Issue 36, 2018

Tuning the biomimetic performances of 4-hydroxyproline-containing cyclic peptoids

Abstract

Five new cyclic peptoids containing (2S,4R)-4-hydroxyproline (Hyp) residues have been designed and synthesized using a mixed “submonomer/monomer” approach. Alkali metal cation affinities and ion transport activities were assessed by experimental (NMR and HPTS assay in liposomes) and computational methods. Easy functionalization of hydroxyproline residues afforded a bouquet of cyclic oligomers showing correlation between ion transport abilities and cytotoxic activities on selected human cancer cell lines.

Graphical abstract: Tuning the biomimetic performances of 4-hydroxyproline-containing cyclic peptoids

Supplementary files

Article information

Article type
Paper
Submitted
27 Jun 2018
Accepted
19 Aug 2018
First published
27 Aug 2018

Org. Biomol. Chem., 2018,16, 6708-6717

Tuning the biomimetic performances of 4-hydroxyproline-containing cyclic peptoids

R. Schettini, C. Costabile, G. Della Sala, J. Buirey, M. Tosolini, P. Tecilla, M. C. Vaccaro, I. Bruno, F. De Riccardis and I. Izzo, Org. Biomol. Chem., 2018, 16, 6708 DOI: 10.1039/C8OB01522H

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