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New α ‐Tetralone Galloylglucosides from the Fresh Pericarps of Juglans sigillata
Author(s) -
Liu Qing,
Zhao Ping,
Li XingCong,
Jacob Melissa R.,
Yang ChongRen,
Zhang YingJun
Publication year - 2010
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200900177
Subject(s) - chemistry , hydrolysis , juglans , stereochemistry , organic chemistry , biochemistry
Three new α ‐tetralone galloylglucosides, 1 – 3 , were isolated from the fresh pericarps of Juglans sigillata (Juglandaceae), together with six known compounds. The structures of the new compounds were determined as 1,2,3,4‐tetrahydro‐7‐hydroxy‐4‐oxonaphthalen‐1‐yl 6‐ O ‐[(3,4,5‐trihydroxyphenyl)carbonyl]‐ β ‐ D ‐glucopyranoside ( 1 ), (1 S )‐1,2,3,4‐tetrahydro‐8‐hydroxy‐4‐oxonaphthalen‐1‐yl 6‐ O ‐[(3,4,5‐trihydroxyphenyl)carbonyl]‐ β ‐ D ‐glucopyranoside ( 2 ), and 1,2,3,4‐tetrahydro‐7,8‐dihydroxy‐4‐oxonaphthalen‐1‐yl 6‐ O ‐[(3,4,5‐trihydroxyphenyl)carbonyl]‐ β ‐ D ‐glucopyranoside ( 3 ), respectively, on the basis of detailed spectroscopic analyses, and acidic and enzymatic hydrolysis. The antimicrobial activities of the isolated compounds 2, 4 , and 7 – 9 were evaluated.