Influence of regioisomerism on stability, formation kinetics and ascorbate oxidation preventive properties of Schiff bases derived from pyridinecarboxylic acids hydrazides and pyridoxal 5′-phosphate

Dephosphorylation of pyridoxal 5′‐phosphate‐derived Schiff bases in the presence of bovine alkaline phosphatase

“…However, the loss of 31 P NMR signal quality was much less as phosphate remains dissolved. 31 P NMR chemical shifts obtained for hydrazones are in good agreement with the previously reported data: 3.85 ppm for PLP-F2H (3.83 ppm), 28 3.68 ppm for PLP-T2H (3.69 ppm), 28 3.80 ppm for PLP-3NH (3.76 ppm) 10 and 3.77 ppm for PLP-PRZ (3.79 ppm). 29 At pH 10, phosphate exists in the solution as HPO 4 2predominantly.…”

“…5 Hydrazones derived from 3-hydroxy-2-methyl-5-[(phosphonoxy)methyl]-4-pyridinecarboxaldehyde (pyridoxal 5′phosphate, PLP) were shown to have biological activity, for example, antimycobacterial, 7 antiproliferative, 8 and antioxidant due to the prevention of Fenton-like reactions. 9,10 They can be used for the treatment of Wilson disease and thalassemia. 9,11 However, the hydrazones formed by pyridoxal (PL) or PLP might also prove harmful due to their metal-chelating properties.…”

“…Therefore, the enzymatic dephosphorylation of pyridoxal 5′phosphate derivatives is probably an important step of hydrazones metabolism in either liver or guts influencing their bioavailability and/or excretion. Different luminescent properties of PLP 10 and PL 15 hydrazones combined with the elevated levels of APs in the pathologic tissues provide a possible way to use these compounds as fluorescent bioimaging agents.…”

Isothermal titration calorimetry investigation of the interactions between vitamin B6-derived hydrazones and bovine and human serum albumin

“…Hydrazones derived from pyridoxal-5-phosphate and pyrazine-2-carboxylic, 4-pyridinecarboxylic, hydrazide 2-furoic acids, namely pyridoxal-5ʹ-phosphate pyrazine-2-carbohydrazone (PLP-PRZ), pyridoxal-5ʹ-phosphate isonicotinoylhydrazone (PLP-INH) and pyridoxal-5ʹ-phosphate 2-furoylcarbohydrazone (PLP-2FH), were synthesized as previously reported [24]. Their purity was controlled through 1 H NMR spectroscopy.…”

New ligand metal complexes study: synthesis, spectroscopic, DFT, and docking studies, and molecular structure

“…Many natural and synthetic peptides with interesting biological functions are being described on a regular basis. [6][7][8][9][10][11] Synthetically, active linear peptides can be converted into their cyclic congeners, or peptidomimetics, by attaching one end of the peptide to the other with an amide bond between the amino and carboxyl termini N-to-C (or head-to-tail). Due to their ability to bind and transport metal ions, macrocyclic peptide ligands with additional donor atoms attached to the ring have piqued interest.…”