Details

Autor(en) / Beteiligte

• Lepage, Mathieu L
• Meli, Alessandra
• Bodlenner, Anne
• Tarnus, Céline
• De Riccardis, Francesco
• Izzo, Irene
• Compain, Philippe

Titel

Synthesis of the first examples of iminosugar clusters based on cyclopeptoid cores

Ist Teil von

• Beilstein journal of organic chemistry, 2014-06, Vol.10 (1), p.1406-1412

Ort / Verlag

Germany: Beilstein-Institut

Erscheinungsjahr

2014

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• Cyclic N-propargyl α-peptoids of various sizes were prepared by way of macrocyclizations of linear N-substituted oligoglycines. These compounds were used as molecular platforms to synthesize a series of iminosugar clusters with different valency and alkyl spacer lengths by means of Cu(I)-catalysed azide-alkyne cycloadditions. Evaluation of these compounds as α-mannosidase inhibitors led to significant multivalent effects and further demonstrated the decisive influence of scaffold rigidity on binding affinity enhancements.