175293-40-0Relevant academic research and scientific papers
Thiazoline acid derivatives
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, (2008/06/13)
Thiazoline acids and derivatives useful as chelators of trivalent metals in therapeutic applications have been prepared.
Synthesis and biological evaluation of naphthyldesferrithiocin iron chelators
Bergeron, Raymond J.,Wiegand, Jan,Wollenweber, Markus,McManis, James S.,Algee, Samuel E.,Ratliff-Thompson, Katie
, p. 1575 - 1581 (2007/10/03)
The synthesis and iron-clearing properties of the naphthyldesferrithiocins 2-(2'-hydroxynaphth-1'-yl)-Δ2-thiazoline-(4R)-carboxylic acid, 2-(2'- hydroxynaphth-1'-yl)-Δ2-thiazoline-(4S)-carboxylic acid, 2-(3'- hydroxynaphth-2'-yl)-Δ2-thiazoline-(4R)-carboxylic acid, and 2-(3'- hydroxynaphth-2'-yl)-Δ2-thiazoline-(4S)-carboxylic acid are described. While the bile duct-cannulated rat model clearly demonstrates that the 3'- hydroxynaphth-2'-yl compounds are orally active iron-clearing agents and the corresponding 2'-hydroxynaphthyl-1'-yl compounds are not, in the primate model none of the benz-fused desazadesferrithiocin analogues are active. Oral versus subcutaneous administration of these ligands strongly suggests that metabolism is a key issue in their iron-clearing properties and that these benz-fused desferrithiocins are not good candidates for orally active iron- clearing drugs.
