- Method for synthesis of desferrioxamine B, analogs and homologs thereof
-
Synthesis of desferrioxamine B and analogs and homologs thereof beginning with O-protected, N-protected hydroxylamine, which is N-alkylated to produce a protected N-4-cyanoalkylhydroxylamine which is acylated with a suitable anhydride. The resulting half-
- -
-
-
- Synthesis and biological evaluation of hydroxamate-based iron chelators
-
A new and versatile route to desferrioxamine B (DFO, 1) is described. Hydroxamate reagent 4 was elaborated in a series of high yield steps to the tert-butoxycarbonyl nitrile 11, which provided DFO in three transformations. The intermediate 11 could also be utilized in the preparation of DFO analogues which contain terminal N-acyl groups other than acetyl. The methodology was further employed in the syntheses of the DFO polyether analogues 2 and 3, beginning with the 3,6,9-trioxadecylation of N-(tert- butoxycarbonyl)-O-benzylhydroxylamine. Polyethers 2 and 3 are neutral molecules, which are somewhat more lipophilic than the parent DFO. Polyether hydroxamate 2 was shown to be nearly 3 times as effective as desferrioxamine at clearing iron in rats.
- Bergeron,Wiegand,McManis,Perumal
-
p. 3182 - 3187
(2007/10/02)
-
- THE TOTAL SYNTHESIS OF DESFERRIOXAMINES E AND G
-
The total syntheses of the hexacoordinate amino acid, 32-amino-5,16,27-trihydroxy-4,12,15,23,26-pentaoxo-5,11,16,22,27-pentaazadotriacontanoic acid (desferrioxamine G) and the corresponding macrocyclic lactam 1,12,23-trihydroxy-1,6,12,17,23,28-hexaazacycl
- Bergeron, R. J.,McManis, J. S.
-
p. 5881 - 5888
(2007/10/02)
-