Process for the preparation of (z / e)-2-beta-d-glucopyranosyloxy-4-methoxycinnamic acid geometric isomers from chamomile medicinal material

By combining ethanol extraction with supercritical fluid dynamics and semi-preparative liquid chromatography, the problem of separating the geometric isomers of (Z/E)-2-β-D-pyranoglucosyl-4-methoxycinnamic acid in chamomile was solved, high-purity samples were obtained, structural errors were corrected, and quality and activity studies were supported.

CN122444799APending Publication Date: 2026-07-24XINJIANG TECH INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
XINJIANG TECH INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
Filing Date
2026-05-12
Publication Date
2026-07-24

AI Technical Summary

Technical Problem

In the existing technology, the separation of (Z/E)-2-β-D-glucopyranoyl-4-methoxycinnamic acid (GMCA) geometric isomers in chamomile is difficult, making it hard to obtain high-purity single isomer samples, and there are errors in structural assignment and isomer characteristics.

Method used

A combination of ethanol extraction, supercritical fluid chromatography, and semi-preparative liquid chromatography was used to obtain high-purity (Z/E)-2-β-D-glucopyranoyl-4-methoxycinnamic acid geometric isomers. The isomers were first pre-separated by supercritical fluid chromatography and then purified by semi-preparative liquid chromatography.

Benefits of technology

The efficient separation and purification of the (Z/E)-2-β-D-glucopyranoyl-4-methoxycinnamic acid isomer was achieved, correcting structural misannotation and providing high-purity samples for quality evaluation and activity studies.

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Abstract

The present application relates to a method for preparing (Z / E)-2- β -D-glucopyranosyloxy-4-methoxycinnamic acid geometric isomers from chamomile medicinal materials. The method takes chamomile medicinal materials as raw materials, extracts by refluxing with ethanol, concentrates and dries to obtain extract powder; then dissolves in methanol, centrifuges and filters, separates the soluble part by supercritical fluid chromatography to obtain target fraction rich in (Z / E)-2- β -D-glucopyranosyloxy-4-methoxycinnamic acid geometric isomers, purifies by semi-preparative liquid chromatography to obtain (Z / E)-2- β -D-glucopyranosyloxy-4-methoxycinnamic acid geometric isomers. The method has clear separation route and good repeatability, can realize effective preparation and separation of GMCA geometric isomers, and can provide material basis for structure confirmation, quality evaluation, in-vivo process research and related activity research. The method solves the problems of difficult separation and difficult obtaining of high-purity single isomer sample of (Z / E)-2- β -D-glucopyranosyloxy-4-methoxycinnamic acid (GMCA) geometric isomers in the prior art.
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