Co-reporter:Qian Li, Pan Qiao, Xiu Chen, Jing Wang, Liujiao Bian, Xiaohui Zheng
Journal of Chromatography A 2017 Volume 1495(Volume 1495) pp:
Publication Date(Web):28 April 2017
DOI:10.1016/j.chroma.2017.03.023
•Immobilized VDAC-1 affinity chromatography has been established.•Interaction between VDAC-1 and three ligands are investigated.•Five bioactive compounds targeted to VDAC-1 are screened from traditional medicine.Voltage dependent anion channel isoform 1 (VDAC-1) serves as an attractive target of anti-cancer drugs by mediating the entry and exit of metabolites between cytoplasm and mitochondria. This work reports on the preparation of a VDAC-1-based bioaffinity chromatographic stationary phase by linking the protein on lecithin modified microspheres. An assay of chromatographic methods including frontal analysis, zonal elution, injection dependent analysis and nonlinear chromatography were utilized to investigate the bindings of ATP, NADH and NADPH to VDAC-1. Electrostatic interactions were found to be main forces during these bindings. The calculated association constants of the three ligands to VDAC-1 showed good agreements between diverse chromatographic methods. Validated application of the stationary phase was performed by screening anti-cancer compounds of Rheum officinale Baill. using high performance affinity chromatography coupled with electrospray ionization-quadrupole time of flight mass spectrometry. Chrysophanol, emodin, rhein, aloe-emodin and catechin were identified as the bioactive components of the herb. These compounds targeted VDAC-1 through Thr207 and the N-terminal region of the protein. Taken together, the current stationary phase was possible to become a promising tool for protein-ligand interaction analysis and anti-cancer drug screening from complex matrices.
Co-reporter:Biying Wang, Yajun Bai, Taiping Fan, Xiaohui Zheng, Yujie Cai
Food Chemistry 2017 Volume 232(Volume 232) pp:
Publication Date(Web):1 October 2017
DOI:10.1016/j.foodchem.2017.03.164
•A gene encoding alpha-keto acid decarboxylase from Proteus mirabilis JN458 was cloned, overexpressed and characterised.•Optimum activity of the enzyme was at pH 6.0 and 40–50 °C.•The enzyme could be used to improve the flavour of cheese.Alpha-keto acid decarboxylases can convert keto acids to their corresponding aldehydes, which are often volatile aroma compounds. The gene encoding α-keto acid decarboxylase in Proteus mirabilis JN458 was cloned, and the enzyme overexpressed in Escherichia coli BL21 (DE3), purified in high yield, and characterised. The molecular weight is 62.291 kDa by MALDI-TOF MS, and optimum activity at pH 6.0 and 40–50 °C. The enzyme is a typical decarboxylase, dependent on thiamine diphosphate and Mg2+ as cofactors. For the decarboxylation reaction, the enzyme displayed a broad substrate range. Kinetic parameters were determined using 4-methyl-2-oxopentanoic acid, phenyl pyruvate and 3-methyl-2-oxopentanoic acid as substrates. Km and kcat values for phenyl pyruvate were 0.62 mM and 77.38 s−1, respectively, and the kcat/Km value was 124.81 mM−1 s−1. The enzyme properties suggest it may act effectively under cheese ripening conditions.
Co-reporter:Xiaokang Gao, Lingjian Yang, Qian Li, Yuxin An, Sha Liao, Haiyang Gao, Xinfeng Zhao, Liujiao Bian, Xiaohui Zheng
Biochemical and Biophysical Research Communications 2017 Volume 494, Issues 3–4(Issue 3) pp:
Publication Date(Web):16 December 2017
DOI:10.1016/j.bbrc.2017.08.105
•Temperature could regulate protein conformational.•The receptor chromatography can simulate the pathological conditions of human fever.The β2 adrenergic receptor (β2-AR) is a prototypical family A G protein-coupled receptor (GPCR) and an excellent model system for studying the mechanism of GPCR activation. Purified β2-AR was immobilized on macroporous silica gel to obtain liquid chromatographic stationary phase. The resulting phase was packed into a stainless steel column (4.6 × 50 mm, 7 μm) and used for on-line chromatographic system. When column oven temperature increased from 20.0 °C to 40.0 °C, uncomplete separate chromatographic peaks of ephedrine and pseudoephedrine as receptor conformational probe were gradually merged into one peak, meanwhile retention time and resolution of the probes were reduced correspondingly, which suggested that temperature could regulate protein conformation. Temperature-induced conformational change of immobilized β2-AR, especially changes at higher temperatures, indicated that constructed receptor chromatography could simulate fever disease state of human body and clarify receptor conformation change at pathological condition. At the same time this study could also provide new ideas for screening active components in pathological conditions.
Co-reporter:Pu Jia, Shixiang Wang, Chaoni Xiao, Lumeng Yang, Yongyong Chen, Wei Jiang, Xiaopu Zheng, Guifang Zhao, Weijin Zang and Xiaohui Zheng
Analyst 2016 vol. 141(Issue 3) pp:1112-1120
Publication Date(Web):09 Dec 2015
DOI:10.1039/C5AN01970B
Tanshinol borneol ester (DBZ) is a novel experimental compound that consists of two chemical structural units from danshensu and borneol. It exhibits efficacious anti-ischemic and anti-atherosclerosis activities in rats. A fecal metabolomics based on Liquid Chromatography-Mass Spectrometry combined with clinical histopathology and blood lipid estimation was employed to assess the efficacy and the metabolic changes caused by administration of DBZ in atherosclerotic rats. There were the typical pathological features of atherosclerosis and significantly increased levels of TC, TG and LDL-C in the atherosclerotic rat group. Nevertheless, atherosclerotic rats administered both DBZ (at a dose of 40 mg kg−1) and simvastatin (at a dose of 20 mg kg−1) showed good therapeutic effects. The results of the metabolomics studies showed that 55 differential metabolites such as sebacic acid, enterodiol, nonanedioic acid, dodecanedioic acid, cholic acid, 13(S)-HPODE, deoxycholic acid, some phosphatidylglycerol and phosphatidic acids were found, indicating that abnormal metabolism occurred in the pathways of fatty acid oxidation, linoleic acid metabolism, bile acid biosynthesis and glycerophospholipid metabolism in atherosclerotic rats. Compared to those in the model group, the contents of 41 differential metabolites showed a tendency to recover to a healthy level after DBZ administration. Metabolomics studies suggested that DBZ exhibited good treatment efficacy against atherosclerosis by adjusting disturbed metabolic pathways related to atherosclerosis. This study could provide an experimental basis for DBZ's application to act as a candidate drug with anti-atherosclerosis activity.
