Journal of Analytical Methods in Chemistry
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2020
·
IF 1.878
Fang Tian,Qun-Jia Ruan,Ying Zhang,Hui Cao,Zhi-Guo Ma,Gai-Lian Zhou,Meng-Hua Wu
We aimed to establish a quantitative analysis method of six constituents (5-caffeoylquinic acid, 3-caffeoylquinic acid, 4-caffeoylquinic acid, 1,3-dicaffeoylquinic acid, 3,4-dicaffeoylquinic acid, and 4,5-dicaffeoylquinic acid) in Artemisia capillaris (Yinchen) and its decoction by using HPLC coupled with DAD. Besides, the transformation paths of the six constituents were analyzed in decoction preparation processing. The analytical method was fully validated in terms of linearity, sensitivity, precision, repeatability, and recovery and applied to assess the transformation trend and quantitative analysis of the six constituents in Yinchen decoction. The contents of six constituents varied greatly in Yinchen herb and Yinchen decoction, and there were inextricable internal relationships between them. Presumably 3-caffeoylquinic acid was isomerized to generate 5-caffeoylquinic acid and 4-caffeoylquinic acid. Similarly, 1,3-dicaffeoylquinic acid and 3,4-dicaffeoylquinic acid were produced by isomerization of 4,5-dicaffeoylquinic acid. In conclusion, this study provides a chemical basis for quality control of Yinchen decoction, and the changes of selected markers in decoction could give us some novel perspectives to study the relationship between substances and drug efficacy.
研究领域:
中药化学
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分析化学
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药效物质基础研究
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DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2014
·Vol. 38
·期 9
·4600-4606
·
IF 3.159
Qing Zhang,Yihan Huang,Liju Guo,Cui Chen,Dongmei Guo,Ya Chen,Yingzi Fu
A novel chiral sensing platform, employing a biomolecule-based nanocomposite prepared by calf thymus double stranded DNA, methylene blue and multiwall carbon nanotubes (DNA–MB–MWNTs), was utilized for the discrimination of quinine (QN) and quinidine (QD). The DNA-based nanocomposite, which could be used as an electrochemical sensing unit and chiral probe, was characterized by transmission electron microscopy (TEM), ultraviolet-visible spectroscopy (UV-Vis) and cyclic voltammetry (CV). After the proposed sensing platform interacted with QN and QD, a larger electrochemical signal was obtained from QD. The comparative experiments indicated that the proposed strategy not only simplified the fabrication processes but also enhanced the enantioselective interaction in chiral analysis. In addition, experimental factors such as acidity, interaction time and the concentration of enantiomers were investigated in regards to the effect on enantioselective interaction.
研究领域:
生物化学
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分析化学
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高影响因子
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING
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2020
·Vol. 23
·期 2
·111-118
·
IF 1.195
Che Zhiping,Yang Jinming,Sun Di,Tian Yuee,Liu Shengming,Lin Xiaomin,Jiang Jia,Chen Genqiang
Background: It is one of the effective ways for pesticide innovation to develop new insecticides from natural products as lead compounds. Quinine, the main alkaloid in the bark of cinchona tree as well as in plants in the same genus, is recognized as a safe and potent botanical insecticide
to many insects. The structural modification of quinine into 9R-acyloxyquinine derivatives is a potential approach for the development of novel insecticides, which showed more toxicity than quinine. However, there are no reports on the insecticidal activity of 9Racyloxyquinine derivatives
to control Mythimna separata. Methods: Endeavor to discover biorational natural products-based insecticides, 20 novel 9Racyloxyquinine derivatives were prepared and assessed for their insecticidal activity against M. separata in vivo by the leaf-dipping method at 1 mg/mL. Results:
Among all the compounds, especially derivatives 5i, 5k and 5t exhibited the best insecticidal activity with final mortality rates of 50.0%, 57.1%, and 53.6%, respectively. Conclusion: Overall, a free 9-hydroxyl group is not a prerequisite for insecticidal activity and C9- substitution
is well tolerated; modification of out-ring double-bond is acceptable, and hydrogenation of double-bond enhances insecticidal activity; Quinine ring is essential and open of it is not acceptable. These preliminary results will pave the way for further modification of quinine in the development
of potential new insecticides.
