SYNTHESIS AND BIOLOGICAL ACTIVITIES OF CYCLIC ADP-CARBOCYCLIC-RIBOSE AND ITS ANALOGS

Masayoshi Fukuoka Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo, 060-0812, Japan

Satoshi Shuto Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo, 060-0812, Japan

Noriaki Minakawa Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo, 060-0812, Japan

Yoshihito Ueno Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo, 060-0812, Japan

Akira Matsuda Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo, 060-0812, Japan

Abstract

An efficient synthesis of cyclic ADP-carbocyclic-ribose (2), as a stable mimic for cyclic ADP-ribose, was achieved. Treatment of N ¹-carbocyclic-ribosyla-denosine 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).

ACKNOWLEDGEMENT

This investigation was supported in part by a Grant from the Ministry of Education, Science, Sports, and Culture of Japan.

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SYNTHESIS AND BIOLOGICAL ACTIVITIES OF CYCLIC ADP-CARBOCYCLIC-RIBOSE AND ITS ANALOGS

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SYNTHESIS AND BIOLOGICAL ACTIVITIES OF CYCLIC ADP-CARBOCYCLIC-RIBOSE AND ITS ANALOGS

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ACKNOWLEDGEMENT

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