Catechol derivatives of aminopyrazine and cell protection against uvb-induced mortality

A series of 5-aryl- and 3,5-bis-aryl-2-amino-1,4-pyrazine derivatives 4 and 6, and related imidazolopyrazinones 7, has been synthesized, the aryl groups of which are catechol and/or phenol substituents. These compounds, tested against human keratinocyte cells stressed by UVB irradiation, showed high...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2001-04, Vol.9 (4), p.1037-1044
Main Authors: Cavalier, Jean-François, Burton, Maggi, Dussart, Frédérique, Marchand, Cécile, Rees, Jean-François, Marchand-Brynaert, Jacqueline
Format: Article
Language:English
Subjects:
Antioxidants - chemical synthesis
Antioxidants - pharmacology
Biological and medical sciences
Biological effects of radiation
Catechols - chemical synthesis
Catechols - pharmacology
Cell Line
Chemical Sciences
Culture Media
Fundamental and applied biological sciences. Psychology
General and cellular metabolism. Vitamins
Humans
L-Lactate Dehydrogenase - metabolism
Medical sciences
NAD - metabolism
Non ionizing radiations. Hertzian waves. Biooptics
Organic chemistry
Pharmacology. Drug treatments
Pyrazines - chemical synthesis
Pyrazines - pharmacology
Radiation-Protective Agents - chemical synthesis
Radiation-Protective Agents - pharmacology
Tissues, organs and organisms biophysics
Ultraviolet Rays
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Summary:A series of 5-aryl- and 3,5-bis-aryl-2-amino-1,4-pyrazine derivatives 4 and 6, and related imidazolopyrazinones 7, has been synthesized, the aryl groups of which are catechol and/or phenol substituents. These compounds, tested against human keratinocyte cells stressed by UVB irradiation, showed high antioxidative properties. One compound (6f) was more active than EGCG/ECG (green tea extract) in reducing cell mortality. A series of 5-aryl- and 3,5-bis-aryl-2-amino-1,4-pyrazine derivatives and related imidazolopyrazinones has been synthesized, the aryl groups of which are catechol and/or phenol substituents. These compounds, tested against human keratinocyte cells stressed by UVB irradiation, showed high antioxidative properties. One compound was more active than EGCCG/ECG (green tea extract) in reducing cell mortality.
ISSN:0968-0896
0960-894X
1464-3391
DOI:10.1016/S0968-0896(00)00321-7