3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
The direct alkylation of adenine at the 3 position has been extended to produce series of 3-alkyl-, 3-allyl-, and 3-(substituted benzyl)adenines. When these compounds were tested for enzyme inhibition and antiviral activity in vitro, 3-n-pentyladenine was found to be the most active compound in inhibiting the enzyme dopamine-beta-hydroxylase, and 3-(2-bromobenzyl)adenine showed the most striking inhibition of multiplication of Vaccinia virus and of Herpes simplex virus in tissue culture.
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis*; D004299:Dopamine beta-Hydroxylase / Q000037:antagonists & inhibitors; D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D005761:Gastroenteritis, Transmissible, of Swine / Q000188:drug therapy; D008722:Methods; D051379:Mice; D018139:Simplexvirus / Q000187:drug effects; D013329:Structure-Activity Relationship; D013552:Swine; D014616:Vaccinia virus / Q000187:drug effects; D010948:Viral Plaque Assay
D000998:Antiviral Agents; D004791:Enzyme Inhibitors; D004299:Dopamine beta-Hydroxylase; D000225:Adenine