Molecular structure and biological and pharmacological properties of 3-hydroxy-2-methyl-1-(beta-D-ribofuranosyl or pyranosyl)-4-pyridinone: potential iron overload drugs for oral administration.
Replacing alkyl groups by sugar moieties at N-1 position of 3-hydroxy-2-methyl-4-pyridinone did not affect the geometry of the iron chelating sites but increased the hydrophilic nature. The formation of a polymer cluster through the intermolecular hydrogen bonds was also revealed by X-ray crystal structure analysis for the first time in all known 3-hydroxy-4-pyridinone crystal structures. Iron removal from ferritin by the title compounds was more efficient than with DFO.
Liu
G
G
Radiobiology Division, University of Utah, Salt Lake City 84112, USA.
Bruenger
F W
FW
Miller
S C
SC
Arif
A M
AM
D000284:Administration, Oral; D005293:Ferritins / Q000378:metabolism; D007502:Iron Chelating Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D019190:Iron Overload / Q000188:drug therapy*; D011728:Pyridones / Q000138:chemical synthesis* / Q000494:pharmacology
D007502:Iron Chelating Agents; D011728:Pyridones; D005293:Ferritins