Co-reporter:Le Kang;Yajun Bai;Yujie Cai
Biotechnology Letters 2016 Volume 38( Issue 6) pp:1009-1013
Publication Date(Web):2016 June
DOI:10.1007/s10529-016-2075-6
To characterize a novel feruloyl esterase from Escherichia coli BL21 DE3.The gene encoding BioH was cloned and overexpressed in E. coli. The protein was purified and its catalytic activity was assessed. BioH exhibited feruloyl esterase activity toward a broad range of substrates, and the corresponding kinetic constants for the methyl ferulate, ethyl ferulate, and methyl p-coumarate substrates were: Km values of 0.48, 6.3, and 1.9 mM, respectively, and kcat/Km values of 9.3, 3.8, and 3.8 mM−1 s−1, respectively.Feruloyl esterase from E. coli was expressed for the first time. BioH was confirmed to be a feruloyl esterase.
Co-reporter:Xiaokang Gao, Yunzhe Li, Yu Qin, Enhui Chen, Qian Li, Xinfeng Zhao, Liujiao Bian, Jianbin Zheng, Zijian Li, Youyi Zhang and Xiaohui Zheng
RSC Advances 2015 vol. 5(Issue 31) pp:24449-24454
Publication Date(Web):06 Mar 2015
DOI:10.1039/C5RA01012H
This approach utilized N,N′-bis(carboxymethyl)-L-lysine (ANTA) coordinated to bivalent metal cation Ni2+, leaving free coordination sites for the reversible binding of gene recombinant histidine-tagged β2-adrenoceptor onto macropore silica. The amount of transient metal nickel ion on the support was determined by atomic absorption spectrophotometry. The novel protein oriented immobilization β2-AR column was evaluated by five β2-adrenoceptor agonists, applying frontal analysis. The association equilibrium constant for ligands on the column was 1.98 × 104 M−1 for salbutamol, 3.43 × 104 M−1 for clenbuterol, 2.09 × 104 M−1 for tulobuterol, 1.84 × 104 M−1 for terbutaline, 1.71 × 104 M−1 for methoxyphenamine and corresponding concentrations at binding sites were 7.46 × 10−6 M, 1.82 × 10−5 M, 2.16 × 10−5 M, 8.29 × 10−6 M and 3.88 × 10−5 M, respectively. The results obtained from breakthrough and nonlinear fitting indicated that all the drugs have a single binding site on the β2-adrenoceptor column. The present combined histidine-tagged protein method was reliable and exact in revealing interactions between receptor and drugs.
Co-reporter:Qian Li;Jing Wang;Lingjian Yang;Xiaokang Gao;Hongwei Chen;Xinfeng Zhao;Liujiao Bian
Journal of Molecular Recognition 2015 Volume 28( Issue 7) pp:438-446
Publication Date(Web):
DOI:10.1002/jmr.2460
Although green fluorescence protein (GFP) and its antibody are widely used to track a protein or a cell in life sciences, the binding behavior between them remains unclear. In this work, diazo coupling method that synthesized a new stationary GFP was oriented immobilized on the surface of macro-porous silica gel by a phase. The stationary phase was utilized to confirm the validation of injection amount-dependent analysis in exploring protein–protein interaction that use GFP antibody as a probe. GFP antibody was proved to have one type of binding site on immobilized GFP. The number of binding site and association constant were calculated to be (6.41 ± 0.76) × 10-10 M and (1.39 ± 0.12) × 109 M-1. Further analysis by molecular docking showed that the binding of GFP to its antibody is mainly driven by hydrogen bonds and salt bridges. These results indicated that injection amount-dependent analysis is capable of exploring the protein–protein interactions with the advantages of ligand and time saving. It is a valuable methodology for the ligands, which are expensive or difficult to obtain. Copyright © 2015 John Wiley & Sons, Ltd.
Co-reporter:Chaoni Xiao;Man Wu;Yongyong Chen;Yajun Zhang;Xinfeng Zhao
Phytochemical Analysis 2015 Volume 26( Issue 1) pp:86-93
Publication Date(Web):
DOI:10.1002/pca.2539
ABSTRACT
Introduction
The distribution of metabolites in the different root parts of Cortex Moutan (the root bark of Paeonia suffruticosa Andrews) is not well understood, therefore, scientific evidence is not available for quality assessment of Cortex Moutan.
Objective
To reveal metabolomic variations in Cortex Moutan in order to gain deeper insights to enable quality control.
Methods
Metabolomic variations in the different root parts of Cortex Moutan were characterised using high-performance liquid chromatography combined with mass spectrometry (HPLC–MS) and multivariate data analysis. The discriminating metabolites in different root parts were evaluated by the one-way analysis of variance and a fold change parameter.
