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FOOD RESEARCH INTERNATIONAL · 2019 · IF 3.579

Non-targeted metabolomics analysis reveals dynamic changes of volatile and non-volatile metabolites during oolong tea manufacture

Si Chen,Huihui Liu,Xiaoman Zhao,Xinlei Li,Wenna Shan,Xiaxia Wang,Shanshan Wang,Wenquan Yu,Zhenbiao Yang,Xiaomin Yu

Oolong tea is a partially fermented tea with distinct tastes and aromas. However, the dynamic biochemical changes during oolong tea processing are not well understood. In this study, we performed metabolomics-based profiling of non-volatile and volatile constituents of oolong tea during its entire processing procedures by UPLC-QTOF MS and GC-TOF MS. A step-wise change of tea metabolome was observed, where catechins and oxidized products, flavonol glycosides and amino acids were identified as key discriminate metabolites. The ZuoQing process comprising alternating YaoQing and TanQing steps was deemed most critical for key metabolic transformation. Extensive YaoQing facilitated the oxidative polymerizations of catechins into theaflavins and proanthocyanidins, lowering the astringency in raw tea. Two direct terpene precursors farnesyl pyrophosphate and geranyl pyrophosphate accumulated to high levels during ZuoQing, which provided more substrates for the synthesis of downstream volatile terpenes. Moreover, both YaoQing and prolonged TanQing facilitated the formation of terpenes as well as fatty acid and benzenoid-derived volatiles, which contributed to the fruity and floral fragrances in oolong tea. The fixation step not only converted amino acids into aromatic compounds, but also lowered the amounts of flavonol glycosides, potentially improving the flavor quality of the final tea product. This study provides a comprehensive profile of flavor-related metabolic changes during oolong tea processing and will contribute to better quality control and flavor improvement of oolong tea.

CAS / MDL: 56-12-2
研究领域: 食品科学 · 农业化学 · 植物代谢
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Foods · 2021 ·Vol. 10 ·期 2 ·239 · IF 4.35

Green Extraction of Phenolic Compounds from Lotus Seedpod (Receptaculum Nelumbinis) Assisted by Ultrasound Coupled with Glycerol

Nina Bao,Di Wang,Xizhe Fu,Hujun Xie,Guizhen Gao,Zisheng Luo

LotusReceptaculum Nelumbinishas been sparking wide research interests due to its rich phenolic compounds. In the present work, ultrasonic-assisted extraction coupled with glycerol was employed to extract phenolic compounds fromReceptaculum Nelumbinisand the process was optimized using a response surface methodology with Box-Behnken design (BBD). The optimal conditions for the total phenolic content (TPC) extract were obtained: glycerol concentration of 40%, an extraction temperature of 66 °C, ultrasonic time of 44 min, and the solvent-to-solid ratio of 55 mL/g. Under these optimum extraction conditions, the extraction yield of TPC was 92.84 ± 2.13 mg gallic acid equivalents (GAE) /g. Besides, the antioxidant activities demonstrated the ability of free radical scavenging by four different methods that included 2,2-Diphenyl-1-picrylhydrazyl (DPPH), ferric reducing antioxidant power (FRAP), 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), and reducing activity (RA) were 459.73 ± 7.07, 529.97 ± 7.30, 907.61 ± 20.28, and 983.66 ± 11.80 μmol TE/g, respectively. Six phenolic compounds were identified by ultra-high pressure liquid chromatography combined with triple-time-of-flight mass spectrophotometry (UPLC-Triple-TOF/MS) from the extracts. Meanwhile, Fourier transform infrared (FTIR) was conducted to identify the characteristic functional groups of the extracts and thus reflected the presence of polyphenols and flavonoids. Scanning electron microscopy (SEM) illustrated the microstructure difference of four treatments, which might explain the relationships between antioxidant activities and the structures of phenolic compounds.

研究领域: 植物化学 · 分析化学 · 食品科学 · 天然产物研究
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RSC Advances · 2017 ·Vol. 7 ·期 78 ·49490-49497 · IF 3.108

Alternating and regioregular copolymers with high refractive index from COS and biomass-derived epoxides

