Conjugates of phosphorylated zalcitabine and lamivudine with SiO2 nanoparticles: Synthesis by CuAAC click chemistry and preliminary assessment of anti-HIV and antiproliferative activity.

作者: Svetlana V. Vasilyeva , Alexander A. Shtil , Albina S. Petrova , Sergei M. Balakhnin , Polina Y. Achigecheva

DOI: 10.1016/J.BMC.2017.01.038

关键词:

摘要: Conjugates of phosphorylated dideoxynucleoside antiviral drugs dideoxycytidine (zalcitabine) and lamivudine with SiO2 nanoparticles were obtained via the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click chemistry between a nucleoside triphosphate containing an alkynyl group at γ-phosphate or azidothymidine alkyl azide groups, respectively. 4-(Prop-2-yn-1-yloxy)butylamino has been attached to 5'-triphosphates phosphoramidate linkage. New compounds shown be potent killers human colon carcinoma cells. Anti-HIV activity conjugates was demonstrated as well. The showed higher potency than parent nucleosides. conjugate less active against HIV-1 probably because replacement its 3'-azido by 1,2,3-triazole ring. These results show opportunity for using transport delivering nucleosides cells in order increase their efficiency anticancer drugs.

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