Results
The metabolite profiles of Cortex Moutan were largely dominated by five primary and 41 secondary metabolites . Higher levels of malic acid, gallic acid and mudanoside-B were mainly observed in the second lateral roots, whereas dihydroxyacetophenone, benzoyloxypaeoniflorin, suffruticoside-A, kaempferol dihexoside, mudanpioside E and mudanpioside J accumulated in the first lateral and axial roots. The highest contents of paeonol, galloyloxypaeoniflorin and procyanidin B were detected in the axial roots. Accordingly, metabolite compositions of Cortex Moutan were found to vary among different root parts.
Conclusion
The axial roots have higher quality than the lateral roots in Cortex Moutan due to the accumulation of bioactive secondary metabolites associated with plant physiology. These findings provided important scientific evidence for grading Cortex Moutan on the general market. Copyright © 2014 John Wiley & Sons, Ltd.
Co-reporter:Yajun Bai, Qunzheng Zhang, Pu Jia, Lingjian Yang, Yuhong Sun, Yefei Nan, Shixiang Wang, Xue Meng, Yizhen Wu, Fanggang Qin, Zhe Sun, Xiaokang Gao, Pei Liu, Kai Luo, Yajun Zhang, Xinfeng Zhao, Chaoni Xiao, Sha Liao, Jianli Liu, Cuiling Wang, Jiacheng Fang, Xiaoxiao Wang, Jing Wang, Rong Gao, Xuexia An, Xunli Zhang, and Xiaohui Zheng
Organic Process Research & Development 2014 Volume 18(Issue 12) pp:1667-1673
Publication Date(Web):November 26, 2013
DOI:10.1021/op4002593
A pilot-scale process has been developed for green and scalable synthesis of (±)-β-(3,4-dihydroxyphenyl) lactic acid ((±)-DSS) and their two important derivatives, namely, (±)-IDHP [(±)-isopropyl 2-hydroxy-3-(3,4-dihydroxyphenyl)propanoate] and (±)-DBZ [(±)-bornyl 2-hydroxy-3-(3,4-dihydroxyphenyl)propanoate]. Subsequent hydrogenation has been carried out by employing Raney Ni as catalyst. The improved process results in higher yields of 47.5% for (±)-DBZ and 49.2% for (±)-IDHP compared to the initial process with a yield of 12% for (±)-DBZ and 18% for (±)-IDHP in our original medicinal chemistry route. Furthermore, kilograms of optical DBZ [(−)-S-DBZ and (+)-R-DBZ, >99% ee] and IDHP [(−)-S-IDHP and (+)-R-IDHP, >99% ee] have been produced by chiral high-performance liquid chromatography in good yield (>84%).
Co-reporter:Chaoni Xiao, Pu Jia, Man Wu, Yajun Zhang, Shixiang Wang, Xinfeng Zhao and Xiaohui Zheng
Analytical Methods 2014 vol. 6(Issue 12) pp:4144-4151
Publication Date(Web):20 Mar 2014
DOI:10.1039/C4AY00374H
Forced swimming in cold water causes physiological and psychological stress that leads to altered biochemical homeostasis and neurobehavioral responses. In this study, plasma and urinary metabolites in Sprague-Dawley (SD) rats subjected to cold water forced swimming stress (CWFSS) were characterized using NMR in conjunction with multivariate data analysis. Metabolic analysis demonstrated that decreased levels of lipoprotein and increased levels of O-acetyl glycoprotein, glucose, lactate, pyruvate, creatine, citrate, succinate and amino acids including phenylalanine, tyrosine, glutamate, valine, isoleucine, alanine and lysine in plasma were observed in response to CWFSS. Moreover, the biochemical response to CWFSS as determined from NMR analysis of urine was characterized by an elevation of gut microbiota-related metabolites including phenylacetylglycine, 4-cresol glucuronide and indoxyl sulfate. These results suggest that CWFSS-induced metabolic perturbations were involved in the disruption of amino acid and energy metabolism as well as the alteration of gut microbiota function. This study will enhance the current knowledge of stress-induced diseases and aid in the early diagnosis of metabolic disorders in humans.
Co-reporter:Shixiang Wang, Kun Zhao, Weijin Zang, Qian Zhang, Xinfeng Zhao, Ming Zhao, Xi He, Qinshe Liu, Weiyi Feng, Xiaohui Zheng
Analytical Biochemistry 2014 Volume 457() pp:1-7
Publication Date(Web):15 July 2014
DOI:10.1016/j.ab.2014.04.013
Abstract
A highly selective assay was developed for screening compounds that bind to the porcine recombinant β2-adrenoceptor (β2-AR) with affinity chromatography coupled to quadrupole time-of-flight mass spectrometry (Q-TOF–MS). The methodology involved selective screening with immobilized β2-AR, a highly accurate identification via Q-TOF–MS, and a functional evaluation of the screened compounds with a sensitive myograph system. Ferulic acid, hydroxysafflor yellow A (HSYA), and naringin were confirmed to be the bioactive compounds in Huoxue capsule that specifically bound to the β2-AR. These compounds produced a concentration-dependent relaxation of arteries that were contracted by treatment with phenylephrine, and the relaxation caused by these compounds was attenuated in the presence of ICI 118551, a type of β2-AR antagonist. Our data indicate that the use of an immobilized receptor is potentially an alternative method for the rapid screening of bioactive compounds in a complex matrix because of its high specificity. β2-AR affinity chromatography was valuable in focusing attention on the further investigation of ferulic acid, HSYA, and naringin as β2-AR agonists.
