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.

Airoldi, C., D'Orazio, G., Richichi, B., Guzzi, C., Baldoneschi, V., Colombo, L., et al. (2016). Structural modifications of cis-glycofused benzopyran compounds and their influence on the binding to amyloid-β peptide. CHEMISTRY - AN ASIAN JOURNAL, 11(2), 299-309 [10.1002/asia.201501114].

Structural modifications of cis-glycofused benzopyran compounds and their influence on the binding to amyloid-β peptide

AIROLDI, CRISTINA
Primo
;
D'ORAZIO, GIUSEPPE
Secondo
;
GUZZI, CINZIA;NICOTRA, FRANCESCO
Penultimo
;
LA FERLA, BARBARA
Ultimo
2016

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.
Articolo in rivista - Articolo scientifico
Alzheimer's disease; Aβ ligands; Aβ peptides; glycofused compounds; NMR binding studies;
English
2016
11
2
299
309
reserved
Airoldi, C., D'Orazio, G., Richichi, B., Guzzi, C., Baldoneschi, V., Colombo, L., et al. (2016). Structural modifications of cis-glycofused benzopyran compounds and their influence on the binding to amyloid-β peptide. CHEMISTRY - AN ASIAN JOURNAL, 11(2), 299-309 [10.1002/asia.201501114].
File in questo prodotto:
File Dimensione Formato  
asian.pdf

Solo gestori archivio

Tipologia di allegato: Publisher’s Version (Version of Record, VoR)
Dimensione 3.6 MB
Formato Adobe PDF
3.6 MB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/93640
Citazioni
  • Scopus 18
  • ???jsp.display-item.citation.isi??? 18
Social impact