Imidazo[1,2-a]pyridine derivatives as antiviral agents: biological assays and NMR study of their interactions with membranes and oligonucleotides.
Three potentially antiviral imidazo[1,2-a]pyridine derivatives of increasing hydrophilicity were tested in their interactions with model membranes and synthetic oligonucleotides. It was shown that the most hydrophobic derivative [1], located in the depth of the bilayer only induces minor membrane damages. The molecule [2], only poorly hydrophobic, integrates also the bilayer in the medium part of the chains while the most hydrophilic [3] exhibits fluidizing and slightly detergent properties. In the presence of synthetic oligonucleotide ACATGT no intercallation of the three derivatives was evidenced. By considering their antiviral activity in the absence of evident mitogenic properties, another mechanism of action was proposed.
Debouzy
J C
JC
CRSSA, Département des Radiations non Ionisantes, La Tronche cedex-France.
Gueiffier
A
A
Fauvelle
F
F
Lhassani
M
M
Kerbal
A
A
Peinnequin
A
A
Dejean
E
E
Neirinck
V
V
Bachelet
C
C
Chapat
J P
JP
D000998:Antiviral Agents / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D008051:Lipid Bilayers / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008567:Membranes, Artificial; D009841:Oligonucleotides / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*
D000998:Antiviral Agents; D007093:Imidazoles; D008051:Lipid Bilayers; D008567:Membranes, Artificial; D009841:Oligonucleotides; D011725:Pyridines