Lan-Fang Hu,Yang Li,Bin Liu,Ying-Ying Zhang,Xing-Hong Zhang

This study describes the catalytic formation of alternating and regioregular copolymers from carbonyl sulfide (COS) and epoxides along with eugenol-based glycidyl ether (EGE) and guaiacol-based glycidyl ether (GGE), derived from eugenol and guaiacol, respectively. The (salen)CrCl [salen = N,N′-bis(salicylidene) cyclohexanediimine] complex, accompanied with various organic bases, was highly active towards the EGE/COS, GGE/COS copolymerization and EGE/GGE/COS terpolymerization. The turnover of frequency (TOF) of the (salen)CrCl complex for the EGE/COS copolymerization was up to 12 000 h−1. The number-average molecular weight (Mn) of the resultant EGE/COS copolymer was up to 62.2 kg mol−1. In the presence of 0.5–1.5 mol% chlorohydrin, which was a by-product of the synthetic process of EGE, α-Cl, ω-OH EGE/COS copolymers were obtained. This result suggests that chlorohydrin could act as a very efficient chain transfer agent for the copolymerization. The EGE/COS, GGE/COS, and EGE/GGE/COS copolymers were soluble in most of the common solvents and exhibited a high refractive index of more than 1.58 with high Abbe numbers of up to 40.4. This study provides an unprecedented and sustainable synthetic route for making soluble sulfur-rich polymers with high optical properties.

研究领域: 高分子化学 · 材料科学 · 可持续化学
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PHYTOMEDICINE · 2024 · IF 6.7

Integrated metabolomics and lipidomics investigation of the mechanism of Danggui Sini Decoction on improving lipid homeostasis in primary dysmenorrhea

Junling Ren,Xia Wang,Yuran Sun,Le Yang,Hui Sun,Ye Sun,Ling Kong,Guangli Yan,Ying Han,Xijun Wang

Background Danggui Sini Decoction (DGSND) is a classic prescription for treating primary dysmenorrhea (PD), while, the ameliorating effects of DGSND on PD and its mechanisms are not yet fully understood. Purpose The present study is devoted to investigate the protective effect of DGSND against PD and the possible mechanism from the perspective of metabolomics as well as lipidomics. Methods DGSND was characterized by UPLC-Q-TOF/MS. The PD rat model was induced by estradiol benzoate and oxytocin, and traditional pharmacology, including writhing times, latency time, biochemical index, organ index, and histopathology were performed to evaluated the efficacy of DGSND on PD. Urine metabolomics strategy combined with functional analysis was adopted to delineate the therapeutic effect of DGSND on PD rats and anchor the crucial pathway, and lipidomics analysis was further performed with the uterine tissue as the research object to elucidate the protective mechanism of DGSND from the perspective of lipid homeostasis. Finally, western blot analysis was used to validate the expression of key metabolic enzymes in lipid metabolism. Results DGSND was effective in ameliorating writhing times, latency time, the value of prostaglandin F 2α (PGF 2α )/PGE 2 , uterus index, and morphological changes of PD rats. Metabolic signature of PD rats was primarily characterized by the disturbance of steroid hormone metabolism, amino acid metabolism, and lipid metabolism. Functional analysis revealed the urine biomarkers of PD were most related with lipid abnormality. Further lipidomics analysis indicated DGSND exerted anti-PD effects by remodeling lipid homeostasis, which might be due to the significant correlations between different kinds of lipids, especially the extremely high correlation of phosphatidylethanolamine, phosphatidylcholine, and fatty acids. Moreover, the key metabolic enzymes expression of CK, PLA 2 , LPCAT3, COX-2, and 5-LOX can be greatly downregulated by DGSND. Conclusion Our findings demonstrated a novel protective mechanism of DGSND against PD by regulating lipid homeostasis.

CAS / MDL: 64-18-6
研究领域: 药理学 · 代谢组学 · 脂质组学 · 中医 · 动物模型
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL · 2016 · IF 3.958

Zn-salen complexes with multiple hydrogen bonding donor and protic ammonium bromide: Bifunctional catalysts for CO2 fixation with epoxides at atmospheric pressure

Xian-Dong Lang,Yi-Chen Yu,Liang-Nian He

Bifunctional Zn-salen complexes with multiple hydrogen bonding donors and protic ammonium bromides were developed as efficient catalysts for the formation of 4-phenyl-1,3-dioxolan-2-one from styrene oxide and CO 2 . Owing to synergistic effects of multiple sites on epoxide activation (Lewis acidic zinc, phenolic hydroxyl group and protonated tertiary ammonium able to activate epoxide and bromide anion acting as a nucleophile), the easily-synthesized Zn-salen complexes showed outstanding performance at mild reaction conditions (CO 2 0.1   MPa, 100   °C) using only 0.3   mol% catalyst amount. Besides, this protocol is applicable to a variety of epoxides including internal epoxide, giving the corresponding cyclic carbonates in good to excellent yields. Notably, 200   mmol-scale experiment was successfully conducted and TON of 49288   ±   13 and TOF of 39473   ±   8   h −1 were achieved.