Co-reporter:Chaoni Xiao, Man Wu, Yongyong Chen, Pu Jia, Ru Jia and Xiaohui Zheng
Analytical Methods 2014 vol. 6(Issue 19) pp:7854-7864
Publication Date(Web):17 Jul 2014
DOI:10.1039/C4AY01028K
Metabolomic analysis is an important molecular phenotyping method for understanding plant ecotypic variations. Here, we systematically characterized the metabolomic variations associated with five Chinese cultivars of tree peony (Paeonia suffruticosa Andrews) using high performance liquid chromatography-mass spectrometry (HPLC-MS) and multivariate data analysis. Our results indicated that the metabolite profile of the root bark in tree peony was largely dominated by 5 primary metabolites and 41 secondary ones including 7 phenolics, 7 flavonoids, 16 monoterpene glycosides and 11 acetophenones. The distribution of these secondary metabolites varied in the different tree peony cultivars. Some secondary metabolites, such as galloyl glucoses, procyanidins, mudanpiosides and acetophenones, will become the novel and potential chemotaxonomic markers to differentiate tree peony cultivars when the conventional classification methods are not practicable. These results demonstrated that HPLC-MS based metabolomics was an effective tool for the classification of phenotypic cultivars and provided novel and potential chemotaxonomic characteristics of tree peony.
Co-reporter:Chaoni Xiao;Man Wu;Yajun Zhang;Xinfeng Zhao;Jie Yu
Magnetic Resonance in Chemistry 2014 Volume 52( Issue 8) pp:460-466
Publication Date(Web):
DOI:10.1002/mrc.4089
Weak self-interaction plays an important role in interpreting the biomechanisms and modes of drug action. The structure-dependent self-association of five phenolic acids with various bioactivities, including danshensu (DSS), caffeic acid (CA), rosmarinic acid (RA), lithospermic acid (LA), and salvianolic acid B (SA), was investigated by 1H NMR. These phenolic acids have similar condensed structures, with a CA moiety and varying numbers of DSS moieties. The strengths of the self-association constants are in the order DSS < CA < RA < LA < SA, which corresponds to the increasing molecular size of these phenolic acids and roughly corresponds to the increasing number of DSS moieties. The binding site for the self-aggregation of these phenolic acids has been identified to be on the CA moiety, rather than on the DSS moiety, as a result of CA's stronger aromatic π–π interactions, which cause larger chemical shift variations. The thermodynamic parameters for the self-association of these phenolic acids show that the self-association is spontaneous and enthalpically favorable at room temperature in all cases. It was inferred that π–π interactions and intermolecular hydrogen bonding stabilize the stacking structures of the phenolic acids. Knowledge of self-association processes will enable us to quantitatively assess the possible effects of self-aggregation on the interaction between drug and protein. Copyright © 2014 John Wiley & Sons, Ltd.
Co-reporter:Xiaokang Gao;Qian Li;Xinfeng Zhao;Jingjing Huang;Liujiao Bian
Chromatographia 2014 Volume 77( Issue 17-18) pp:1235-1239
Publication Date(Web):2014 September
DOI:10.1007/s10337-014-2716-7
The interaction between drugs and receptors is particularly important in revealing the drug acting mechanism and developing new leads. In this work, α1-Adrenoceptor (α1-AR) from HEK293 cell line is purified and immobilized on the surface of macro-pore silica gel to prepare an high-performance affinity chromatography stationary phase for the pursuit of drug–receptor interactions by competition zonal elution. Naftopidil is found to have only one type of binding site to α1-AR with an association constant of 1.45 × 106 M−1 and a concentration of binding sites of 1.56 × 10−6 M, while terazosin hydrochloride proves to present two kinds of binding site on the receptor at which the association constants are determined to be 1.61 × 105 M−1 and 2.06 × 103 M−1, and the corresponding concentrations of the binding sites are 1.56 × 10−6 M and 1.11 × 10−3 M, respectively. It is concluded that the stationary phase containing attached α1-AR can be used to realize the binding of a drug to the receptor.
Co-reporter:Yuhong Sun, Pu Jia, Yajun Bai, Sha Liao, Shixiang Wang and Xiaohui Zheng
Analytical Methods 2013 vol. 5(Issue 20) pp:5737-5745
Publication Date(Web):13 Aug 2013
DOI:10.1039/C3AY41058G
A polymerized film of new coccine was deposited on a carbon paste electrode (CPE) by an electropolymerization technique. Electrochemical characterization of the modified electrode was investigated by electrochemical impedance spectroscopy (EIS), cyclic voltammetry (CV) and differential pulse voltammetry (DPV). The poly(new coccine) modified CPE exhibited excellent electrocatalytic activity towards the oxidation of dopamine (DA), acetaminophenol (AP) and tryptophan (Trp) simultaneously. Well defined and separated oxidation peaks were observed by CV. Linear calibration plots for the oxidation of DA, AP and Trp were obtained in the range of 0.7–200 μM for DA, 1.5–120 μM for AP, and 0.6–50 μM for Trp. Detection limits of DA, AP and Trp were found to be 0.2, 0.3 and 0.2 μM, respectively. With good selectivity and sensitivity, the present method has been successfully applied to the determination of DA, AP and Trp in pharmaceutical samples.
Co-reporter:Zhao Xin-feng;Huang Jing-jing;Li Qian;Wei Lu-sha;Zheng Jian-bin;Zheng Xiao-hui;Li Zi-jian;Zhang You-yi
Journal of Molecular Recognition 2013 Volume 26( Issue 5) pp:252-257
Publication Date(Web):
DOI:10.1002/jmr.2271
The development of new approaches to study the affinity between ligands and G-protein-coupled receptors proves to be of growing interest for pharmacologists, chemists, and biologists. The aim of this work was to determine the binding of seven drugs to β2-adrenoceptors by frontal analysis using immobilized receptor stationary phase. The dissociation constants (Kd) were determined to be (3.16 ± 0.09) × 10−4 M for salbutamol, (4.29 ± 0.12) × 10−4 M for terbutaline, (6.19 ± 0.16) × 10−4 M for methoxyphenamine, (2.11 ± 0.07) × 10−4 M for tulobuterol, (1.82 ± 0.11) × 10−4 M for fenoterol, (9.75 ± 0.24) × 10−6 M formoterol, and (9.84 ± 0.26) × 10−5 M for clenbuterol. These results showed a good correlation with the data determined by radioligand binding assay. Further investigations revealed that the dissociation constant mainly attributed to the number of hydrogen bonds in the structures of ligands. This study indicates that affinity chromatography using immobilized receptor stationary phase can be used for the direct determination of drug-receptor binding interactions and has the potential to become a reliable alternative for quantitative studies of ligand–receptor interactions. Copyright © 2013 John Wiley & Sons, Ltd.
