Acid–base properties of an antivirally active acyclic nucleoside phosphonate: (S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]adenine (HPMPA)

Author:

Blindauer Claudia A.12ORCID,Holý Antonín3,Sigel Astrid1,Operschall Bert P.1,Griesser Rolf1,Sigel Helmut1ORCID

Affiliation:

1. Department of Chemistry, Inorganic Chemistry, University of Basel, Spitalstrasse 51, CH-4056 Basel, Switzerland

2. Department of Chemistry, University of Warwick, Coventry CV4 7AL, UK

3. Institute of Organic Chemistry and Biochemistry, Centre of Novel Antivirals and Antineoplastics, Academy of Sciences, 16610 Prague, Czech Republic

Abstract

Protonation equilibria for the parent compound of three highly potent antivirals have been studied by 1H NMR spectroscopy.

Funder

Universität Basel

University of Warwick

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Reference68 articles.

1. In Interactions of Metal Ions with Nucleotides, Nucleic Acids, and Their Constituents , ed. A. Sigel and H. Sigel , Metal Ions in Biological Systems, Dekker , New York , 1996 , vol. 32, pp. 1–814

2. In Structural and Catalytic Roles of Metal Ions in RNA , ed. A. Sigel , H. Sigel and R. K. O. Sigel , Metal Ions in Life Sciences, Royal Society of Chemistry , Cambridge , 2011 , vol. 9, pp. 1–391

3. In Interplay between Metal Ions and Nucleic Acids , ed. A. Sigel , H. Sigel and R. K. O. Sigel , Metal Ions in Life Sciences, Springer , Dordrecht , 2012 , vol. 10, pp. 1–353

4. In Metallo-Drugs: Development and Action of Anticancer Agents , ed. A. Sigel , H. Sigel , E. Freisinger and R. K. O. Sigel , Metal Ions in Life Sciences , De Gruyter , Berlin , 2018 , vol. 18, pp. 1–546

5. R. L.Thompson , The effect of metabolites, metabolite antagonists, and enzyme inhibitions on the growth of vaccinia virus in Maitland type tissue cultures, J. Immunol. , 1947 , 55 , 345–352

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