title: Synthesis of cyclic N (1)-pentylinosine phosphate, a new structurally reduced cADPR analogue with calcium-mobilizing activity on PC12 cells.
abstract: Cyclic N (1)-pentylinosine monophosphate (cpIMP), a novel simplified inosine derivative of cyclic ADP-ribose (cADPR) in which the N (1)-pentyl chain and the monophosphate group replace the northern ribose and the pyrophosphate moieties, respectively, was synthesized. The role played by the position of the phosphate group in the key cyclization step, which consists in the formation of a phosphodiester bond, was thoroughly investigated. We have also examined the influence of the phosphate bridge on the ability of cpIMP to mobilize Ca(2+) in PC12 neuronal cells in comparison with the pyrophosphate bridge present in the cyclic N (1)-pentylinosine diphosphate analogue (cpIDP) previously synthesized in our laboratories. The preliminary biological tests indicated that cpIMP and cpIDP induce a rapid increase of intracellular Ca(2+) concentration in PC12 neuronal cells.
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.
authors.forename: Ahmed
authors.initials: A
authors.lastname: Mahal
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.
authors.forename: Stefano
authors.initials: S
authors.lastname: D'Errico
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.
authors.forename: Nicola
authors.initials: N
authors.lastname: Borbone
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.
authors.forename: Brunella
authors.initials: B
authors.lastname: Pinto
authors.affiliation: Dipartimento di Neuroscienze e Scienze Riproduttive ed Odontostomatologiche, Università degli Studi di Napoli Federico II, Via Pansini 5, 80131 Napoli, Italy.
authors.forename: Agnese
authors.initials: A
authors.lastname: Secondo
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.
authors.forename: Valeria
authors.initials: V
authors.lastname: Costantino
authors.affiliation: Dipartimento di Neuroscienze e Scienze Riproduttive ed Odontostomatologiche, Università degli Studi di Napoli Federico II, Via Pansini 5, 80131 Napoli, Italy.
authors.forename: Valentina
authors.initials: V
authors.lastname: Tedeschi
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.
authors.forename: Giorgia
authors.initials: G
authors.lastname: Oliviero
authors.affiliation: Dipartimento di Scienze Chimiche, Università degli Studi di Napoli Federico II, Napoli, Italy.
authors.forename: Vincenzo
authors.initials: V
authors.lastname: Piccialli
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131, Napoli, Italy.|Institute of Protein Biochemistry, National Council Research of Italy, Via Pietro Castellino 111, 80131 Napoli, Italy.
authors.forename: Gennaro
authors.initials: G
authors.lastname: Piccialli
keywords: cIDPR analogues; calcium mobilization; cyclic ADP-ribose (cADPR); cyclization