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Synthesis of a novel radical trapping and carbonyl group trapping anti-AGE agent: A pyridoxamine analogue for inhibiting advanced glycation (AGE) and lipoxidation (ALE) end products

Par Conseil national de recherches du Canada

DOITrouver le DOI : https://doi.org/10.1021/ol0348147
AuteurRechercher : 1; Rechercher : 1; Rechercher : 1
Affiliation
  1. Conseil national de recherches du Canada. Institut Steacie des sciences moléculaires du CNRC
FormatTexte, Article
Sujet6 dimethylaminopyridoxamine; drug analog; pyridoxamine; trolox C; unclassified drug; drug activity; drug efficacy; drug structure; drug synthesis; glycation; lipid oxidation; protein cross linking; structure analysis; substitution reaction; antioxidants; cross-linking reagents; free radicals; glycosylation end products, advanced; lipid peroxidation; proteins; pyridoxamine; ribose; spectrometry, fluorescence
Résumé
(Matrix presented) Pyridoxamine is known to be an effective inhibitor of both advanced glycation (AGE) and advanced lipoxidation (ALE) end products. The synthesis of a novel multifunctional AGE and ALE inhibitor, 6-dimethylaminopyridoxamine (dmaPM, 11) is described. The 6-dimethylamino substituent increases the radical trapping ability of pyridoxamine's phenolic group. Results obtained during ribose glycations show that both the new dmaPM and a known strong radical trapping agent, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox), prevent intermolecular protein cross-linking more effectively than pyridoxamine (PM).
Date de publication
Dans
  • Organic Letters 5, nº 15 (2003) : 2659–2662.
Langueanglais
Publications évaluées par des pairsOui
Numéro NPARC21276488
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Identificateur de l’enregistrement62b3802d-a8ae-4f51-a0e5-f33e4657e452
Enregistrement créé2015-10-13
Enregistrement modifié2020-04-02
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