title: New N-substituted hydrazones, derivatives of uridyl aldehyde.
abstract: N-substituted isomeric hydrazones of uridyl aldehyde have been synthesized. The occurrence of the dominant E isomers with respect to the azomethine group was confirmed by means of NMR spectroscopy. Synthesized hydrazones feature an acetonide moiety as a protection of two hydroxyl groups on the ribose part. The attempt to remove the protecting group resulted in an azo-hydrazone tautomeric mixture. The described compounds may be valuable chiral ligands for metal chelation. Assessment of manganese(II) ion affinity to one selected hydrazone was performed.
authors.affiliation: a Department of Organic Chemistry , Bioorganic Chemistry and Biotechnology, Silesian University of Technology , Gliwice , Poland.
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Kral
authors.affiliation: a Department of Organic Chemistry , Bioorganic Chemistry and Biotechnology, Silesian University of Technology , Gliwice , Poland.
authors.forename: Tadeusz
authors.initials: T
authors.lastname: Bieg
authors.affiliation: b Department of Chemical Organic Technology and Petrochemistry , Silesian University of Technology , Gliwice , Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Kudelko
authors.affiliation: c Laboratory of Bioinorganic Synthesis, Department of General and Inorganic Chemistry , University of Gdańsk , Gdańsk , Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Barabaś
authors.affiliation: c Laboratory of Bioinorganic Synthesis, Department of General and Inorganic Chemistry , University of Gdańsk , Gdańsk , Poland.
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Dąbrowska
authors.affiliation: a Department of Organic Chemistry , Bioorganic Chemistry and Biotechnology, Silesian University of Technology , Gliwice , Poland.
authors.forename: Ilona
authors.initials: I
authors.lastname: Wandzik
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002614:Chelating Agents / Q000737:chemistry; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D007536:Isomerism; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008345:Manganese / Q000378:metabolism; D014529:Uridine / Q000737:chemistry
chemical_list: D000447:Aldehydes; D002614:Chelating Agents; D006835:Hydrazones; D008024:Ligands; D008345:Manganese; D014529:Uridine
keywords: N-acyl hydrazone; Uridine; chelate formation