Synthesis, conformation, and antiviral activity of 5-methoxymethyl-2'-deoxycytidine analogs.
Analogs of 5-methoxymethyl-2'-deoxycytidine, MMdCyd (1) by substitution at N4 were synthesized to impart resistance against deamination. The anti HSV-1 activity and solution conformation of analogs were determined. N4-Butanoyl-MMdCyd (10) was a potent inhibitor of HSV-1 replication while N4-hexanoyl-MMdCyd (11), N4-propanoyl-MMdCyd (9) and N4-acetyl-MMdCyd (8) had good activity against HSV-1 replication. All other analogs were devoid of activity against HSV-1.
Department of Chemistry, United Arab Emirates University, Al Ain, UAE. WajdiZ@uaeu.ac.ae
Wajdi M
WM
Zoghaib
Shajan
S
Mannala
V Sagar
VS
Gupta
Guy
G
Tourigny
R Stephen
RS
Reid
D000998:Antiviral Agents / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D002851:Chromatography, High Pressure Liquid; D018360:Crystallography, X-Ray; D003641:Deamination / Q000187:drug effects; D003841:Deoxycytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D004355:Drug Stability; D018259:Herpesvirus 1, Human / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure
D000998:Antiviral Agents; D003841:Deoxycytidine; C071169:5-methoxymethyl-2-deoxycytidine