研究领域: 化学 · 催化 · 绿色化学 · 有机金属化学
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ACS Applied Materials & Interfaces · 2015 · IF 6.723

Facile Synthesis of Gold@Graphitized Mesoporous Silica Nanocomposite and Its Surface-Assisted Laser Desorption/Ionization for Time-of-Flight Mass Spectroscopy

Guiju Xu,Shengju Liu,Jiaxi Peng,Wenping Lv,Ren’an Wu

In this work, a novel core–shell structured gold@graphitized mesoporous silica nanocomposite (Au@GMSN) was synthesized by in situ graphitization of template within the mesochannels of mesoporous silica shell on gold core and demonstrated to be promising nanomaterials for surface-assisted laser desorption/ionization time-of-flight mass spectroscopy (SALDI-TOF MS). The integration of the graphitized mesoporous silica with the gold nanoparticles endowed Au@GMSN with large surface areas of graphitic structure, good dispersibility, and strong ultraviolet (UV) absorption. Au@GMSN exerted the synergistic effect on the efficient detection of small-molecular-weight analytes including amino acids, neutral saccharides, peptides, and traditional Chinese medicine. The Au@GMSN-assisted laser desorption/ionization exhibited the following superiorities: high ionization efficiency, low fragmentation interference, favorable salt tolerance, and good reproducibility. Moreover, because of the large hydrophobic inner surface area of the graphitized mesoporous silica shell, the Au@GMSN demonstrated its promising capacity in the pre-enrichment of aromatic analytes prior to SALDI-TOF MS, which favored rapid and sensitive detection.

研究领域: 纳米技术 · 分析化学 · 质谱学 · 材料科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2021 · IF 4.952

Natural deep eutectic solvent enhanced pulse-ultrasonication assisted extraction as a multi-stability protective and efficient green strategy to extract anthocyanin from blueberry pomace

Xizhe Fu,Di Wang,Tarun Belwal,Jing Xie,Yanqun Xu,Li Li,Ligen Zou,Lixia Zhang,Zisheng Luo

A deep understanding upon the relation between anthocyanin extraction performance and physicochemical properties of natural deep eutectic solvents (NADESs) was obtained, and a high-efficiency NADES (Choline chloride-Oxalic acid (ChOa)) was selected and coupled with pulse-ultrasonication for anthocyanin extraction from blueberry pomace . Response surface methodology was adopted to analyzed the significant factors’ influence, interactive effects on extraction yield and optimize the extraction conditions. The theoretical optimal conditions with highest yield of total anthocyanins content (TAC) were 3.2 min of ultrasonic time, 325 W of ultrasonic power, 349.15 K of temperature, 60 mL/g of solvent to solid ratio, under which the experimental TAC value (24.27 ± 0.05 mg C3GE/g DW) was highly correlated with theoretical result (24.28 mg C3GE/g DW). Multi-stability protective effect of ChOa on anthocyanin over acidified ethanol was revealed by stability assays in high temperature, varying pH and light exposure conditions. FT-IR and DSC analysis further characterized the influence of ChOa over acidic ethanol on typical anthocyanins functional groups and thermal behavior of anthocyanin extracts. UPLC-Triple-TOF/MS analysis identified 10 anthocyanins that mainly consisted of delphinidin , petunidin , and malvidin compounds. Overall, this study provided a green, high-efficiency and multi-stability protective strategy for the recovery of anthocyanins from plant source by-products.

研究领域: 食品科学 · 化学工程 · 分析化学 · 植物科学
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PHYTOMEDICINE · 2022 · IF 6.656

LC-MS-based metabolomics reveals metabolic changes in short- and long-term administration of Compound Danshen Dripping Pills against acute myocardial infarction in rats

