Ay Emriye
Giresun University, Department of Food Technology, Şebinkarahisar School of Applied Sciences, Giresun, Türkiye.
Manisa Celal Bayar University, Department of Tobacco Technology Engineering, Akhisar, Manisa, Türkiye.
Nucleosides Nucleotides Nucleic Acids. 2023;42(3):191-205. doi: 10.1080/15257770.2022.2118317. Epub 2022 Sep 1.
In this study, it was reported that twelve nucleoside analogues were synthesized by click reactions. The reactions were carried out between the azide derivatives of D-glucopyranose, D-galactopyranose, D-ribofuranose and propargylamino pyrimidine derivatives ( and ) that are synthesized a different route for the first time. In the first step, -propargyl guanidine was obtained with the reaction of 1-pyrazole-1-carboxamidine hydrochloride and propargyl amine, then condensation of -propargyl guanidine and -diketone ( and ) resulted in 2-propargylamino pyrimidines ( and ) for the first time in good yields (85%). Finally, click reactions were performed with azidosugars () and 2-propargylamino pyrimidine derivatives and produced twelve new nucleoside analogues in good yields. (, 65-73% yields). The chemical structures of the new derivatives were elucidated spectroscopic techniques, such as FT-IR, H NMR, F NMR, C NMR and TOF-ESI-MS.
在本研究中，据报道通过点击反应合成了十二种核苷类似物。反应是在首次通过不同路线合成的D-吡喃葡萄糖、D-吡喃半乳糖、D-呋喃核糖的叠氮衍生物与炔丙基氨基嘧啶衍生物（和）之间进行的。第一步，1-吡唑-1-甲脒盐酸盐与炔丙基胺反应得到N-炔丙基胍，然后N-炔丙基胍与β-二酮（和）缩合首次以良好产率（85%）得到2-炔丙基氨基嘧啶（和）。最后，叠氮糖（）与2-炔丙基氨基嘧啶衍生物进行点击反应，以良好产率（65 - 73%产率）生成了十二种新的核苷类似物。通过FT-IR、1H NMR、19F NMR、13C NMR和TOF-ESI-MS等光谱技术阐明了新衍生物的化学结构。
