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Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents
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SYSNO ASEP 0350272 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents Author(s) Krečmerová, Marcela (UOCHB-X) RID, ORCID
Holý, Antonín (UOCHB-X)
Andrei, G. (BE)
Pomeisl, Karel (UOCHB-X) RID
Tichý, Tomáš (UOCHB-X) RID
Břehová, Petra (UOCHB-X) RID, ORCID
Masojídková, Milena (UOCHB-X)
Dračínský, Martin (UOCHB-X) RID, ORCID
Pohl, Radek (UOCHB-X) RID, ORCID
Laflamme, G. (US)
Naesens, L. (BE)
Hui, H. (US)
Cihlař, T. (US)
Neyts, J. (BE)
De Clercq, E. (BE)
Balzarini, J. (BE)
Snoeck, R. (BE)Number of authors 17 Source Title Journal of Medicinal Chemistry. - : American Chemical Society - ISSN 0022-2623
Roč. 53, č. 19 (2010), s. 6825-6837Number of pages 13 s. Language eng - English Country US - United States Keywords phosphonates ; prodrugs ; poxvirus ; herpes virus ; bioterrorism Subject RIV CC - Organic Chemistry R&D Projects 1M0508 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) ME10040 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) CEZ AV0Z40550506 - UOCHB-X (2005-2011) UT WOS 000282544800003 DOI 10.1021/jm901828c Annotation 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. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2011
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