title: Synthesis and biological activities of cyclic ADP-carbocyclic-ribose and its analogs.
abstract: An efficient synthesis of cyclic ADP-carbocyclic-ribose (2), as a stable mimic for cyclic ADP-ribose, was achieved. Treatment of N1-carbocyclic-ribosyladenosine bisphosphate derivative 10 with AgNO3 in the presence of molecular sieves 3A in pyridine gave the desired cyclic product in 93% yield, which was deprotected to give the target cyclic ADP-carbocyclic-ribose (2).
authors.affiliation: Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Fukuoka
authors.forename: S
authors.initials: S
authors.lastname: Shuto
authors.forename: N
authors.initials: N
authors.lastname: Minakawa
authors.forename: Y
authors.initials: Y
authors.lastname: Ueno
authors.forename: A
authors.initials: A
authors.lastname: Matsuda
mesh_terms: D000246:Adenosine Diphosphate Ribose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology / Q000502:physiology; D036563:Cyclic ADP-Ribose / Q000031:analogs & derivatives; D018716:Molecular Mimicry
chemical_list: C439996:cyclic ADP-carbocyclic-ribose; D036563:Cyclic ADP-Ribose; D000246:Adenosine Diphosphate Ribose