CRYSTENGCOMM
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2022
·Vol. 24
·期 15
·2777-2790
·
IF 3.756
Fan-Zhi Bu,Yue-Ming Yu,Yu-Li Shen,Lu Liu,Cui-Wei Yan,Zhi-Yong Wu,Yan-Tuan Li
The current research takes advantage of the low solubility and hepatoprotective activity of the phenolic acid nutrient vanillic acid (VAA) to reduce the solubility and dissolution rate of the antifungal drug 5-fluorocytosine (FCY) via a cocrystallization strategy, thus gaining new insights into surmounting the dose-limited hepatotoxicity caused by the rapid and almost complete absorption of FCY. An FCY-phenolic acid nutraceutical cocrystal, namely, FCY–VAA–H2O, was directionally self-assembled and structurally characterized. The single-crystal X-ray structural analysis showed that water and VAA molecules occupy the polar sites of FCY in situ through strong hydrogen-bonding interplays, establishing a key plane structure (KPS) with hydrophobicity, which down-regulates the solubility and dissolution rate of the cocrystal as compared with FCY itself. The conclusion is supported by systematic theoretical studies. Molecular electrostatic potential (MEP) calculations revealed a polarity decrease in KPS in the cocrystal relative to free FCY, in accordance with the polarity diminution induced by intensive hydrogen-bonding energy, through the reduced density gradient (RDG) analysis, implying an obvious potentiation in hydrophobicity. Thereby, the theoretical calculations achieved positive correlations with the experimental measurements.
研究领域:
药学
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分子生物学
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理论化学
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DOI
高影响因子
Foods
·
2022
·Vol. 11
·期 7
·968
·
IF 5.561
Qian Zhou,Xiaoyan Li,Xiaohui Wang,Dongdong Shi,Shengao Zhang,Yuqi Yin,Hanlin Zhang,Bohao Liu,Nannan Song,Yinghua Zhang
Gout is an oxidative stress-related disease. Food-derived vanillic acid, a promising xanthine oxidase inhibitor, could potentially be used as a safe, supportive, and therapeutic product for gout. The extraction of vanillic acid from a classic Chinese herbal plantAmomum villosumwith ethanol was investigated in the study. The optimum conditions were determined as extraction time of 74 min, extraction temperature of 48.36 °C, and a solid-to-liquid ratio of 1:35 g·mL−1using the Box–Behnken design (BBD) of response surface methodology (RSM). The experimental extraction yield of 9.276 mg·g−1matched with the theoretical value of 9.272 ± 0.011 mg·g−1predicted by the model. The vanillic acid inAmomum villosumwas determined to be 0.5450 mg·g−1by high-performance liquid chromatography–diode array detection (HPLC–DAD) under the optimum extraction conditions and exhibited xanthine oxidase (XO) inhibitory activity, with the half-maximal inhibitory concentration (IC50) of 1.762 mg·mL−1. The nanoemulsion ofAmomum villosumextract consists of 49.97% distilled water, 35.09%Smix(mixture of tween 80 and 95% ethanol with 2:1 ratio), and 14.94% n-octanol, with a particle size of 110.3 ± 1.9 nm. The nanoemulsion ofAmomum villosumextract exhibited markable XO inhibitory activity, with an inhibition rate of 58.71%. The result demonstrated the potential benefit ofAmomum villosumas an important dietary source of xanthine oxidase inhibitors for gout.Keywords:gout;oxidative stress;Amomum villosum;vanillic acid;response surface methodology;nanoemulsion
研究领域:
药理学
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食品科学
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植物化学
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DOI
PubMed
高影响因子
FOOD RESEARCH INTERNATIONAL
·
2025
·
IF 8
Mengyao Zhang,Jiali Tang,Jiaying Wang,Chenchen Qi,Guohui Chen,Wei Chen,Chengtao Wang
This study explores the grafting of syringic acid onto fucoidan and assesses the resultant graft's (F S) enhanced functional properties and therapeutic potential in a histamine-induced liver injury model. Utilizing a redox system of ascorbic acid and hydrogen peroxide, the grafting process achieved a grafting rate of 290.45 mg CAE/g, confirmed through UV–Vis spectroscopy, FT-IR spectroscopy, scanning electron microscopy, and thermogravimetric analysis. In vivo investigations using histamine-sensitive mice demonstrated that F S significantly mitigated histamine-induced damage, evidenced by improvements in body weight, organ index, and colon length. F S exhibited superior efficacy in restoring liver function indices (ALT, AST, ALP, GGT), enhancing antioxidant defenses (GSH, SOD), and reducing oxidative stress markers (MDA). Anti-inflammatory effects included reduced levels of pro-inflammatory cytokines (TNF- α , IL-6, IL-1 β ) and modulation of apoptosis-related proteins (BCl 2 , BAX). Additionally, F S upregulated key antioxidant genes in the Nrf2/KEAP1 pathway and downregulated inflammatory genes in the NF- κ B pathway. Restoration of colonic tight junction proteins (ZO-1, Occludin, Claudin-1) and normalization of gut microbiota composition further underscored the therapeutic potential of F S. The study highlights the significant enhancement in functional properties of fucoidan through SA grafting, presenting F S as a promising candidate for developing functional foods and nutraceuticals aimed at preventing and mitigating liver damage and related disorders.
