Diazabicyclo analogues of maraviroc : synthesis, modeling, NMR studies and antiviral activity
Articolo
Data di Pubblicazione:
2017
Citazione:
Diazabicyclo analogues of maraviroc : synthesis, modeling, NMR studies and antiviral activity / L. Legnani, D. Colombo, A. Venuti, C. Pastori, L. Lopalco, L. Toma, M. Mori, G. Grazioso, S. Villa. - In: MEDCHEMCOMM. - ISSN 2040-2503. - 8:2(2017 Feb), pp. 422-433. [10.1039/C6MD00575F]
Abstract:
Two diazabicyclo analogues of maraviroc, in which the azabicyclooctane moiety is replaced by diazabicyclooctane or diazabicyclononane, were synthesized and tested, through a viral neutralization assay, on a panel of six pseudoviruses. The diazabicyclooctane derivative maintained a significant infectivity reduction power, whereas the diazabicyclononane was less effective. Biological data were rationalized through a computational study that allowed the conformational preferences of the compounds to be determined and a correlation between the inhibitory activity, the bridge length of the bicycle, and the rotational barrier around dihedral angle τ7 to be hypothesized. A high-field NMR analysis supported the modeling results.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
L. Legnani, D. Colombo, A. Venuti, C. Pastori, L. Lopalco, L. Toma, M. Mori, G. Grazioso, S. Villa
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