Co-reporter:Pu Jia, Shixiang Wang, Xue Meng, Wei Lan, Jing Luo, Sha Liao, Chaoni Xiao, Xiaopu Zheng, Lianshe Li, Qinshe Liu, Jianbin Zheng, Yuanzhen Zhou, Xiaohui Zheng
Talanta 2013 Volume 107() pp:103-110
Publication Date(Web):30 March 2013
DOI:10.1016/j.talanta.2012.12.031
A novel high performance liquid chromatography-electrochemical detector (HPLC-ECD) analytical system was developed in this study by integratedly utilizing ionic liquid (IL) of 1-butyl-3-methylimidazolium bromide and an additive of gold nanoparticles. The resulted pilot study was first performed to assess the effects of 1-butyl-3-methylimidazolium bromide and gold nanoparticles on the chromatographic characteristics of five phenolic acids in Xuebijing injection, including danshensu (DSS), protocatechuic acid (PA), protocatechuic aldehyde (PAH), hydroxy safflower yellow A (HSYA) and ferulic acid (FA). It was notable to observe that retainability of the phenolic acids were markly lowered by IL addition. Compared with the cases without IL addition, the retention times of DSS, PA, PAH, HSYA and FA have decreased 2.851, 1.532, 1.53, 0.818 and 0.552 min, respectively when 0.6% IL in the mobile phase. In addition, the corresponding theoretical plate numbers and peak areas for these compounds were significantly increased. Area response for DSS, PA, PAH, HSYA and FA were enhanced by 772%, 628%, 584%, 703% and 600%, respectively. It was observed that nano-gold catalysis power enabled peak areas of DSS, PAH, FA and PA to enhance 5.7, 6.2, 8.5 and 66.5 times relative to the case with addition of IL. Altogether, the optimized HPLC-ECD system was successfully applied to the pharmacokinetics study of Xuebijing injection with underlying applicability to in vivo and in vitro analysis of a variety of natural product from Chinese medicine plants, TCM formulae and associated patent TCM preparation.Highlights► A novel high performance HPLC-ECD system by applying ILs and Nanogold as additives. ► The influence of the additives on the separation and detection of the phenolic acids. ► The optimized conditions were used in the pharmacokinetics of Xuebijing injection.
Co-reporter:Xinfeng Zhao;Haiyan Lu;Jing Huang;Jianbin Zheng
Chromatographia 2012 Volume 75( Issue 7-8) pp:411-415
Publication Date(Web):2012 April
DOI:10.1007/s10337-012-2198-4
Binding interaction between ligand and G-protein coupled receptor plays an important role in the several steps of exertion of therapeutic effect by a drug and has become increasingly interesting to pharmacists, chemists, biologists and companies. α1-Adrenoceptor (α1-AR) was purified from cell line which stably expressed α1-AR and evenly immobilized on the surface of macroporous silica gel to prepare a novel stationary phase for investigating the interaction between drug and receptor. Control drugs of α1-AR including phentolamine, terazosin and urapidil were used to characterize the retention properties of the stationary phase containing the receptor. Further work was performed to calculate the binding sites and association constant of prazosin binding to the immobilized receptor. The results presented a value of 4.55 × 10−7 M−1 for binding sites and of 2.2 × 104 M for the association constant during the interaction between prazosin and α1-AR. The proposed affinity method was stable at least in seven consecutive days, as well as had the primary bioactivities of recognizing and binding the ligand, providing an alternative for representing the interaction between drug and functional protein.
Co-reporter:Maofang He, Xiaohui Zheng
Journal of Molecular Liquids 2012 173() pp: 29-34
Publication Date(Web):
DOI:10.1016/j.molliq.2012.05.024
Co-reporter:Xinfeng Zhao, Qian Li, Liujiao Bian, Xiaohui Zheng, Jianbin Zheng, Youyi Zhang, Zijian Li
Journal of Pharmaceutical and Biomedical Analysis 2012 70() pp: 549-552
Publication Date(Web):
DOI:10.1016/j.jpba.2012.05.004
Co-reporter:Shi-Xiang Wang;Kai Luo;Jing Liang;Fei Fan;Hua Li
Medicinal Chemistry Research 2011 Volume 20( Issue 1) pp:16-22
Publication Date(Web):2011 January
DOI:10.1007/s00044-009-9275-8
A metabolomic method was established to investigate the plasma metabolic difference between healthy rabbits and rabbits with Qi-stagnancy and blood stasis. All rabbits were administrated with an extraction of Salvia miltiorrhiza and S. miltiorrhiza coupled with Lignum dalbergiae odoriferae. The main compounds in plasma samples were detected by high-performance liquid chromatography/diode array detector/electrospray-mass spectrometry (HPLC/DAD/ESI-MS). The data were analyzed by principal component analysis (PCA). The results showed that Qi-stagnancy and blood stasis had a close relationship with dopamine. In addition, the results also indicated that the major plasma metabolic difference between rabbits administrated with S. miltiorrhiza and S. miltiorrhiza coupled with Lignum dalbergiae odoriferae were 4-methylbenzamide, Danshensu and β-(3,4-dihydroxybenzene)-α-hydroxyl propanoic acid isopropyl ester. The above results could provide experimental evidence for the theory of traditional Chinese medicine.
