alexa β-strand Mimicry: Exploring Oligothienylpyridine Foldamers | 66618
ISSN: 2161-0444

Medicinal Chemistry
Open Access

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6th World Congress on Medicinal Chemistry and Drug Design

Jana Sopkova-de Oliveira Santos, Marie Jouanne, Anne Sophie Voisin-Chiret, Remi Legay, Sebastien Coufourier and Sylvain Rault
University of Caen Normandy, France
ScientificTracks Abstracts: Med Chem (Los Angeles)
DOI: 10.4172/2161-0444-C1-030
Abstract
Protein-protein interactions (PPIs) are involved in many cellular processes; consequently, the discovery of small molecules as modulators of PPIs has become a challenge in medicinal chemistry. Structural mimetics of protein secondary structures could maintain or restore biological functions and should possess biological activity. Actually, the most challenging classes of PPIs are those mediated by β-sheet, which are implicated in a number of diseases. Only a few β-strand mimics have been published to date. This study presents an evaluation of oligothienylpyridyl scaffolds in view of their ability for β-strand mimicry. We have observed that a coplanar arrangement in thienylpyridyl systems can be obtained in several different ways. The presence of a nitrogen and sulfur atom in the junction vicinity introduces a coplanar arrangement as well as the presence on the nitrogen atom in the non-orthosubstituted systems. The introduction of an ortho substituent in a system with a nitrogen atom in the junction vicinity perturbs the two rings somewhat, but the system can achieve the coplanar arrangement, because the energy barrier is very low. The same behavior was observed in a non-ortho-substituted biaryl with only a sulfur atom in the junction vicinity. The X-ray structures showed that the compounds have a tendency to adopt a nearly coplanar conformation and the positions of methyl substituents coincide well with those of i, i + 2nd or i, i + 4th β-strand side chains. Therefore, the thienylpyridine scaffold opens the way to produce coplanar compounds mimicking β-strand side-chain distributions.
Biography

Jana Sopkova-de Oliveira Santos has completed her PhD from the University Paris XI (Orsay) and University of Charles (Prague). Since 2012, she is a Professor of General Chemistry and Biophysics at the University of Caen Normandy. She has published more than 110 papers in reputed journals.

Email: [email protected]

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