O-((Ferrocenyl)(3-fluorophenyl)methyl)hydroxylamine

Based on the diaryl hydroxylamine scaffold, which exhibits the potential to inhibit all three enzymes of the first step of the kynurenine pathway, the main tryptophan degradation pathway in mammals, which is often activated in cancer, we report herein the synthesis of a ferrocenyl analogue as an att...

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Bibliographic Details
Published in:MolBank 2022-03, Vol.2022 (1), p.M1346
Main Authors: Foscolos, Angeliki S., Georgiou, Maria, Papadopoulos, Minas S., Chiotellis, Aristeidis
Format: Article
Language:English
Subjects:
bioisosteric replacement
Chromatography
diaryl hydroxylamine
ferrocene
kynurenine pathway
Pharmaceutical sciences
Scaffolds
Solvents
Tryptophan
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Summary:Based on the diaryl hydroxylamine scaffold, which exhibits the potential to inhibit all three enzymes of the first step of the kynurenine pathway, the main tryptophan degradation pathway in mammals, which is often activated in cancer, we report herein the synthesis of a ferrocenyl analogue as an attempt to improve the scaffold’s pan-inhibitory potency through the isosteric replacement of a phenyl group with the ferrocenyl moiety. The synthetic methodology followed gives access to O-((ferrocenyl)(aryl)methyl)hydroxylamines, a class of compounds not yet reported in the literature.
ISSN:1422-8599
1422-8599
DOI:10.3390/M1346