Study on the stability of molecular chirality and the configuration protection of dihydromyricetin in vine tea

被引:1
作者
Li, Shuang [1 ]
Sha, Xuming [1 ]
Sun, Shanshan [1 ]
Zhang, Xing [1 ]
Guo, Dandan [1 ]
Huang, Shaohua [1 ,2 ]
机构
[1] Ningbo Univ, Inst Drug Discovery & Technol, Ningbo 315211, Peoples R China
[2] Ningbo Univ, Qian Xuesen Collaborat Res Ctr Astrochem & Space L, Ningbo, Peoples R China
基金
中国国家自然科学基金;
关键词
chirality; chirality stability; configuration protection; dihydromyricetin; ENANTIOMERS;
D O I
10.1111/1750-3841.17105
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
This study aims to investigate the impact of four key factors, namely, temperature, water source, metal ion, and pH, on the stability of molecular chirality of dihydromyricetin (DMY) and proposed effective strategies for configuration protection. The findings reveal that temperatures exceeding 80 degrees C could accelerate the racemization process of DMY, with a significant increase in racemization observed at 100 degrees C. In addition, DMY exhibited heightened stability in ultrapure water as compared to various water sources, including pure water-1, pure water-2, mineral water, and running water. Notably, the presence of Fe2+ displayed an inhibitory effect on the racemization of DMY, whereas Mg2+, Ca2+, and Mn2+ showed a substantial promotional effect. Additionally, acidic conditions (pH < 5.0) were found to be protective for maintaining the stability of DMY, whereas alkaline conditions (pH > 9.0) were observed to be detrimental. Meanwhile, we first identified the presence of another pair of DMY isomers in this work.
引用
收藏
页码:3569 / 3576
页数:8
相关论文
共 28 条
[1]   The problem of racemization in drug discovery and tools to predict it [J].
Ballard, Andrew ;
Narduolo, Stefania ;
Ahmad, Hiwa O. ;
Cosgrove, David A. ;
Leach, Andrew G. ;
Buurma, Niklaas J. .
EXPERT OPINION ON DRUG DISCOVERY, 2019, 14 (06) :527-539
[2]   General experimental aspects of the use of isoelectric buffers in capillary electrophoresis [J].
Bossi, A ;
Olivieri, E ;
Castelletti, L ;
Gelfi, C ;
Hamdan, M ;
Righetti, PG .
JOURNAL OF CHROMATOGRAPHY A, 1999, 853 (1-2) :71-82
[3]   A Look at the Importance of Chirality in Drug Activity: Some Significative Examples [J].
Ceramella, Jessica ;
Iacopetta, Domenico ;
Franchini, Angelica ;
De Luca, Michele ;
Saturnino, Carmela ;
Andreu, Inmaculada ;
Sinicropi, Maria Stefania ;
Catalano, Alessia .
APPLIED SCIENCES-BASEL, 2022, 12 (21)
[4]   D-Penicillamine and L-cysteine derived thiazolidine catalysts: an efficient approach to both enantiomers of secondary alcohols [J].
Elisa Silva Serra, M. ;
Costa, Dora ;
Murtinho, Dina ;
Tavares, Nelia C. T. ;
Pinho e Melo, Teresa M. V. D. .
TETRAHEDRON, 2016, 72 (39) :5923-5927
[5]   Analysis of Amygdalin in Various Matrices Using Electrospray Ionization and Flowing Atmospheric-Pressure Afterglow Mass Spectrometry [J].
Guc, Maria ;
Rutecka, Sandra ;
Schroeder, Grzegorz .
BIOMOLECULES, 2020, 10 (10) :1-26
[6]   Penicillamine Revisited: Historic Overview and Review of the Clinical Uses and Cutaneous Adverse Effects [J].
Ishak, Rim ;
Abbas, Ossama .
AMERICAN JOURNAL OF CLINICAL DERMATOLOGY, 2013, 14 (03) :223-233
[7]   Establishment of a rapid detection model for the sensory quality and components of Yuezhou Longjing tea using near-infrared spectroscopy [J].
Jia, Jiangming ;
Zhou, Xiaofen ;
Li, Yang ;
Wang, Mei ;
Liu, Zhongyuan ;
Dong, Chunwang .
LWT-FOOD SCIENCE AND TECHNOLOGY, 2022, 164
[8]   Mechanism and antibacterial activity of vine tea extract and dihydromyricetin against Staphylococcus aureus [J].
Liang, Haiyun ;
He, Keke ;
Li, Ting ;
Cui, Shumei ;
Tang, Meng ;
Kang, Shaoyi ;
Ma, Wei ;
Song, Liya .
SCIENTIFIC REPORTS, 2020, 10 (01)
[9]   Chiral distinction of phenyl-substituted ethanediol enantiomers by measuring the ion mobility of their ternary complexes [J].
Liu, Yiyi ;
Xu, Fuxing ;
Wu, Fangling ;
Wang, Huanhuan ;
Liang, Zhigang ;
Ding, Chuan-Fan .
MICROCHEMICAL JOURNAL, 2022, 178
[10]   Separation of enantiomers: needs, challenges, perspectives [J].
Maier, NM ;
Franco, P ;
Lindner, W .
JOURNAL OF CHROMATOGRAPHY A, 2001, 906 (1-2) :3-33