Pyridinol hydrochlorides

Acid hydrolysis of 5-amino-5-deoxy-l,2-0-isopropylidene-o -D-xy-lofuranose (15) might be expected to afiFord 5-amino-5-deoxy-D-xylose, but instead, at 70 , 3-pyridinol (21) is the main product. If the acid hydrolysis of compound 15 is conducted at room temperature, there is obtained, besides 3-pyridinol (21), the crystalline hydrochloride of l-amino-l,5-anhydro-l-deoxy-D-fhreo-pentulose hydrate (22). The crystalline hydrate exhibits no carbonyl band in its infrared and ultraviolet spectra. The water content cannot be removed without decomposition of the compound, and is, therefore, water of constitution. The nuclear magnetic resonance spectrum of 22 lacks the signal characteristic of an anomeric proton. The free ketone group is, however, detectable by the preparation of a (2,4-dinitrophenyl)-hydrazone. 

A-Benzyloxycarbonylamino acids and 3-pyridinol form 3-pyridyl esters in the presence of dioyclohe lcaibodiiinide. The esters in ethyl acetate are treated with an amino acid ethyl ester hydrochloride and triethylamine to give peptides... 

Hyperglycemia-induced oxidative stress has an important role in the pathogenesis of diabetic complications. Human monocytes exposed to 2-deoxy-D-ribose exhibited loss of cell viability, overproduction of ROS, depletion of glutathione, and apoptosis. Treatment with PLP inhibited these as well as lipid peroxidation and protein oxidation (4). Pyridoxine has a very high level of quenching of hydroxyl radicals (5). Mono- and bicyclic amino pyridinols have been synthesized from pyridoxine hydrochloride and have been shown to have antioxidant properties (6). 

C7HsNOa, Pyridine-2,3-dicarboxylic acid, 39B, 175 40B, 222 C7H5NO5, 2,6-Dicarboxypyridine N-oxide, 43B, 293 C7H7CI2NO, 3,5-Dichloro-2,6-dimethyl-4-pyridinol, 38B, 260 C7H7NO3, 2-Carboxy-6-methylpyridine N-oxide, 41B, 277 C7H7NO5, Dipicolinic acid monohydrate, 39B, 176 C7H8CINO, 2-Acetylpyridine hydrochloride, 31B, 123... 

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