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Two new stereoisomers of neolignan and lignan from the flower buds of magnolia fargesii

Title
Two new stereoisomers of neolignan and lignan from the flower buds of magnolia fargesii
Authors
Lee J.Seo E.-K.Jang D.S.Ha T.J.Jong-Pyung K.I.M.Nam J.-W.Bae G.Lee Y.M.Yang M.S.Kim J.S.
Ewha Authors
서은경
SCOPUS Author ID
서은경scopus
Issue Date
2009
Journal Title
Chemical and Pharmaceutical Bulletin
ISSN
0009-2363JCR Link
Citation
vol. 57, no. 3, pp. 298 - 301
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A new stereoisomer of 8-O-4′ system neolignan, (7R,8S)-1-(3,4- dimethoxyphenyl)-2-[4-(3-hydroxy-1-propenyl)-2-methoxyphenoxy]-propane-1,3-diol (1) and a new stereoisomer of tetrahydrofuranoid lignan, (7R,8S,7'S,8'R)-(3,4,5, 3′,4′)-pentamethoxy-9,7′-dihydroxy-8.8′,7.0. 9′-lignan (2) along with seven known lignans and neolignans (3-9) were isolated from the methanol extracts of the flower buds of Magnolia fargesii. The structures of these compounds (1-9) were elucidated by spectroscopic methods including 1D- and 2D-NMR as well as by comparison with reported values. Absolute configurations of new stereoisomers 1 and 2 were determined by circular dichroism (CD) spectra. The absolute configuration of (S,8S,10S)-[tetrahydro-4- hydroxy-2-(3,4,5-tri-methoxyphenyl)furan-3-yl]methyl 3,4-dimethoxy benzoate (3) was determined by Mosher's esterification method for the first time in this study. Three lignans, tanegool (4), (+)-dehydrodiconiferyl alcohol (5), and epieudes-min (6), were isolated from this plant for the first time. Superoxide radical scavenging activities of the isolates (1-9) were measured by irradiated riboflavin/ethylenediaminetetraacetic acid (EDTA)/Nitroblue tetrazolium (NBT) system, and their in vitro rat lens aldose reductase (RLAR) inhibitory activities were also evaluated. © 2009 Pharmaceutical Society of Japan.
DOI
10.1248/cpb.57.298
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약학대학 > 약학과 > Journal papers
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