Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents

0350272 - ÚOCHB 2011 RIV US eng J - Článek v odborném periodiku
Krečmerová, Marcela - Holý, Antonín - Andrei, G. - Pomeisl, Karel - Tichý, Tomáš - Břehová, Petra - Masojídková, Milena - Dračínský, Martin - Pohl, Radek - Laflamme, G. - Naesens, L. - Hui, H. - Cihlař, T. - Neyts, J. - De Clercq, E. - Balzarini, J. - Snoeck, R.
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
Journal of Medicinal Chemistry. Roč. 53, č. 19 (2010), s. 6825-6837. ISSN 0022-2623. E-ISSN 1520-4804
Grant CEP: GA MŠMT 1M0508; GA MŠMT(CZ) ME10040
Grant ostatní: NIH(US) 1UC1 AI062540-01
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: phosphonates * prodrugs * poxvirus * herpes virus * bioterrorism
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 5.207, rok: 2010

The following structurally diverse types of esters of (S)-HPMPDAP and its cyclic form were prepared: alkoxyalkyl, pivaloyloxymethyl (POM), 2,2,2-(trifluoro)ethyl, butylsalicylyl, and ester bound peptidomimetics. The activity was evaluated not only against vaccinia virus but also against different herpesviruses. The most potent and active prodrugs against vaccinia virus were the alkoxyalkyl ester derivatives followed by POM esters.
Trvalý link: http://hdl.handle.net/11104/0190312