Next Article in Journal
Sol-gel Entrapped Candida antarctica lipase B — A Biocatalyst with Excellent Stability for Kinetic Resolution of Secondary Alcohols
Previous Article in Journal
In Vitro Antifungal Activity of Sanguinarine and Chelerythrine Derivatives against Phytopathogenic Fungi
Molecules 2012, 17(11), 13036-13044; doi:10.3390/molecules171113036
Article

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

1, 1,* , 1, 1, 2, 2, 1 and 1
Received: 29 September 2012; in revised form: 31 October 2012 / Accepted: 31 October 2012 / Published: 2 November 2012
View Full-Text   |   Download PDF [208 KB, uploaded 18 June 2014]   |   Browse Figures
Abstract: 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.
Keywords: AICAR; ZMP; AMPK; AMPK activation; fluorinated nucleosides; fluorination; imidazole nucleosides; nucleoside analogues; modified nucleosides AICAR; ZMP; AMPK; AMPK activation; fluorinated nucleosides; fluorination; imidazole nucleosides; nucleoside analogues; modified nucleosides
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

D'Errico, S.; Oliviero, G.; Borbone, N.; Amato, J.; D'Alonzo, D.; Piccialli, V.; Mayol, L.; Piccialli, G. A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue. Molecules 2012, 17, 13036-13044.

AMA Style

D'Errico S, Oliviero G, Borbone N, Amato J, D'Alonzo D, Piccialli V, Mayol L, Piccialli G. A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue. Molecules. 2012; 17(11):13036-13044.

Chicago/Turabian Style

D'Errico, Stefano; Oliviero, Giorgia; Borbone, Nicola; Amato, Jussara; D'Alonzo, Daniele; Piccialli, Vincenzo; Mayol, Luciano; Piccialli, Gennaro. 2012. "A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue." Molecules 17, no. 11: 13036-13044.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert