[Phenolic and phenylethanoidal glycosides from branch of Fraxinus sieboldiana].

OBJECTIVE

To investigate chemical constituents from an ethanolic extract of the branch of Fraxinus sieboldiana (Oleaceaue)

METHODS

The constituents were isolated and purified by a combination of various chromatographic techniques including silica gel, macroporous adsorbent resin, Sephadex LH-20, and preparative HPLC. Structures of the isolates were elucidated by spectroscopic methods including 1D and 2D NMR and MS techniques.

RESULTS

Four phenolic and twelve phenylethanoidal glycosides were obtained and their structures were identified as 2,6-dimethoxy-p-hydroquinone-4-O-beta-D-glucopyranoside (1), 2,6-dimethoxy-p-hydroquinone-1-O-beta-D-glucopyranoside (2), 4-hydroxy-3-methoxyphenyl beta-D-glucopyranoside (3), 4-hydroxy-3-methoxyphenyl beta-D-xylopyranosyl (1-->6)-O-beta-D-glucopyranoside (4), osmanthuside H (5), 2-(4-hydroxyphenyl) ethyl beta-D-glucopyranoside (6), 2-(3, 4-dihydroxyphenyl) ethyl beta-D-glucopyranoside (7), 2-hydroxy-4-(2-hydroxyethyl)-phenyl beta-D-glucopyranoside (8), 4-(2-hydroxyethyl)-2-methoxyphenyl beta-D-glucopyranoside (9), calceolarioside B (10), calceolarioside A (11), ferruginoside A (12), isolugrandoside (13), acteoside (14), chiritotoside C (15), and plantasisoside (16).

CONCLUSIONS

Compounds 1-4,9,12, 13 and 16 were obtained from the genus Fraxinus for the first time.