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.

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Bibliographic Details
Published inBioorganic & medicinal chemistry letters Vol. 18; no. 13; pp. 3814 - 3818
Main Authors SAKAGUCHI, Natsumi, KUDOH, Takashi, TSUZUKI, Takayoshi, MURAYAMA, Takashi, SAKURAI, Takashi, MATSUDA, Akira, ARISAWA, Mitsuhiro, SHUTO, Satoshi
Format Journal Article
LanguageEnglish
Published Oxford Elsevier 01.07.2008
Subjects
Adenine - chemistry
Adenosine Diphosphate Ribose - chemistry
Biological and medical sciences
Calcium - chemistry
Calcium Signaling
Chemistry, Pharmaceutical - methods
Cyclic ADP-Ribose - analogs & derivatives
Cyclic ADP-Ribose - antagonists & inhibitors
Cyclic ADP-Ribose - chemistry
Drug Design
Hydrogen-Ion Concentration
Medical sciences
Miscellaneous
Models, Chemical
Pharmacology. Drug treatments
Phosphates - chemistry
Ribose - chemistry
Signal Transduction
Stereoisomerism
Purine nucleotide
Calcium Ions
Branched compound
In vitro
cADPR,Nucleotide,Second messenger,Ca2+-mobilization
Signal transduction
Calcium ion
Structure activity relation
Second messenger
Cyclic nucleotide
Antagonist
Chemical synthesis
Ribonucleotide
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2008.04.083