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Probing the Use of Triphenyl Phosphonium Cation for Mitochondrial Nucleoside Delivery
ACS Medicinal Chemistry Letters ( IF 4.2 ) Pub Date : 2024-02-15 , DOI: 10.1021/acsmedchemlett.3c00568
Mathis Guiraud 1 , Lamiaa M. A. Ali 2, 3 , Emma Gabrieli-Magot 2 , Laure Lichon 2 , Morgane Daurat 4 , David Egron 1 , Magali Gary-Bobo 2 , Suzanne Peyrottes 1
Affiliation  

Herein, we report the design, the synthesis, and the study of novel triphenyl phosphonium-based nucleoside conjugates. 2′-Deoxycytidine was chosen as nucleosidic cargo, as it allows the introduction of fluorescein on the exocyclic amine of the nucleobase and grafting of the vector was envisaged through the formation of a biolabile ester bond with the hydroxyl function at the 5′-position. Compound 3 was identified as a potential nucleoside prodrug, showing ability to be internalized efficiently into cells and to be co-localized with mitochondria.

中文翻译:

探讨三苯基磷阳离子在线粒体核苷递送中的用途

在此,我们报告了新型三苯基鏻基核苷缀合物的设计、合成和研究。选择 2'-脱氧胞苷作为核苷货物,因为它允许在核碱基的环外胺上引入荧光素,并且设想通过与 5'-位羟基官能团形成生物不稳定的酯键来接枝载体。化合物3被鉴定为潜在的核苷前药,显示出能够有效地内化到细胞中并与线粒体共定位的能力。
更新日期:2024-02-15
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