Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides.
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.
Kang
Tae-Souk
TS
Drug Discovery Division, Korea Research Institute of Chemical Technology, PO Box 107, Yuseong, Daejeon 305-600, South Korea.
Jo
Hyang-Ok
HO
Park
Woo-Kyu
WK
Kim
Jong-Pyung
JP
Konishi
Yasuo
Y
Kong
Jae-Yang
JY
Park
No-Sang
NS
Jung
Young-Sik
YS
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002934:Cinnamates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000975:Antioxidants; D002934:Cinnamates