Lu Zhang,Ling-Ling Wang,Hao Zeng,Bin Li,Hua Yang,Guang-Ji Wang,Ping Li

Background Mild and systematically improving multiple metabolic disorders was a focused view for Compound Danshen Dripping Pills playing synergistic effects through multiple components and multiple targets. The difference in overall therapeutic effects and endogenous metabolic regulation between short- and long-term administration was still unclear. Purpose This study aimed to explore the difference in endogenous metabolic regulation between short- and long-term Compound Danshen Dripping Pills (CDDP) administration against acute myocardial infarction (AMI). Methods The model of AMI was induced by ligating the left anterior descending coronary artery . The cardiac protection effects of CDDP were investigated by echocardiography , 1- or 2-week were defined as short- and long-term based on desirable efficacy variability. The entire metabolic changes between short- and long-term administration of CDDP were profiled by UPLC-Q-TOF-MS. In addition, the metabolic regulatory network of CDDP administration against myocardial infarction rats was also compared with those of a typical chemical drug isosorbide 5-mononitrate (ISMN). Results After 1- or 2-week continuous oral administration , CDDP could significantly alleviate AMI-induced cardiac dysfunction. By using LC-MS-based metabolomics analyses, we systematically investigated the metabolic profiles of plasma and heart tissue samples at fixed exposure time-points (2 h, 24 h) from AMI rats with CDDP treatment . Most interestingly, global endogenous metabolic changes were observed in cardiac samples collected at different stages post consecutive CDDP administration, fluctuating at 2 and 24 h after 1 week but stabilizing after 2 weeks. The disrupted metabolic pathways such as glycerophospholipid , amino acids , fatty acids, and arachidonic acid metabolism were reconstructed after both short- and long-term CDDP treatment, while taurine and hypotaurine metabolism and purine metabolism contributed to the whole efficacy after long-term CDDP administration. Conclusion Long-term CDDP treatment plays prolonged and stable efficacy against AMI compared with short-term treatment by specifically regulating purine and taurine and hypotaurine metabolism and systematically redressing metabolic disorders.

研究领域: 药理学 · 心脏病学 · 代谢组学 · 药物化学
✓ 已验证 DOI PubMed 高影响因子
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Scientific Reports · 2017 ·Vol. 7 ·期 1 ·1-12 · IF 4.259

Separation of Antioxidant Peptides from Pepsin Hydrolysate of Whey Protein Isolate by ATPS of EOPO Co-polymer (UCON)/Phosphate

Jiang Bin,Zhang Xiaoqing,Yuan Yongqiang,Qu Yuxiao,Feng Zhibiao

An aqueous two-phase system (ATPS) consisting of poly(ethylene glycol-ran-propylene glycol) monobutyl ether (UCON)/phosphate was developed for the separation of the antioxidant peptides from pepsin hydrolysate of Whey Protein Isolate (WPI). The efficiency of the separation was evaluated based on the DPPH radical scavenging activity, ABTS radical scavenging activity and ferric reducing antioxidant power (FRAP) of the separated peptides. The effects of some parameters on the partition of antioxidant peptides were investigated. An efficient separation of antioxidant peptides was achieved using ATPS with pH of 4.0, 4 mL of UCON solution (40%, w / w ), 4 mL of KH 2 PO 4 solution (15.5%, w / w ), 2 mL of WPI hydrolysate and 0.40 g/10 mL of NaCl. Reversed-phase high-performance liquid chromatography (RP-HPLC), amino acid analyzer and matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS) were used to characterize the purified peptides separated by the ATPS. The peptides in top phase were less polar than those in bottom phase. More antioxidative and hydrophobic amino acids were extracted to the top phase of ATPS, and the peptides with the amino acid sequences with antioxidant activities moved to the top phase as well. In conclusion, antioxidant peptides were successfully separated from the WPI hydrolysate by UCON/phosphate ATPS.

CAS / MDL: 28752-68-3
研究领域: 生物化学 · 食品科学 · 分析化学
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JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS · 2018 · IF 3.468

Mechanism of thermal degradation of aryl bisphosphates and the formation of polyphosphates

Chuanchuan Liu,Qiang Yao

The thermal degradation of resorcinol bis(diphenyl phosphate) (RDP) and bisphenol A bis(diphenyl phosphate) (BDP) has been studied by 31 P NMR, Q-TOF, and GPC at normal and extreme heating conditions. The thermal degradation begins with the elimination reaction that generates reactive monomers and arynes. The aryne-bisphosphate adducts or their decomposition products were identified through Q-TOF analysis. Through the intertwined condensations, transesterifications, and elimination reactions, the reactive acid phosphates are formed and eventually convert the bisphosphates into volatile triphenyl phosphate, oligomeric aryl/acid polyphosphates, and non-volatile polyphosphoric acid. It is these reactions and products that provide the bisphosphates effective pathways for entry into the vapor phase or action in the condensed phase. The facility of these reactions, particularly the elimination reaction that is the initiation step, to occur is critical for the high efficiency of flame retardancy displayed by the bisphosphates. A thermal Melvin rearrangement of the bisphosphates to arylphosphonates has also been established.

CAS / MDL: 115-86-6
研究领域: 材料科学 · 化学 · 高分子科学 · 分析化学
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