研究领域:
农药学
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植物化学
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昆虫学
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DOI
PubMed
高影响因子
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
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2021
·
IF 1.571
Zhi-Ping Che,Jin-Ming Yang,Song Zhang,Di Sun,Yue-E Tian,Sheng-Ming Liu,Xiao-Min Lin,Jia Jiang,Gen-Qiang Chen
Endeavor to discover biorational natural products-based insecticides, two series (27) of novel 9R/S-acyloxy derivatives of cinchonidine and cinchonine were prepared and assessed for their insecticidal activity against Mythimna separata in vivo by the leaf-dipping method at 1 mg/mL. Among all the compounds, especially derivatives 6l and 6o exhibited the best insecticidal activity with final mortality rates of 75.0% and 71.4%, respectively. Overall, a free 9-hydroxyl group is not a prerequisite for insecticidal activity and C9-substitution is well tolerated; the configuration of C8/9 position is important for insecticidal activity, and 9S-configuration is optimal; 6’-OCH3 moiety is not necessary, removal of it is also acceptable.
研究领域:
有机化学
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植物保护学
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DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2016
·
IF 2.857
Minhao Xie,Guijie Chen,Bing Hu,Li Zhou,Shiyi Ou,Xiaoxiong Zeng,Yi Sun
Monocaffeoylquinic acids (mono-CQAs) can be hydrolyzed or metabolized by pancreatin, intestinal brush border esterase, and microbiota in the colon. Data about the conversion of dicaffeoylquinic acids (diCQAs) in digestion are scarce. The diCQA-rich fraction including 3,4-, 3,5-, and 4,5-diCQAs was prepared from Ilex kudingcha, and the conversion in simulated gastricintestine was investigated. Artificial saliva, gastric and pancreatic fluids, Caco-2 monolayer cells, and anaerobic fermentation model were utilized to mimic digestions of the oral cavity, stomach, small intestine, and colon in vitro. The results revealed that diCQAs remained intact in simulated saliva, gastric, and pancreatic fluids and within Caco-2 cells. In anaerobic fermentation with human fecal slurry, diCQAs were hydrolyzed to mono-CQAs and caffeic acid, which were further metabolized to caffeic acid and dihydrocaffeic acid, respectively. The hydrolysis of diCQAs depended on the chemical structures, carbohydrates in the culture medium, and microbial compositions. Our research demonstrated that hydrolysis of diCQAs happened in the colon by intestinal microbiota.
研究领域:
食品科学
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微生物学
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植物化学
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DOI
PubMed
高影响因子
Food Chemistry-X
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2025
·
IF 8.2
Yuhang Zhu,Zhangtie Wang,Xiang Li,Siyu Chen,Daoxin Dai,Weihu Li,Binhai Shi,Baolong Wang,Guoliang Jie,Baiyi Lu
Sakura, a traditional edible flower, has been investigated for its anti-glycation potential; however, the bioactive components remain unclear. Polyphenols are recognized for their exceptional anti-glycation properties. In this study, main polyphenols were identified from seven varieties through metabolomics. 5-O-caffeoylquinic acid (5-OCA), 3-O-caffeoylquinic acid (3-OCA), and caffeic acid were confirmed as key agents through multivariate analysis, which was further validated by anti-glycation assessments. The concentrations of these polyphenols in Cerasus serrulata ‘Kanzan’ (CK) were 2.52 ± 0.08, 3.31 ± 0.18 and 2.38 ± 0.15 mg/g, respectively, contributing to its superior AGEs inhibition ratio (100 μg/mL) of 76.11 ± 0.40 %. Simulated digestion revealed that isomerization between 5-OCA and 3-OCA occurred during the gastric phase. Both compounds were metabolized to caffeic acid in the intestinal phase, contributing to a sustained anti-glycation activity of 64.74 ± 1.11 %. Overall, our study provides a theoretical basis for the development of Sakura-based functional foods targeting anti-glycation.
