Beilstein J. Org. Chem.2015,11, 2689–2695, doi:10.3762/bjoc.11.289
neuronal cells.
Keywords: calcium mobilization; cIDPRanalogues; cyclic ADP-ribose (cADPR); cyclization; Introduction
Nucleosides and nucleotides (NNs) are widely used as key intermediates and important core structures in the field of synthetic medicinal chemistry [1][2]. They represent versatile
synthesis of a variety of cIDPRanalogues. In particular, the N1, N9 and C8-substituted cIDPR were the most interesting [24][25][26][27][28][29][30][31][32][33]. In the last few years several cIDPRanalogues were also synthesized in our laboratory [34][35][36][37]. Among these, the N1-pentyl analogue cpIDP
transient increase of intracellular concentration of Ca2+ when added to the cells, thus demonstrating their ability to cross the plasma membrane.
Results and Discussion
Chemistry
The key step for the preparation of all cADPR/cIDPRanalogues is the macrocyclization via pyrophosphate bond formation, which is
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Graphical Abstract
Figure 1:
Structures of cADPR (1), cIDPR (2), cpIDP (3) and cpIMP (4).