Synthesis of 5''-branched derivatives of cyclic ADP-carbocyclic-ribose, a potent Ca2+-mobilizing agent: The first antagonists modified at the N1-ribose moiety.
The 5''-branched cyclic ADP-carbocyclic-ribose derivatives were designed and synthesized. These target compounds were identified as the first antagonists of cADPR without a substituent at the adenine 8-position, and were shown to be stable due to the N1-carbocyclic-ribosyl structure.
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
Natsumi
N
Sakaguchi
Takashi
T
Kudoh
Takayoshi
T
Tsuzuki
Takashi
T
Murayama
Takashi
T
Sakurai
Akira
A
Matsuda
Mitsuhiro
M
Arisawa
Satoshi
S
Shuto
D000225:Adenine / Q000737:chemistry; D000246:Adenosine Diphosphate Ribose / Q000737:chemistry; D002118:Calcium / Q000737:chemistry; D020013:Calcium Signaling; D002626:Chemistry, Pharmaceutical / Q000379:methods; D036563:Cyclic ADP-Ribose / Q000031:analogs & derivatives* / Q000037:antagonists & inhibitors / Q000737:chemistry; D015195:Drug Design; D006863:Hydrogen-Ion Concentration; D008956:Models, Chemical; D010710:Phosphates / Q000737:chemistry; D012266:Ribose / Q000737:chemistry*; D015398:Signal Transduction; D013237:Stereoisomerism
D010710:Phosphates; C439996:cyclic ADP-carbocyclic-ribose; D036563:Cyclic ADP-Ribose; D000246:Adenosine Diphosphate Ribose; D012266:Ribose; D000225:Adenine; D002118:Calcium