研究领域:
植物化学
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食品科学
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代谢组学
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DOI
PubMed
高影响因子
JOURNAL OF FOOD BIOCHEMISTRY
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2016
·Vol. 40
·期 4
·603-612
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IF 0.832
Lu Zhang,Zong-Cai Tu,Hui Wang,Qing-Hui Wen,Zhi-Feng Fu,Xing Xie
Effects of dynamic high pressure microfluidization (DHPM), microwave, ultrasound, maceration and high temperature, on the phenolic acids and antioxidant activity of Artemisia selengensis Turcz (AST) were investigated. Microwave exhibited the best extraction efficacy on phenolic compounds and flavonoids with the content of 40.30 μg GAE/mg Extract, and 37.75 μg RTE/mg Extract, respectively. Microwave extract (MWE) also showed the strongest DPPH· and HO· scavenging ability (IC 50 value of 0.23 and 0.50 mg/mL, respectively), and reducing power (Ab 0.3 value of 0.23 mg/mL). Quinic acid, 3 caffeoylquinic acids (CQAs), 2 coumaroylquinic acids, 4 dicaffeoylquinic acids (diCQAs) were identified as the major phenolic acids in AST using HPLC-QTOF-MS/MS, and 3-CQA (63.71 μg/mL) showed the highest content followed by 1,5-diCQA (17.91 μg/mL) and 3,5-diCQA (13.50 μg/mL). MWE had the highest 3-CQA and diCQAs. While, high temperature could promote the degradation of diCQAs, 3- and 4-caffeoyl are more liable to decompose as compared with 1- and 5-caffeoyl. Practical Application Over production of reactive oxygen species (ROS) in body will induce various chronic diseases. AST is an underutilized vegetable with many health benefits. This research indicates that AST possessed appreciating antioxidant activities and abundant phenolic acids, it is could be a potentail antioxidants resource and for prevention of chronic diseases associated with ROS. It also suggested that microwave could be a promising method for extracting the antioxidants in AST. Therefore, this research could lay a foundation for the high-value application of AST in food, health care and natural therapy industry, and provide some methodological references for the development of antioxidants in AST.
研究领域:
药理学
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食品科学
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分析化学
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DOI
高影响因子
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY
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2018
·
IF 1.826
Bing Zhao,Xiaoyu Zhuang,Shu Liu,Zhiqiang Liu,Fengrui Song,Shuying Liu
Misfolding and dissociation of Cu, Zn-superoxide dismutase (SOD1) is closely related to the pathogenesis of Amyotrophic Lateral Sclerosis (ALS), so that, it is important to discover the compounds which can stabilize the structure of SOD1 for the prevention and treatment of ALS disease. Caffeoylquinic acids (CQAs), as potential antioxidants, are important bioactive components in multiple vegetables and fruits. In this research, we studied the interactions between the CQAs and SOD1, and explored their effects on stabilizing the SOD1 structure and inhibiting the misfolding of SOD1. Because metal-free SOD1 (apo-SOD1) may be one of the precursor compounds of SOD1 dissociation and aggregation, we investigated the non-covalent complex between CQAs and apo-SOD1 by the electrospray ionization mass spectrometry (ESI-MS) and tandem mass spectrometry (MS/MS). Among the CQAs observed in this research, dicaffeoylquinic acids (di-CQAs) have the stronger binding affinity to apo-SOD1 than monocaffeoylquinic acids (mo-CQAs). In order to study the interactions of di-CQA isomers with apo-SOD1, a novel method based on alkali metal assisted cationization-ion mobility mass spectrometry was established and used to investigate the binding affinity between the di-CQA isomers and apo-SOD1 by distinguishing and quantifying the unbound di-CQA. Collision induced unfolding (CIU), as a new methodology, was further used to assess the stabilities of di-CQAs and apo-SOD1 complexes. The results show that there were no distinct differences in the binding affinity between different di-CQA isomers and apo-SOD1. Furthermore, CIU data obtained in this work reveal that di-CQAs can stabilize apo-SOD1 dimer and retard the unfolding of apo-SOD1 dimer. The strategy developed by us can be also used to study the interactions between other isomeric compounds and target protein in order to discover more potential drug-like small molecules.
