DMAP and TBPP-mediated synthesis of urea-substituted nucleobases and nucleosides
- 주제(키워드) Adenine , DMAP , Nucleoside , TBPP , Urea
- 등재 SCIE, SCOPUS
- 발행기관 Elsevier Ltd
- 발행년도 2023
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000209767
- 본문언어 영어
- Published As https://doi.org/10.1016/j.tet.2023.133472
초록/요약
Urea-functionalized nucleobases and nucleosides have emerged as versatile compounds with potential applications in a wide range of fields. Conventionally, the synthesis of urea involves the reaction of isocyanates with nucleobases and nucleosides. In contrast, this study presents a novel and efficient one-pot method for the synthesis of urea-substituted nucleobases and nucleosides without the use of isocyanates. The reaction was carried out in the presence of DMAP and TBPP, resulting in moderate to good yields of various urea-substituted nucleobases and nucleosides. Notably, N6-(N-threonyl-carbonyl)adenosine was also synthesized using this method. Furthermore, the synthesized compounds with adenine scaffold were evaluated for their binding affinity to adenosine receptors, but none of them exhibited binding, indicating a need for further modifications. These findings hold great promise for the facile synthesis of urea-functionalized nucleobases and nucleosides with potential applications in various fields. © 2023
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