Improving the oral bioavailability of the iron chelator HBED by breaking the symmetry of the intramolecular H-bond network

…, C Spanka, T Sergejew, V Tschinke

文献索引：Faller, Bernard; Spanka, Carsten; Sergejew, Thomas; Tschinke, Vincenzo Journal of Medicinal Chemistry, 2000 , vol. 43, # 8 p. 1467 - 1475

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被引用次数: 32

摘要

Physicochemical analysis and Monte Carlo simulations were used to identify structural features which prevent oral absorption of HBED, a potent iron chelator. In water the dominant conformations of HBED involve the hydrophobic collapse of the two aromatic rings. These conformations are favored in polar media because they expose the polar phenolic hydroxy groups to the solvent and partially shield the nonpolar aromatic rings. In ...