Synthesis of novel vitamin C phosphodiesters: stability and antioxidant activity.
A novel series of hybrid L-ascorbic acid (vitamin C) phosphodiesters linked at the C-2 hydroxyl group with other biologically active substances, namely myo-inositol, arbutin, 4-hydroxy-L-proline, and glycolic acid were synthesized, and their thermal stability and reducing activity against free radicals were estimated in vitro. All of the phosphodiesters exhibited high thermal stabilities; however, their antioxidant activities in vitro were generally lower than that of vitamin C.
Morisaki
K
K
Department of Applied Chemistry, Faculty of Engineering, Ehime University, Japan.
Ozaki
S
S
D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology; D001104:Arbutin; D001205:Ascorbic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D015764:Bepridil / Q000031:analogs & derivatives / Q000378:metabolism; D001713:Biphenyl Compounds; D004952:Esters / Q000138:chemical synthesis / Q000494:pharmacology; D005609:Free Radicals / Q000378:metabolism; D006016:Glycolates; D006909:Hydroxyproline; D007294:Inositol; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010766:Phosphorylation; D010851:Picrates; D013696:Temperature
D000975:Antioxidants; D001713:Biphenyl Compounds; D004952:Esters; D005609:Free Radicals; D006016:Glycolates; D010851:Picrates; C031149:glycolic acid; D007294:Inositol; D015764:Bepridil; D001104:Arbutin; C004931:1,1-diphenyl-2-picrylhydrazyl; D001205:Ascorbic Acid; D006909:Hydroxyproline