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Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents
- 1.0350272 - ÚOCHB 2011 RIV US eng J - Journal Article
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
R&D Projects: GA MŠMT 1M0508; GA MŠMT(CZ) ME10040
Grant - others:NIH(US) 1UC1 AI062540-01
Institutional research plan: CEZ:AV0Z40550506
Keywords : phosphonates * prodrugs * poxvirus * herpes virus * bioterrorism
Subject RIV: CC - Organic Chemistry
Impact factor: 5.207, year: 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.
Permanent Link: http://hdl.handle.net/11104/0190312
Number of the records: 1