Mechanistic aspects of the synergistic antiviral effect of xanthates and monocarbonic acids.
The xanthate tricyclodecan-9-yl-xanthogenate (D609) displays antiviral and antitumoral properties that are inversely proportional in vitro to the serum concentration. Accordingly, it has been found that D609 binds to serum albumin. Recently, we have reported that D609, in combination with undecanoic acid, has a synergistic antiviral effect, which appears, as shown here, to be due to competition for the same binding domain on serum albumin. Furthermore, undecanoic acid fosters the binding of D609 to the cell. Both the competition of D609 with monocarbonic acid for binding on serum albumin and the enhanced binding of xanthate to the cell are dependent, in accordance with previously reported results, on the chain length of the fatty acids. Eleven to 14 C-atoms (undecanoic, lauric and myristic acid) were found to be appropriate while shorter (C6) and larger (C18) monocarbonic acids were shown to lack synergistic properties.
Music
L
L
Institute for Virus Research, German Cancer Research Center, Heidelberg.
Müller-Decker
K
K
Amtmann
E
E
Sauer
G
G
D001667:Binding, Competitive; D001952:Bridged-Ring Compounds / Q000494:pharmacology*; D002853:Chromatography, Liquid; D004357:Drug Synergism; D005227:Fatty Acids / Q000494:pharmacology*; D009636:Norbornanes; D012710:Serum Albumin, Bovine / Q000378:metabolism; D013859:Thiocarbamates; D013871:Thiones / Q000494:pharmacology*; D014721:Vesicular stomatitis Indiana virus / Q000187:drug effects / Q000502:physiology; D014779:Virus Replication
D001952:Bridged-Ring Compounds; D005227:Fatty Acids; D009636:Norbornanes; D013859:Thiocarbamates; D013871:Thiones; C016173:undecanoic acid; D012710:Serum Albumin, Bovine; C046498:tricyclodecane-9-yl-xanthogenate