Acyclonucleoside iron chelators of 1-(2-hydroxyethoxy)methyl-2-alkyl-3-hydroxy-4-pyridinones: potential oral iron chelation therapeutics.
The method of synthesizing acyclonucleoside iron chelators is both convenient and cost effective compared to that of synthesizing ribonucleoside iron chelators. The X-ray crystal structural analysis shows that the 2-hydroxyethoxymethyl group does not affect the geometry of the iron chelating sites. Therefore, the iron binding and removal properties of the acyclonucleoside iron chelators should remain similar to the ribonucleoside iron chelators, which is confirmed by the titration and competition reaction of the acyclonucleoside chelators with iron and ferritin, respectively. The acyclonucleoside iron chelators are more lipophilic with measured n-octanol and Tris buffer distribution coefficients than ribonucleoside iron chelators.
Liu
Gang
G
Radiobiology Division, University of Utah, Salt Lake City, Utah 84108, USA. gang.liu@m.cc.utah.edu
Men
Ping
P
Kenner
Gerry H
GH
Miller
Scott C
SC
Bruenger
Fred W
FW
D015913:Chelation Therapy; D018360:Crystallography, X-Ray; D006801:Humans; D007501:Iron; D007502:Iron Chelating Agents / Q000737:chemistry* / Q000627:therapeutic use*; D019190:Iron Overload / Q000188:drug therapy*; D008958:Models, Molecular; D015394:Molecular Structure; D011728:Pyridones / Q000737:chemistry*
D007502:Iron Chelating Agents; D011728:Pyridones; D007501:Iron