Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red

The premise and key of ensuring the safety and effectiveness of traditional Chinese medicine (TCM) is to construct appropriate quality evaluation system of TCM. This study aimed to establish a pre-column derivatization HPLC method for achieving the quality control of Polygonatum sibiricum by reactin...

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Main Authors: Zhen Wang, Qiaoxu Sun, Yuanyuan Zhao, Jiao Du, Bin Wang
Format: Article
Language:English
Published: Frontiers Media S.A. 2022-08-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2022.969014/full
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author Zhen Wang
Qiaoxu Sun
Yuanyuan Zhao
Jiao Du
Bin Wang
author_facet Zhen Wang
Qiaoxu Sun
Yuanyuan Zhao
Jiao Du
Bin Wang
author_sort Zhen Wang
collection DOAJ
description The premise and key of ensuring the safety and effectiveness of traditional Chinese medicine (TCM) is to construct appropriate quality evaluation system of TCM. This study aimed to establish a pre-column derivatization HPLC method for achieving the quality control of Polygonatum sibiricum by reacting synthesized 4-hydrazino-1,8-naphthalimide (HAN) with diverse monosaccharides from the hydrolytic product of P. sibiricum polysaccharides (PSPs), followed by HPLC separation. The HAN was synthesized based on a CuI-catalyzed cross-coupling reaction in water, and then employed as a novel chemosensor that reacts with reducing sugars. Good separation was achieved at a detection wavelength of 448 nm using an ZORBAX SB-C8 column under a gradient elution at a flow rate of 0.5 ml/min within 12 min. The monosaccharide compositions of PSP mainly include two hexoses [glucose (Glc), galactose (Gal)] and two hexuronic acids [glucuronic acid (GlcA) and galacturonic acid (GalA)], and the molar ratio of Glc, Gal, GlcA and GalA is 16.67:52.94:10.58:19.81. The verified HPLC method, possessing excellent precision and good accuracy, successfully achieved rapid qualitative and quantitative determination for PSP. Additionally, the HAN displayed fluorescence enhancement through “push–pull” mode, and fluorescence decreased through “pull–pull” mode after binding to monosaccharides, which is a potential for fluorescence determination of different monosaccharides.
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spelling doaj.art-4bb4f332f6c7428c9c7e5fa4957875d12022-12-22T02:51:36ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462022-08-011010.3389/fchem.2022.969014969014Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum RedZhen WangQiaoxu SunYuanyuan ZhaoJiao DuBin WangThe premise and key of ensuring the safety and effectiveness of traditional Chinese medicine (TCM) is to construct appropriate quality evaluation system of TCM. This study aimed to establish a pre-column derivatization HPLC method for achieving the quality control of Polygonatum sibiricum by reacting synthesized 4-hydrazino-1,8-naphthalimide (HAN) with diverse monosaccharides from the hydrolytic product of P. sibiricum polysaccharides (PSPs), followed by HPLC separation. The HAN was synthesized based on a CuI-catalyzed cross-coupling reaction in water, and then employed as a novel chemosensor that reacts with reducing sugars. Good separation was achieved at a detection wavelength of 448 nm using an ZORBAX SB-C8 column under a gradient elution at a flow rate of 0.5 ml/min within 12 min. The monosaccharide compositions of PSP mainly include two hexoses [glucose (Glc), galactose (Gal)] and two hexuronic acids [glucuronic acid (GlcA) and galacturonic acid (GalA)], and the molar ratio of Glc, Gal, GlcA and GalA is 16.67:52.94:10.58:19.81. The verified HPLC method, possessing excellent precision and good accuracy, successfully achieved rapid qualitative and quantitative determination for PSP. Additionally, the HAN displayed fluorescence enhancement through “push–pull” mode, and fluorescence decreased through “pull–pull” mode after binding to monosaccharides, which is a potential for fluorescence determination of different monosaccharides.https://www.frontiersin.org/articles/10.3389/fchem.2022.969014/fullquality evaluationdetecting monosaccharidesHPLC analysis4-hydrazino-1,8-naphthalimidepolygonatum sibiricum polysaccharides
spellingShingle Zhen Wang
Qiaoxu Sun
Yuanyuan Zhao
Jiao Du
Bin Wang
Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red
Frontiers in Chemistry
quality evaluation
detecting monosaccharides
HPLC analysis
4-hydrazino-1,8-naphthalimide
polygonatum sibiricum polysaccharides
title Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red
title_full Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red
title_fullStr Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red
title_full_unstemmed Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red
title_short Synthesis of naphthalimide-type chemsensor and its application in quality evaluation for polygonatum sibiricum Red
title_sort synthesis of naphthalimide type chemsensor and its application in quality evaluation for polygonatum sibiricum red
topic quality evaluation
detecting monosaccharides
HPLC analysis
4-hydrazino-1,8-naphthalimide
polygonatum sibiricum polysaccharides
url https://www.frontiersin.org/articles/10.3389/fchem.2022.969014/full
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