Synthesis and pharmacological activities of 2-alkynyl- and 2-alkenyladenine nucleosides.
A variety of 2-alkynyladenosines (2a-1) were evaluated for biological activity in antiallergic and cardiovascular tests. Compounds bearing 2-C identical to CCH(R)OH side-chain structure exhibited the most potent antiallergic activity at 0.4 mg/kg iv, in rat. These compounds, however, possessed hypotensive activity accompanied by a decrease in heart rate. Compounds substituted at the 2-position by n-pentynyl, n-hexynyl and n-octynyl showed potent hypotensive effect without showing antiallergic activity and a decrease in heart rate. Synthesis and pharmacological activities of 2-alkenyl-adenosines and 2-alkynyl-2'-deoxy- or 3'-deoxyadenosines were also described.
Matsuda
A
A
Shinozaki
M
M
Miyasaka
T
T
Abiru
T
T
Ueda
T
T
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D000475:Alkenes / Q000138:chemical synthesis; D000480:Alkynes / Q000138:chemical synthesis; D000818:Animals; D006339:Heart Rate / Q000187:drug effects; D006634:Histamine H1 Antagonists; D013329:Structure-Activity Relationship
D000475:Alkenes; D000480:Alkynes; D006634:Histamine H1 Antagonists; D000241:Adenosine