Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Isolation of Antioxidative Compounds from Brazilian Propolis : 3, 4-Dihydroxy-5-prenylcinnamic Acid, a Novel Potent Antioxidant
Katsuhiro HAYASHISadaaki KOMURANoriko ISAJINobuko OHISHIKunio YAGI
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1999 Volume 47 Issue 11 Pages 1521-1524

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Abstract
One new and 11 previously known antioxidative compounds were isolated from Brazilian propolis. The new compound was determined as 3, 4-dihydroxy-5-prenylcinnamic acid (3-[3, 4-dihydroxy-5-(3-methyl-2-butenyl)-phenyl]-2-(E)-propenoic acid) by various physical analyses (MS, IR, 1H-NMR, 13C-NMR, and 2D-NMR). The inhibitory activity of each compound against peroxidation of linoleic acid in a micelle solution was measured. We found that the novel compound possessed the highest potency (IC50, 0.17 μM) among them and was more effective than butylated hydroxytoluene (BHT; IC50, 0.36 μM) under the experimental conditions employed. Among the isolated antioxidative compounds, 3, 5-diprenyl-4-hydroxycinnamic acid (artepillin C; IC50, 0.44 μM) was found to be most abundant in Brazilian propolis.
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© The Pharmaceutical Society of Japan
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