PREPARATIVE ISOLATION OF HYDROLYZABLE TANNINS FROM LEAVES OF CORNUS SERICEA L. USING TELLIMAGRANDIN I AS AN EXAMPLE

UDK 615.322

  • Grigory Vasilievich Adamov All-Russian Research Institute of Medicinal and Aromatic Plants Email: grig.adamov@mail.ru
  • Andrey Aleksovich Aksenov All-Russian Research Institute of Medicinal and Aromatic Plants Email: Andrej.a.aksenov@gmail.com
  • Vasily Gennadievich Vasiliev Peoples' Friendship University of Russia Email: vasilyev-vg@rudn.ru
  • Tatyana Anatolyevna Krol All-Russian Research Institute of Medicinal and Aromatic Plants Email: tatianakroll1@gmail.com
  • Sergey Vladimirovich Goryainov Peoples' Friendship University of Russia Email: goryainovs@list.ru
  • Dmitry Nikolaevich Baleev All-Russian Research Institute of Medicinal and Aromatic Plants Email: dbaleev@gmail.com
  • Vladimir Ionovich Osipov All-Russian Research Institute of Medicinal and Aromatic Plants Email: ossipov@utu.fi
Keywords: hydrolysable tannins, Cornus sericea L., tellimagrandin I, preparative HPLC-UV, UPLC-DD-MS, 1H-NMR

Abstract

Hydrolysable tannins are a promising class of natural compounds for medical applications. They have found many pharmacological activities, the most promising of which is antiviral. The difficulty of obtaining pure tannins is one of the main problems in their study. A complex mixture of high molecular weight homologues and isomers is obtained as a result of the biosynthesis of tannins. Some of the tannins additionally complicate the preparative separation significantly because they have a non-standard broad peak shape, which contaminates the nearest peaks when collecting eluates. The rapid change in conformation on the chromatographic column and in solution is the reason.

The paper describes a complex method for the isolation of hydrolyzable tannins from the leaves of Cornus sericea L. The method includes obtaining an extract from plant materials, its fractionation on a Sephadex LH-20 column, and isolation of individual hydrolyzable tannins using preparative high-performance liquid chromatography with a UV detector on a Silasorb C18 column. The second stage includes purification on a Luna® C18 column. Ultra-performance liquid chromatography with diode and mass spectrometric detector and 1H-NMR spectroscopy were used to identify the isolated hydrolysable tannins and evaluate their purity. Using isolated tellimagrandin I as an example, the features of the chromatographic behavior of hydrolysable tannins with a free hydroxyl group at the anomeric carbon atom of glucose are shown. This type of substances have two isomers and simultaneously exist in α- and β-forms.

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Author Biographies

Grigory Vasilievich Adamov , All-Russian Research Institute of Medicinal and Aromatic Plants

Candidate of Pharmaceutical Sciences, senior researcher

Andrey Aleksovich Aksenov, All-Russian Research Institute of Medicinal and Aromatic Plants

research fellow

Vasily Gennadievich Vasiliev, Peoples' Friendship University of Russia

candidate of chemical sciences, head of the laboratory named after Professor G.A. Kalabin of the Scientific and Educational Resource Center

Tatyana Anatolyevna Krol , All-Russian Research Institute of Medicinal and Aromatic Plants

Candidate of Agricultural Sciences, Leading Researcher

Sergey Vladimirovich Goryainov , Peoples' Friendship University of Russia

candidate of chemical sciences, head of the department of GCMS and NMR of the Scientific and Educational Resource Center "Pharmacia"

Dmitry Nikolaevich Baleev , All-Russian Research Institute of Medicinal and Aromatic Plants

candidate of agricultural sciences, leading researcher

Vladimir Ionovich Osipov , All-Russian Research Institute of Medicinal and Aromatic Plants

Doctor of Biological Sciences, Chief Researcher

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Published
2024-06-17
How to Cite
1. Adamov G. V., Aksenov A. A., Vasiliev V. G., Krol T. A., Goryainov S. V., Baleev D. N., Osipov V. I. PREPARATIVE ISOLATION OF HYDROLYZABLE TANNINS FROM LEAVES OF CORNUS SERICEA L. USING TELLIMAGRANDIN I AS AN EXAMPLE // chemistry of plant raw material, 2024. № 2. P. 310-319. URL: http://journal.asu.ru/cw/article/view/12901.
Section
Low-molecular weight compounds