A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue

Molecules

Stefano D𠆞rrico¹  Giorgia Oliviero¹  Nicola Borbone¹  Jussara Amato¹  Daniele D𠆚lonzo²  Vincenzo Piccialli²  Luciano Mayol¹ 

[1] Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy;Dipartimento di Scienze Chimiche, Università degli Studi di Napoli Federico II, Via Cintia 21, 80126, Napoli, Italy

关键词: AICAR;    ZMP;    AMPK;    AMPK activation;    fluorinated nucleosides;    fluorination;    imidazole nucleosides;    nucleoside analogues;    modified nucleosides;   

DOI  :  10.3390/molecules171113036

来源: mdpi

【 摘 要 】

The substitution of a hydroxyl group by a fluorine atom in a potential drug is an efficient reaction that can, in principle, improve its pharmacological properties. Herein, the synthesis of the novel compound 5′-fluoro-5′-deoxyacadesine (5′-F-AICAR), a strict analogue of AICAR that cannot be 5′-phosphorylated to ZMP by cellular kinases, is reported.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.