Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification

Introduction: The root of Reynoutria multiflora (Thunb.) Moldenke (RM) has been used widely in formulations of herbal medicines in China for centuries. Raw R. multiflora (RRM) should be processed before use to reduce toxicity and increase efficacy. However, detailed regulation of the processing endp...

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Main Authors: Junqi Bai, Qiyu Zou, He Su, Baosheng Liao, Ping Wang, Juan Huang, Danchun Zhang, Lu Gong, Wen Xu, Jing Zhang, Zhihai Huang, Xiaohui Qiu
Format: Article
Language:English
Published: Frontiers Media S.A. 2024-02-01
Series:Frontiers in Pharmacology
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fphar.2024.1356876/full
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author Junqi Bai
Qiyu Zou
He Su
Baosheng Liao
Ping Wang
Juan Huang
Danchun Zhang
Lu Gong
Wen Xu
Jing Zhang
Zhihai Huang
Xiaohui Qiu
author_facet Junqi Bai
Qiyu Zou
He Su
Baosheng Liao
Ping Wang
Juan Huang
Danchun Zhang
Lu Gong
Wen Xu
Jing Zhang
Zhihai Huang
Xiaohui Qiu
author_sort Junqi Bai
collection DOAJ
description Introduction: The root of Reynoutria multiflora (Thunb.) Moldenke (RM) has been used widely in formulations of herbal medicines in China for centuries. Raw R. multiflora (RRM) should be processed before use to reduce toxicity and increase efficacy. However, detailed regulation of the processing endpoint is lacking, and the duration of processing can vary considerably. We conducted in-depth research on stilbene glycosides in RM at different processing times. Previously, we discovered that 219 stilbene glycosides changed markedly in quantity and content. Therefore, we proposed that processing causes changes in various chemical groups.Methods: To better explain the mechanism of RM processing for toxicity reduction and efficacy enhancement, we used a method of tandem mass spectrometry described previously to research gallic acid based and catechin based metabolites.Results: A total of 259 metabolites based on gallic acid and 112 metabolites based on catechins were identified. Among these, the peak areas of 157 gallic acid and 81 catechins gradually decreased, those of another 71 gallic acid and 30 catechins first increased and then decreased, those of 14 gallic acid and 1 catechin gradually increased. However, 17 of the gallic acids showed no significant changes. We speculate that many gallic acid metabolites hydrolyze to produce gallic acid; moreover, the dimers/trimers of catechins, after being cleaved into catechins, epicatechin, gallic acid catechins, and epicatechin monomers, are cleaved into gallic acid and protocatechualdehyde under high temperature and high humidity, subsequently participating in the Maillard reaction and browning reactions.Discussion: We showed that processing led to changes in chemical groups, clarification of the groups of secondary metabolites could provide a basis for research on the pharmacological and toxic mechanisms of RM, as well as the screening of related markers.
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spelling doaj.art-3ad84af129b6456780a6fc4908c58f422024-02-26T12:42:21ZengFrontiers Media S.A.Frontiers in Pharmacology1663-98122024-02-011510.3389/fphar.2024.13568761356876Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identificationJunqi Bai0Qiyu Zou1He Su2Baosheng Liao3Ping Wang4Juan Huang5Danchun Zhang6Lu Gong7Wen Xu8Jing Zhang9Zhihai Huang10Xiaohui Qiu11Guangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaShanghai Dehua Traditional Chinese Medicine Co., Ltd., Shanghai, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaGuangdong Provincial Hospital of Traditional Chinese Medicine, The Second Clinical Medical College of Guangzhou University of Chinese Medicine, Guangzhou, ChinaIntroduction: The root of Reynoutria multiflora (Thunb.) Moldenke (RM) has been used widely in formulations of herbal medicines in China for centuries. Raw R. multiflora (RRM) should be processed before use to reduce toxicity and increase efficacy. However, detailed regulation of the processing endpoint is lacking, and the duration of processing can vary considerably. We conducted in-depth research on stilbene glycosides in RM at different processing times. Previously, we discovered that 219 stilbene glycosides changed markedly in quantity and content. Therefore, we proposed that processing causes changes in various chemical groups.Methods: To better explain the mechanism of RM processing for toxicity reduction and efficacy enhancement, we used a method of tandem mass spectrometry described previously to research gallic acid based and catechin based metabolites.Results: A total of 259 metabolites based on gallic acid and 112 metabolites based on catechins were identified. Among these, the peak areas of 157 gallic acid and 81 catechins gradually decreased, those of another 71 gallic acid and 30 catechins first increased and then decreased, those of 14 gallic acid and 1 catechin gradually increased. However, 17 of the gallic acids showed no significant changes. We speculate that many gallic acid metabolites hydrolyze to produce gallic acid; moreover, the dimers/trimers of catechins, after being cleaved into catechins, epicatechin, gallic acid catechins, and epicatechin monomers, are cleaved into gallic acid and protocatechualdehyde under high temperature and high humidity, subsequently participating in the Maillard reaction and browning reactions.Discussion: We showed that processing led to changes in chemical groups, clarification of the groups of secondary metabolites could provide a basis for research on the pharmacological and toxic mechanisms of RM, as well as the screening of related markers.https://www.frontiersin.org/articles/10.3389/fphar.2024.1356876/fullReynoutria multiflora (Thunb.) Moldenkegallic acidcatechinprocessingtandem mass spectrometry
spellingShingle Junqi Bai
Qiyu Zou
He Su
Baosheng Liao
Ping Wang
Juan Huang
Danchun Zhang
Lu Gong
Wen Xu
Jing Zhang
Zhihai Huang
Xiaohui Qiu
Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification
Frontiers in Pharmacology
Reynoutria multiflora (Thunb.) Moldenke
gallic acid
catechin
processing
tandem mass spectrometry
title Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification
title_full Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification
title_fullStr Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification
title_full_unstemmed Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification
title_short Processing of Reynoutria multiflora: transformation of catechin and gallic acid derivatives and their identification
title_sort processing of reynoutria multiflora transformation of catechin and gallic acid derivatives and their identification
topic Reynoutria multiflora (Thunb.) Moldenke
gallic acid
catechin
processing
tandem mass spectrometry
url https://www.frontiersin.org/articles/10.3389/fphar.2024.1356876/full
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