ИСТИНА

It has been demonstrated that β-peptides can adopt stable conformations resemble those of natural peptides, however, difference in the structure of the main chain chiral centers makes β-peptides inherently resistant to the proteolysis mediated by natural enzymes [1]. These peculiar properties of β-peptide molecules turn it to be attractive objects for the drug design. Recently novel β-proline oligomers made of 5-phenylpyrrolidine-2,4-dicarboxylate monomeric units have been synthesized [2]. Steric control over the cycloaddition reaction allowed synthesizing well-defined oligomers with a distinct alteration of pyrrolidine ring stereogenic centers between adjacent monomeric units (Figure 1). Anticancer activity against hormone-refractory prostate cancer was demonstrated for several alternating β-peptides [3]. These findings rationalize detailed structural studies aiming to collect information for peptide's bioactivity enhancement. Three-dimensional structures for the novel β-proline oligomers including up to 5 residues have been solved using solution NMR spectroscopy [4]. This work was supported by Russian Science Foundation (grant 18-73-00068). 1 D. Seebach; M. Overhand; F. N. M. Kuhnle; B. Martinoni; L. Oberer; U. Hommel; H. Widmer. Helv. Chim. Acta. 1996, 79, 913–941. 2 K. V. Kudryavtsev; P. M. Ivantcova; A. V. Churakov; S. Wiedmann; B. Luy; C. Muhle-Goll; N. S. Zefirov; S. Brase. Angew. Chem. Int. Ed. 2013, 52, 12736-12740. 3 M.-L. Chan; C.-C. Yu; J.-L. Hsu; W.-J. Leu; S.-H. Chan; L.-C. Hsu; S.-P. Liu; P. M. Ivantcova; Ö. Dogan; S. Bräse; K. V. Kudryavtsev and J.-H. Guh. Oncotarget 2017, 8 (57), 96668-966683. 4 A.B. Mantsyzov; O.Y. Savelyev; P.M. Ivantcova; S. Bräse; K.V. Kudryavtsev; V.I. Polshakov. Frontiers in Chemistry, 2018, 6(91), 1-12.