)H NMR、(13)C NMR和HRMS光谱进行表征。2e、2f、3d和3g的结构通过X射线衍射分析进一步确认。这些化合物针对各种DNA和RNA病毒株进行了测试;化合物4b和4c对呼吸道合胞病毒(RSV)表现出适度的抑制活性,化合物4h对柯萨奇病毒B4表现出适度的抑制活性。