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A phenylethanoid glycoside from Plantago asiatica

S Nishibe¹, Y Tamayama, M Sasahara

¹Faculty of Pharmaceutical Sciences, Higashi-Nippon-Gakuen-University, Hokkaido, Japan.

|February 1, 1995

Summary

A novel phenylethanoid glycoside, plantasioside, was identified in Plantago asiatica. Its chemical structure was elucidated, and the related orobanchoside structure was revised based on spectral data.

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Area of Science:

Phytochemistry
Natural Product Chemistry
Pharmacognosy

Background:

Plantago species are known sources of bioactive compounds.
Phenylethanoid glycosides exhibit diverse pharmacological activities.
Accurate structural elucidation is crucial for understanding chemical diversity.

Purpose of the Study:

To isolate and characterize new compounds from Plantago asiatica.
To elucidate the chemical structure of a novel phenylethanoid glycoside.
To revise the structure of orobanchoside from related Plantago species.

Main Methods:

Isolation of compounds using chromatographic techniques.
Structure determination through comprehensive spectroscopic analysis (NMR, MS).
Chemical evidence and comparison with known compounds.

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Main Results:

A new phenylethanoid glycoside, named plantasioside, was isolated from Plantago asiatica.
The structure of plantasioside was determined as 1',2'-[beta(3,4-dihydroxyphenyl)-alpha,beta-dioxoethanol]-6'-O-caffeoyl-O-beta-D-glucopyranoside.
The structure of orobanchoside from Plantago depressa and P. camtschatica was revised.

Conclusions:

Plantago asiatica is a source of structurally novel phenylethanoid glycosides.
The revised structure of orobanchoside clarifies its chemical identity.
This study contributes to the understanding of phenylethanoid glycoside diversity in the Plantago genus.