研究领域:
生物化学
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分析化学
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神经科学
·
药理学
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产品关联
DOI
高影响因子
ANALYTICAL CHEMISTRY
·
2017
·
IF 6.32
Yin Yu,Yongxin Tao,Baozhu Yang,Datong Wu,Yong Qin,Yong Kong
A quinine (QN)-based chiral sensing platform with alterable enantioselectivity is constructed for electrochemical chiral recognition of tryptophan (Trp) isomers. The electrochemical signals of l- and d-Trp on the QN modified electrode depend closely on temperature, and more particularly are reversed at certain temperatures, which could be attributed to the temperature-sensitive H-bonds and π–π interactions between QN and the Trp isomers. The mechanisms of the reverse chiral recognition are investigated by density functional theory (DFT), variable-temperature UV spectra, and variable-temperature 1H NMR spectra. In addition, the chiral recognition is highly specific to the isomers of Trp compared with other chiral amino acids. This study is the first example showing how temperature influences the reverse recognition of electrochemical chiral interfaces.
研究领域:
生物化学
·
分析化学
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产品关联
DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2020
·Vol. 17
·期 4
·e1900696
·
IF 2.039
Zhiping Che,Jinming Yang,Di Sun,Yuee Tian,Shengming Liu,Xiaomin Lin,Jia Jiang,Genqiang Chen
Endeavor to discover biorational natural products-based insecticides, two series (30) of novel (9 S )-acyloxy derivatives of quinidine and dihydroquinidine were prepared and assessed for their insecticidal activity against Mythimna separata in vivo by the leaf-dipping method at 1 mg/mL. Among all the compounds, especially four derivatives exhibited the best insecticidal activity with final mortality rates of 71.4 %, 75.0 %, 71.4 %, and 75.0 %, respectively. Relatively speaking, 9-hydroxy group is well tolerated, and the results showed that after modification of the hydroxy group with an acyloxy group, the insecticidal activity was significantly increased; the configuration at C8/9 position is important for insecticidal activity, and the (9 S )-configuration is optimal; modification of the out-ring double bond is acceptable, and hydrogenation of the double bond enhances insecticidal activity. These preliminary results will pave the way for further modification of quinidine in the development of potential new insecticides. Graphical
研究领域:
有机化学
·
农药科学
·
药理学
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DOI
高影响因子
CHEMICAL ENGINEERING RESEARCH & DESIGN
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2017
·
IF 2.538
Yunchang Fan,Xiaojing Li,Lufei Song,Jing Li,Lei Zhang
In this work, a series of hydrophobic ionic liquids (ILs) with ClO 4 − , BF 4 − , PF 6 − , CF 3 SO 3 − and bis(trifluoromethanesulphonyl)imide (NTf 2 − ) as anions were synthesized. Their extraction ability for the two alkaloids, quinine and gramine was studied. The experimental results suggested that the extraction ability of ILs had no clear relationship with the alkyl chain length on the IL cation but depended on the hydrophobicity and hydrogen-bonding strength of the IL anion. The CF 3 SO 3 − -based ILs were stable against hydrolysis and exhibited better extraction ability for the two alkaloids. Thermodynamic analysis suggested that the extraction of the two alkaloids was an entropy-driven process. These results indicate that CF 3 SO 3 − -based ILs are ideal solvents for recovering alkaloids from the water phase.
研究领域:
化学
·
药学
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DOI
高影响因子
ELECTROANALYSIS
·
2012
·Vol. 24
·期 7
·1647-1654
·
IF 2.872
Li Liu,Xuecai Tan,Xiaoxue Fang,Yuexin Sun,Fuhou Lei,Zaiyin Huang
A novel cross-linker (functional abietic-type acids) for preparing highly sensitive, molecularly imprinted sensors was proposed for quinine determination. A MIP film was created on a glassy carbon electrode for determination of quinine using free radical polymerization method. The modification procedure was characterized via electrochemical impedance spectroscopy (EIS) and cyclic voltammetry (CV). The interaction between functional monomer and target molecule was observed by UV spectrometric methods. Under the optimal experimental conditions, the peak currents were proportional to the concentrations of quinine in the range from 8.0×10 −7 to 2.6×10 −4 M with a detection limit of 2.0×10 −8 M. Meanwhile the prepared sensor showed sensitive and selective binding sites for quinine. Determination of quinine in tonic water showed good recovery.
研究领域:
分析化学
·
生物传感技术
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）