9-{[3-fluoro-2-(hydroxymethyl)cyclopropylidene]methyl}adenines and -guanines. Synthesis and antiviral activity of all stereoisomers1

All stereoisomers of adenine and guanine methylene-3-fluoromethylenecyclopropane analogues of nucleosides 9a, 9b, 10a, 10b, 11a, 11b, 12a, and 12b were synthesized and their antiviral activities were evaluated. A highly convergent approach permitted the synthesis of all these analogues using a singl...

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Veröffentlicht in:	Journal of medicinal chemistry 2006-10, Vol.49 (20), p.6120-6128
Hauptverfasser:	Zhou, Shaoman, Kern, Earl R, Gullen, Elizabeth, Cheng, Yung-Chi, Drach, John C, Tamiya, Sadahiro, Mitsuya, Hiroaki, Zemlicka, Jiri
Format:	Artikel
Sprache:	eng
Schlagworte:	Adenine - analogs & derivatives Adenine - chemical synthesis Adenine - pharmacology Adenosine Deaminase - chemistry Antiviral Agents - chemical synthesis Antiviral Agents - pharmacology Cyclopropanes - chemical synthesis Cyclopropanes - pharmacology Cytomegalovirus - drug effects Cytopathogenic Effect, Viral - drug effects Guanine - analogs & derivatives Guanine - chemical synthesis Guanine - pharmacology Hepatitis B virus - drug effects Herpesvirus 1, Human - drug effects Herpesvirus 2, Human - drug effects Herpesvirus 3, Human - drug effects Herpesvirus 4, Human - drug effects HIV-1 - drug effects Humans Purine Nucleosides - chemical synthesis Purine Nucleosides - pharmacology Stereoisomerism Structure-Activity Relationship Viral Plaque Assay
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