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Synthesis of Somatostatin Mimetics Based on 1-Deoxynojirimycin

✍ Scribed by Vincent Chagnault; Jérôme Lalot; Paul V. Murphy

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
355 KB
Volume
3
Category
Article
ISSN
1860-7179

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✦ Synopsis

Abstract

The synthesis of novel somatostatin mimetics from 1‐deoxynojirimycin (DNJ) is described. The dipeptide mimetic, which respectively displayed the side chains of tryptophan and lysine at the nitrogen and O6 atoms of the iminosugar scaffold is a ligand (K~i~=3.2 μM) for the human somatostatin receptor subtype 4 (hSSTR4) but has lower affinity (K~i~>100 μM) for hSSTR5. A benzylated analogue of the Trp‐Lys mimetic displays higher affinity for hSSTR5 (K~i~=5 μM).

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