Synthesis and immunostimulatory activity of 8-substituted amino 9-benzyladenines as potent Toll-like receptor 7 agonists.
Several 9-benzyl adenine derivatives bearing various substituted amines at the 8-position have been prepared and evaluated for interferon induction in peripheral blood mononuclear cells (PBMC) from healthy human donors. The 8-bromoadenine derivative 5 was used as a versatile intermediate for all substitutions. The most active 8-substituted amino compound was found to be the 8-morpholinoethylamino derivative 19 which had an EC(50) in the submicromolar range.
Jin
Guangyi
G
Moores Cancer Center, University of California, San Diego, La Jolla, 92093-0820, USA.
Wu
Christina C N
CC
Tawatao
Rommel I
RI
Chan
Michael
M
Carson
Dennis A
DA
Cottam
Howard B
HB
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000586:Amination; D006801:Humans; D007962:Leukocytes / Q000187:drug effects; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D051199:Toll-Like Receptor 7 / Q000819:agonists* / Q000276:immunology*
D051199:Toll-Like Receptor 7; C055872:9-benzyladenine; D000225:Adenine