Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Triterpene Glycosides from the Stems and Leaves of Lonicera japonica
Minpei Kuroda Takaaki ShizumeYoshihiro Mimaki
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2014 Volume 62 Issue 1 Pages 92-96

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Abstract

Five new triterpene glycosides, namely lonicerosides F–J (15), together with five known ones, were isolated from the stems and leaves of Lonicera japonica. Based on extensive spectroscopic analysis, including two-dimensional (2D)-NMR experiments, and the results of hydrolysis, the structures of the new compounds were determined to be 3β-[(β-D-glucopyranosyl)oxy]-23-hydroxyolean-12-en-28-oic acid O-β-D-glucopyranosyl-(1→6)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl ester (loniceroside F), 3β-[(β-D-glucopyranosyl)oxy]-23-hydroxyolean-12-en-28-oic acid O-(3-O-acetyl-β-D-xylopyranosyl)-(1→6)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl ester (loniceroside G), 3β-[(β-D-glucopyranosyl)oxy]-23-hydroxyolean-12-en-28-oic acid O-(4-O-acetyl-β-D-xylopyranosyl)-(1→6)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl ester (loniceroside H), 3β-[(α-L-arabinopyranosyl)oxy]-23-hydroxyolean-12-en-28-oic acid O-(3-O-acetyl-β-D-xylopyranosyl)-(1→6)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl ester (loniceroside I), and 3β-[(α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl)oxy]-olean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→6)]-β-D-glucopyranosyl ester (loniceroside J).

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© 2014 The Pharmaceutical Society of Japan
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