Structural Modifications of cis-Glycofused Benzopyran Compounds and Their Influence on the Binding to Amyloid-β Peptide

Cristina Airoldi, Giuseppe D'Orazio, Barbara Richichi, Cinzia Guzzi, Veronica Baldoneschi, Laura Colombo, Mario Salmona, Cristina Nativi, Francesco Nicotra, Barbara La Ferla

Research output: Contribution to journalArticlepeer-review

Abstract

A small library of glycofused tricyclic compounds with a central pyran ring chemically modified in the position para to the ring oxygen has been synthesised. The influence of the chemical modification on the structural conformation of the compounds and on their ability to bind Aβ peptide has been evaluated respectively using molecular mechanics (MM) and molecular dynamics (MD) simulations, and STD NMR spectroscopy. The introduction of particularly polar/charged groups leads to the loss of binding ability, without a significant change in the conformation, whilst other substitutions does not significantly affect either the structural conformation or the binding.

Original languageEnglish
Pages (from-to)299-309
Number of pages11
JournalChemistry - An Asian Journal
Volume11
Issue number2
DOIs
Publication statusPublished - Jan 20 2016

Keywords

  • Alzheimer's disease
  • Aβ ligands
  • Aβ peptides
  • glycofused compounds
  • NMR binding studies

ASJC Scopus subject areas

  • Chemistry(all)

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