Co-reporter:Ming Chen, Hui Chen, Yuzhen Wang, Haibo Wang, Yefei Nan, Xiaohui Zheng, Ru Jiang
Tetrahedron: Asymmetry 2011 Volume 22(Issue 1) pp:4-7
Publication Date(Web):17 January 2011
DOI:10.1016/j.tetasy.2010.11.030
The highly enantioselective synthesis of (R)-isopropyl 3-(3′,4′-dihydroxyphenyl)-2-hydroxypropanoate and its enantiomer has been achieved starting from 3,4-dihydroxybenzaldehyde. The stereogenic centers were established through asymmetric dihydroxylation of (E)-isopropyl 3,4-bis(benzyloxy) cinnamate. A convenient manipulation in selective catalytic hydrogenation and deprotection was also accomplished in HCl–iPrOH employing 10% Pd/C catalyst.Isopropyl (2R,3S)-3-(3′,4′-bis(benzyloxy)phenyl)-2,3-dihydroxy propanoateC26H31NO6Ee >99.9%[α]D25=-2.0 (c 1, MeOH)Source of chirality: asymmetric synthesisAbsolute configuration: (2R,3S)(R)-Isopropyl 3-(3′,4′-dihydroxyphenyl)-2-hydroxypropanoateC12H16O5Ee = 97.8%[α]D25=-9.7 (c 1, MeOH)Source of chirality: asymmetric synthesisAbsolute configuration: (2R)Isopropyl (2S,3R)-3-(3′,4′-bis(benzyloxy)phenyl)-2,3-dihydroxy propanoateC26H31NO6Ee >99.9%[α]D25=+2.0 (c 1, MeOH)Source of chirality: asymmetric synthesisAbsolute configuration: (2S,3R)(S)-Isopropyl 3-(3′,4′-dihydroxyphenyl)-2-hydroxypropanoateC12H16O5Ee = 97.8%[α]D25=+9.7 (c 1, MeOH)Source of chirality: asymmetric synthesisAbsolute configuration: (2S)
Co-reporter:Yefei Nan;Xinfeng Zhao;Lusha Wei;Hongfei Wang;Chaoni Xiao
Chromatographia 2010 Volume 71( Issue 11-12) pp:1031-1037
Publication Date(Web):2010 June
DOI:10.1365/s10337-010-1572-3
A simple, sensitive and rapid method for the analysis of jasminoidin in rabbit plasma by liquid chromatography coupled to tandem mass spectrometry was developed. Detection was by positive ion electrospray ionization in multiple reactions monitoring mode. The method included a chromatographic run of 5.0 min using a C18 analytical column and the calibration curve was linear over the concentration range of 0.5–2,000 ng mL−1 with a correlation coefficient R of 0.998 or better. The intra- and inter-day precision ranged from 3.4 to 5.6% and 4.3 to 8.2%. The intra- and inter-day assay accuracy was between −7.4 and 8.6%. The method was successfully applied for the pharmacokinetic study on jasminoidin in rabbit after a single dose oral administration of Gardenia jasminoides Ellis (Gardenia) and Gardenia coupling Coptis chinensis Franch (Coptidis) extracts.
Co-reporter:Xinfeng Zhao, Yefei Nan, Chaoni Xiao, Jianbin Zheng, Xiaohui Zheng, Yinmao Wei, Youyi Zhang
Journal of Chromatography B 2010 Volume 878(Issue 22) pp:2029-2034
Publication Date(Web):15 July 2010
DOI:10.1016/j.jchromb.2010.05.040
A receptor affinity chromatographic selection method was developed for screening the bioactive compounds binding to β2-adrenoceptor (β2-AR) in Coptidis rhizome. The bioactive compounds were analyzed by molecular recognition with a β2-AR affinity column. The retention compounds eluted from the β2-AR column were separated online with reverse-phase high-performance liquid chromatography by column switching technology, and identified by a coupled ion-trap mass spectrometer. Four compounds were screened as the bioactive compounds of Coptidis rhizome and identified as 2,9,10-trimethoxy-3-hydroxyl-protoberberine (jateorhizine), 2,3-methylenedioxy-9-methoxy-protoberberine, 2,3,9,10-tetramethoxy-protoberberine (palmatine) and 2,3-methylenedioxy-9,10-dimethoxy-protoberberine (berberine). The association constants of jatrorrhizine, palmatine and berberine to the β2-AR were determined by the zonal elution method with standards. Berberine and palmatine had only one type of binding site on the immobilized β2-AR. Their association constants were (2.28 ± 0.11) × 104/M and (3.00 ± 0.10) × 104/M, respectively. Jatrorrhizine had at least two type of binding sites on the immobilized β2-AR, and the corresponding association constants were (2.20 ± 0.09) × 10−4/M and (6.78 ± 0.001) × 105/M.
Co-reporter:Zhao Xinfeng;Zheng Xiaohui;Zhao Xin;Wang Shixiang;Wei Yinmao;Zheng Jianbin
Journal of Separation Science 2007 Volume 30(Issue 6) pp:851-857
Publication Date(Web):9 MAR 2007
DOI:10.1002/jssc.200600287
A fast solid phase extraction-high performance liquid chromatography-ion trap mass spectrometry (SPE-HPLC-MSn) method is presented for quantitative determination of 3-(3,4-dihydroxyphenyl)-2-hydroxylpropionic acid (Danshensu, DSS) from Compound Danshen Dripping Pills (CDDP) in rabbits' heart, liver, kidney, and lung and for qualitative analysis of the bioactive metabolites of Radix Salvia miltiorrhizae (DS) from CDDP in these tissues. The proposed method was validated with a detection limit of 0.06 ng/mL and a linear range of 5.0–200 ng/mL for DSS. The main metabolites of DS were pyrocatechol, vanillic acid, isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate, and 2-hydroxyl-3-(3,4-dihydroxyphenyl)propinonic sulfuric anhydride. In vitro pharmacological experiments demonstrated that isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate had a distinct vasodilatating action.
