Methanol extract obtained from Syzygium zeylanicum leaves exhibited potent antioxidant activity. The water extract obtained from this methanol extract by sequential extraction with hexane, chloroform, ethylacetate, and n-butanol also showed the strongest antioxidant activity among extracts. This water extract was further fractionated by column chromatography with various concentrations of methanol solutions. Among the 6 resultant fractions, the fraction developed with 20% methanol exhibited the most potent antioxidant activity. The one peak among the three major HPLC peaks in this fraction was isolated and purified using a preparative HPLC. The structure of a pure compound was elucidated as a novel macrocyclic ellagitannin using a (1)H/(13)C NMR and a high-resolution electrospray ionization mass spectrometer. This newly isolated compound, which was named zeylaniin A, exhibited potent antioxidant activities in the assays of DPPH, oxygen radical absorbance capacity, and malonadehyde/gas chromatography. S. zeylanicum leaves can be a possible source of natural antioxidants.
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