Document Detail


In vitro and in vivo studies of 6,8-(diaryl)imidazo[1,2-a]pyrazin-3(7H)-ones as new antioxidants.
MedLine Citation:
PMID:  19477651     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A series of 5-aryl and 3,5-diaryl-2-amino-1,4-pyrazines and the derived imidazopyrazinones has been synthesized to study the chemical oxidative degradation of the bicyclic systems in vitro. Imidazopyrazinones mainly degraded following two independent pathways producing their precursors, namely aminopyrazines, and the corresponding amidopyrazines, respectively. Despite the fact that there is no influence of the substituent of the 3-aryl group on the ratio of the products aminopyrazine/amidopyrazine, diarylimidazopyrazinones and diarylaminopyrazines are good antioxidants in vivo. They protected against microvascular damages in ischemia/reperfusion with similar efficiencies.
Authors:
Frederic De Wael; Paul Jeanjot; Cédric Moens; Tony Verbeuren; Alex Cordi; Eliete Bouskela; Jean-François Rees; Jacqueline Marchand-Brynaert
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-05-15
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  17     ISSN:  1464-3391     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2009 Jul 
Date Detail:
Created Date:  2009-06-12     Completed Date:  2009-09-09     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  4336-44     Citation Subset:  IM    
Affiliation:
Unité de Chimie Organique et Médicinale, Université catholique de Louvain, Bâtiment Lavoisier, Louvain-la-Neuve, Belgium.
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MeSH Terms
Descriptor/Qualifier:
Amines / chemistry
Animals
Antioxidants / chemical synthesis,  chemistry*,  pharmacology,  therapeutic use*
Capillary Permeability / drug effects
Chromatography, High Pressure Liquid
Cricetinae
Imidazoles / chemistry
Ischemia / chemically induced,  drug therapy*
Male
Oxidation-Reduction
Pyrazines / chemical synthesis,  chemistry*,  pharmacology,  therapeutic use*
Reperfusion Injury / chemically induced,  drug therapy*
Chemical
Reg. No./Substance:
0/Amines; 0/Antioxidants; 0/Imidazoles; 0/Pyrazines; 288-32-4/imidazole

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