Co-reporter:Xiaomei Wang, Yajun Bai, Yujie Cai, Xiaohui Zheng
Process Biochemistry (February 2017) Volume 53() pp:109-115
Publication Date(Web):1 February 2017
DOI:10.1016/j.procbio.2016.12.012
•Three novel FAEs (feruloyl esterases) were screened from Bacillus amyloliquefaciens firstly.•The three FAEs shared low sequence identity with other bacterial FAEs.•The three FAEs could release ferulic acid from destarched wheat bran.•BaFae04 has potential industrial application with good thermostability and activity.Feruloyl esterases (Faes) are a subclass of the carboxylic esterases that hydrolyze the ester bonds between ferulic acid and polysaccharides in plant cell walls. Until now, the biochemical characteristics of FAEs from Bacillus spp. have not been reported. In this study, a strain with high activity of FAEs, Bacillus amyloliquefaciens H47 was screened from 122 Bacillus – type strains. Finally, three FAEs (BaFae04, BaFae06, and BaFae09) were identified. Comparing with other bacterial FAEs, these novel FAEs exhibited low sequence identities (less than 30%). The profiles of 52 esterase substrates showed that the three FAEs had a broad substrate spectrum and could effectively hydrolyze several common FAE substrates, such as methyl ferulate, ethyl caffeate, methyl p-coumarate, methyl sinapate, and chlorogenic acid. Furthermore, the three FAEs also can release ferulic acid from destarched wheat bran. They showed maximal activity with an optimal pH of 8.0 at 30 °C, 35 °C, and 40 °C, respectively. BaFae04 showed high stability in the temperature range of 25–60 °C for 1 h and retained 59% of its activity at 60 °C. The present study displays some useful characteristics of FAEs for potential industrial application and contributes to our understanding of FAEs.Download high-res image (173KB)Download full-size image
Co-reporter:Xirui He, Xiaoxiao Wang, Jiacheng Fang, Zefeng Zhao, Linhong Huang, Hao Guo, Xiaohui Zheng
Journal of Ethnopharmacology (4 January 2017) Volume 195() pp:20-38
Publication Date(Web):4 January 2017
DOI:10.1016/j.jep.2016.11.026
Ethnopharmacological relevanceBletilla striata (Thunb.) Reichb. f. (Orchidaceae), also known as Hyacinth Orchid and Baiji (Simplified Chinese: 白及), not only has been widely used for the treatment of hematemesis, hemoptysis, and traumatic bleeding due to the efficacy of arresting bleeding with astringent action, but also has been applied topically to overcome ulcers, sores, swellings, and chapped skin due to the efficacy of dispersing swelling and promoting tissue regeneration. Additional medical applications include the treatment of tuberculosis, malignant ulcers, hemorrhoids, anthrax, eye diseases, and silicosis.Aim of this reviewThis review aims to provide up-to-date information on the botanical characterization, medicinal uses, chemical constituents, pharmacological activities, and toxicity of B. striata. In addition, this paper also focuses on the possible exploitation of this plant for the treatment of different diseases, and uncovers opportunities for future research.Materials and methodsThe relevant information on B. striata was gathered from worldwide accepted scientific databases via an electronic search (Google Scholar, Web of Science, ScienceDirect, ACS Publications, PubMed, Wiley Online Library, SciFinder, CNKI). Information was also obtained from The Plant List, Chinese pharmacopoeia, Chinese herbal classics books, PhD and MSc dissertations, etc.ResultsA comprehensive analysis of the literature obtained through the above-mentioned sources confirmed that the ethnomedical usages of B. striata have been recorded in Mongolia, Korea, Japan, and China. Phytochemical investigations revealed that the major chemical constituents of B. striata are polysaccharides, bibenzyls, phenanthrenes, triterpenoids and its saponins, steroids and its saponins, which also have been proven to be the main bioactive substances capable of exhibiting numerous pharmacological activities including wound healing, antiulcer, hemostasis, cytotoxicity, antimicrobial, anti-inflammation, anti-oxidation, immunomodulation, anti-fibrosis, antiaging, anti-allergy, and anti-itch.ConclusionsPreliminary investigations on pharmacological properties of B. striata have shown that B. striata is an outstanding astringent hemostatic medicinal, B. striata polysaccharides (BSP) as the major bioactive components not only capable of promoting wound healing, but also show good performance as a kind of promising natural biomaterial. More importantly, BSP are also reported to be excellent embolic material. However, further investigations need to be carried out to fully clarify its efficacy of dispersing swelling and promoting tissue regeneration. Moreover, this plant also needs a lot more investigations to clarify the pathways of absorption, distribution, metabolism and excretion, and to evaluate its long-term in vivo chronic toxicity before proceeding to the development of pharmaceutical formulation.Download high-res image (578KB)Download full-size image
Co-reporter:Xirui He, Yajun Bai, Zefeng Zhao, Xiaoxiao Wang, Jiacheng Fang, Linhong Huang, Min Zeng, Qiang Zhang, Yajun Zhang, Xiaohui Zheng
Journal of Ethnopharmacology (1 July 2016) Volume 187() pp:160-182
Publication Date(Web):1 July 2016
DOI:10.1016/j.jep.2016.04.014
