THE ABSOLUTE CONFIGURATION OF DIARYLHEPTANOID XYLOSIDE, OREGONIN, ISOLATED FROM THE FEMALE FLOWERS OF ALNUS SERRULATOIDES

Abstract
It was found that (−)-diarylheptanoid xyloside isolated from the female flowers of Alnus serrulatoides is 1,7-bis(3,4-dihydroxyphenyl)-5-(β-D-xylopyranosyloxy)-3-heptanone, and its spectral data and chemical behaviors coincides perfectly with those of previously reported oregonin whose absolute configuration had not been clarified yet. Then, the absolute configuration of the diarylheptanoid xyloside was investigated by a combination of the 13C NMR spectroscopy and the X-ray crystallography, and established to be s.