Synthetic pyridopurines derived from food pyrolysis products: intercalation, interactions with membranes, cyclodextrin complexation, and biological mitogenic properties.
Crucial conditions for the pharmacological use of active compounds are their ability to cross the biological barriers and reach their intracellular target. In the case of two antiviral pyridopurine derivatives, 1 and 2, this included essentially the membranes and the nucleic acids. Thus the interactions of 1 and 2 with model membranes and oligonucleotides were studied using NMR spectroscopy. It was found that these hydrophobic molecules can be incorporated into the model membranes at the terminal methyl group level, inducing dynamic perturbations in the bilayer. In the presence of the synthetic oligonucleotide ACATGT, both molecules can intercalate aspecifically in AT and GC systems. Inclusion complexes of 1 and 2 beta-cyclodextrins with a 1:1 stoichiometry, were also prepared. This led to to propose two galenic forms 1 and 2, i.e. included in phospholipid vesicles in the form of a beta-cyclodextrin complex
Debouzy
J C
JC
CRSSA, Départment des Radiations non Ionisantes, La Tronche, France.
Gueiffier
A
A
Fauvelle
F
F
Viols
H
H
Dejean
E
E
Neirinck
V
V
Peinnequin
A
A
Bachelet
C
C
Perly
B
B
Chapat
J P
JP
D000588:Amines / Q000737:chemistry*; D003505:Cyclodextrins / Q000737:chemistry*; D004134:Dimyristoylphosphatidylcholine / Q000737:chemistry; D005502:Food; D009682:Magnetic Resonance Spectroscopy; D004364:Pharmaceutical Preparations / Q000737:chemistry*
D000588:Amines; D003505:Cyclodextrins; D004364:Pharmaceutical Preparations; D004134:Dimyristoylphosphatidylcholine