Ethnopharmacological relevanceSophora japonica (Fabaceae), also known as Huai (Chinese: 槐), is a medium-sized deciduous tree commonly found in China, Japan, Korea, Vietnam, and other countries. The use of this plant has been recorded in classical medicinal treatises of ancient China, and it is currently recorded in both the Chinese Pharmacopoeia and European Pharmacopoeia. The flower buds and fruits of S. japonica, also known as Flos Sophorae Immaturus and Fructus Sophorae in China, are most commonly used in Asia (especially in China) to treat hemorrhoids, hematochezia, hematuria, hematemesis, hemorrhinia, uterine or intestinal hemorrhage, arteriosclerosis, headache, hypertension, dysentery, dizziness, and pyoderma. To discuss feasible trends for further research on S. japonica, this review highlights the botany, ethnopharmacology, phytochemistry, biological activities, and toxicology of S. japonica based on studies published in the last six decades.Materials and methodsInformation on the S. japonica was collected from major scientific databases (SciFinder, PubMed, Elsevier, SpringerLink, Web of Science, Google Scholar, Medline Plus, China Knowledge Resource Integrated (CNKI), and “Da Yi Yi Xue Sou Suo (http://www.dayi100.com/login.jsp)” for publications between 1957 and 2015 on S. japonica. Information was also obtained from local classic herbal literature, government reports, conference papers, as well as PhD and MSc dissertations.ResultsApproximately 153 chemical compounds, including flavonoids, isoflavonoids, triterpenes, alkaloids, polysaccharides, amino acids, and other compounds, have been isolated from the leaves, branches, flowers, buds, pericarps, and/or fruits of S. japonica. Among these compounds, several flavonoids and isoflavonoids comprise the active constituents of S. japonica, which exhibit a wide range of biological activities in vitro and in vivo such as anti-inflammatory, antibacterial, antiviral, anti-osteoporotic, antioxidant, radical scavenging, antihyperglycemic, antiobesity, antitumor, and hemostatic effects. Furthermore, flavonoids and isoflavonoids can be used as quality control markers for quality identification and evaluation of medicinal materials and their preparations. Information on evaluating the safety of S. japonica is very limited, so further study is required. To enable safer, more effective, and controllable therapeutic preparations, more in-depth information is urgently needed on the quality control, toxicology data, and clinical value of crude extract and active compounds of S. japonica.ConclusionsS. japonica has long been used in traditional Chinese medicine (TCM) due to its wide range of biological activities, and is administered orally. Phytochemical and pharmacological studies of S. japonica have increased in the past few years, and the extract and active components of this plant can be used to develop new drugs based on their traditional application as well as their biological activities. Therefore, this review on the ethnopharmacology, phytochemistry, biological activities, and toxicity of S. japonica offers promising data for further studies as well as the commercial exploitation of this traditional medicine.Download high-res image (427KB)Download full-size image
Co-reporter:
Analytical Methods (2009-Present) 2014 - vol. 6(Issue 19) pp:
Publication Date(Web):
DOI:10.1039/C4AY01028K
Metabolomic analysis is an important molecular phenotyping method for understanding plant ecotypic variations. Here, we systematically characterized the metabolomic variations associated with five Chinese cultivars of tree peony (Paeonia suffruticosa Andrews) using high performance liquid chromatography-mass spectrometry (HPLC-MS) and multivariate data analysis. Our results indicated that the metabolite profile of the root bark in tree peony was largely dominated by 5 primary metabolites and 41 secondary ones including 7 phenolics, 7 flavonoids, 16 monoterpene glycosides and 11 acetophenones. The distribution of these secondary metabolites varied in the different tree peony cultivars. Some secondary metabolites, such as galloyl glucoses, procyanidins, mudanpiosides and acetophenones, will become the novel and potential chemotaxonomic markers to differentiate tree peony cultivars when the conventional classification methods are not practicable. These results demonstrated that HPLC-MS based metabolomics was an effective tool for the classification of phenotypic cultivars and provided novel and potential chemotaxonomic characteristics of tree peony.
Co-reporter:
Analytical Methods (2009-Present) 2014 - vol. 6(Issue 12) pp:
Publication Date(Web):
DOI:10.1039/C4AY00374H
Forced swimming in cold water causes physiological and psychological stress that leads to altered biochemical homeostasis and neurobehavioral responses. In this study, plasma and urinary metabolites in Sprague-Dawley (SD) rats subjected to cold water forced swimming stress (CWFSS) were characterized using NMR in conjunction with multivariate data analysis. Metabolic analysis demonstrated that decreased levels of lipoprotein and increased levels of O-acetyl glycoprotein, glucose, lactate, pyruvate, creatine, citrate, succinate and amino acids including phenylalanine, tyrosine, glutamate, valine, isoleucine, alanine and lysine in plasma were observed in response to CWFSS. Moreover, the biochemical response to CWFSS as determined from NMR analysis of urine was characterized by an elevation of gut microbiota-related metabolites including phenylacetylglycine, 4-cresol glucuronide and indoxyl sulfate. These results suggest that CWFSS-induced metabolic perturbations were involved in the disruption of amino acid and energy metabolism as well as the alteration of gut microbiota function. This study will enhance the current knowledge of stress-induced diseases and aid in the early diagnosis of metabolic disorders in humans.
Co-reporter:
Analytical Methods (2009-Present) 2013 - vol. 5(Issue 20) pp:
Publication Date(Web):
DOI:10.1039/C3AY41058G
A polymerized film of new coccine was deposited on a carbon paste electrode (CPE) by an electropolymerization technique. Electrochemical characterization of the modified electrode was investigated by electrochemical impedance spectroscopy (EIS), cyclic voltammetry (CV) and differential pulse voltammetry (DPV). The poly(new coccine) modified CPE exhibited excellent electrocatalytic activity towards the oxidation of dopamine (DA), acetaminophenol (AP) and tryptophan (Trp) simultaneously. Well defined and separated oxidation peaks were observed by CV. Linear calibration plots for the oxidation of DA, AP and Trp were obtained in the range of 0.7–200 μM for DA, 1.5–120 μM for AP, and 0.6–50 μM for Trp. Detection limits of DA, AP and Trp were found to be 0.2, 0.3 and 0.2 μM, respectively. With good selectivity and sensitivity, the present method has been successfully applied to the determination of DA, AP and Trp in pharmaceutical samples.
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