Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Tannins and Related Compounds. LXIV. : Six New Phenol Glucoside Gallates from Castanopsis cuspidata var. sieboldii NAKAI. (2)
MASAYUKI AGETAKANJI ISHIMARUGEN-ICHIRO NONAKAITSUO NISHIOKA
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Keywords: chesnatin
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1988 Volume 36 Issue 3 Pages 870-876

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Abstract
Six new phenol glucoside gallates (3-5, 7, 9 and 10) have been isolated from Castanopsis cuspidata var. sieboldii NAKAI (Fagaceae), together with the known compounds, dehydrodigallic acid (1), cretanin (2), chesnatin (11) and chestanin (8). On the basis of spectroscopic evidence and the result of tannase hydrolysis, the structures of compounds 3-5 have been established to be the mono- (3) and digallates (4 and 5) of crenatin (6). Similarly, compounds 7, 9 and 10 have been characterized as the monogallate (7) of 3, 4-dihydroxyphenethyl alcohol 4-O-β-D-glucopyranoside and the monogallates (9 and 10) of 8. In addition, the structure of chesnatin (11), in which the orientation of the dehydrodigalloyl group had been unknown, was determined by detailed carbon-13 nuclear magnetic resonance examination.
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© The Pharmaceutical Society of Japan
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