Article

Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides.

Drug Discovery Division, Korea Research Institute of Chemical Technology, PO Box 107, Yuseong, Daejeon 305-600, South Korea.
Bioorganic & medicinal chemistry letters (impact factor: 2.65). 04/2008; 18(5):1663-7. DOI:10.1016/j.bmcl.2008.01.061 pp.1663-7
Source: PubMed

ABSTRACT A series of 3,5-dialkoxy-4-hydroxycinnamamides 6 and 7 was synthesized, and their antioxidant activity was assessed using the thiobarbituric acid reactive substance (TBARS) assay. Interestingly, cinnamamides with longer alkoxy groups on the C-3 and C-5 positions display enhanced inhibition, and most of the compounds in the series tested exhibit excellent lipid peroxidation inhibitory activities. Some cinamamides bearing hexyloxy or 2,6-di-tert-butyl-4-methyl phenol groups have submicromolar inhibitory activities.

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Keywords

2,6-di-tert-butyl-4-methyl phenol groups
 
antioxidant activity
 
C-5 positions display
 
exhibit excellent lipid peroxidation inhibitory activities
 
Interestingly
 
thiobarbituric acid reactive substance