Synthesis and anti-virus activity of some nucleosides analogues.
New 3'-, 5'-, 5-bromo-2'-deoxyuridine (3a-g) and 3'-, 5'-thymidine (4a-i) analogues with amino acid and peptide residues were synthesized and evaluated for antiviral activity. The influence of long peptide chains, essential amino acids and the effect of this structural modification on the antiviral activity has been also reported. Three 5-bromo-2'-deoxyuridine derivatives containing glycyl-, glycyl-glycyl- and glycyl-glycyl-glycyl- residues (3a, 3b, 3c) showed a strong activity against the herpes virus PsRV and a moderate one vs. HSV-1. The corresponding thymidine analogues were considerably less effective, and only compounds 4d and 4h showed a borderline effect against PsRV.
Stankova
I G
IG
Department of Chemistry, South-West University Neofit Rilski, Blagoevgrad, Bulgaria. ivankast@aix.swu.bg
Simeonov
M F
MF
Maximova
V
V
Galabov
A S
AS
Golovinsky
E V
EV
D000596:Amino Acids; D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001973:Bromodeoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002478:Cells, Cultured; D002642:Chick Embryo; D002645:Chickens; D015195:Drug Design; D005347:Fibroblasts / Q000166:cytology / Q000821:virology; D006678:HIV / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D011558:Herpesvirus 1, Suid / Q000187:drug effects; D006801:Humans; D009980:Influenza A virus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D010455:Peptides; D013329:Structure-Activity Relationship; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000596:Amino Acids; D019380:Anti-HIV Agents; D000998:Antiviral Agents; D010455:Peptides; D001973:Bromodeoxyuridine; D013936:Thymidine