研究领域:
生物化学
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药理学
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营养学
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DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY
·
2015
·
IF 3.082
Rui Cai,Yahong Yuan,Zhouli Wang,Chunfeng Guo,Bin Liu,Laping Liu,Yutang Wang,Tianli Yue
Alicyclobacillus acidoterrestris has recently received much attention due to its implication in the spoilage of pasteurized fruit juices, which was manifested by the production of guaiacol. Vanillic acid and vanillin have been accepted as the biochemical precursors of guaiacol in fruit juices. The purpose of this study was to try to find other precursors and elucidate details about the conversion of vanillic acid and vanillin to guaiacol by A . acidoterrestris . Four potential substrates including ferulic acid, catechol, phenylalanine and tyrosine were analyzed, but they could not be metabolized to guaiacol by all the thirty A . acidoterrestris strains tested. Resting cell studies and enzyme assays demonstrated that vanillin was reduced to vanillyl alcohol by NADPH-dependent vanillin reductase and oxidized to vanillic acid by NAD(P) + -dependent vanillin dehydrogenases in A . acidoterrestris DSM 3923. Vanillic acid underwent a nonoxidative decarboxylation to guaiacol. The reversible vanillic acid decarboxylase involved was oxygen insensitive and pyridine nucleotide-independent.
研究领域:
微生物学
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食品科学
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DOI
PubMed
高影响因子
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA
·
2024
·Vol. 38
·期 3
·799-810
·
IF 1.3
Adel Noubigh
The solubility of two natural phenolic compounds (vanillic acid (VA) and vanillin (V)) in four individual solvents (ethanol, butan-2-ol, ethylene glycol, and ethyl acetate) was measured using the gravimetric method from 283.15 to 323.15 K at atmospheric pressure. The optimization of the complexes between VA–solvents and V–solvents using the B3LYP theoretic technique and the 6-31+G (d, p) basis set indicated that the absolute value of interaction energy was higher, suggesting that the interaction between solute and the solvent was stronger. In addition, two excellent activity coefficient models (NRTL and Wilson) were used to correlate and evaluate the equilibrium solubility results. The highest relative average deviation and root-mean-square deviation values for VA are 4.36% and 3.09 × 10-3, respectively, and 3.35% and 5.52 × 10-3 for V. Furthermore, the excess enthalpy of the solution was determined on the basis of thermodynamic relations and the Wilson model. The findings indicate that the dissolution process was endothermic.
KEY WORDS: Solid-liquid equilibrium, Vanillin, Vanillic acid, NRTL and Wilson models, Thermodynamic parameters
Bull. Chem. Soc. Ethiop. 2024, 38(3), 799-810.
DOI: https://dx.doi.org/10.4314/bcse.v38i3.19
研究领域:
化学
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物理化学
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产品关联
DOI
高影响因子
ADVANCED POWDER TECHNOLOGY
·
2024
·
IF 4.2
Yu Xie,Wanzhong Yin,Ningbo Song,Jin Yao
In this work, using syringic acid (SA) as a novel eco-friendly inhibitor and dodecylamine (DDA) as a collector in a cationic reverse flotation system, the effect of SA on the flotation separation of hematite and chlorite was investigated. Micro-flotation experiments and artificial mixed mineral experiments were conducted to study the flotation behavior of hematite and chlorite in the presence of SA. The adsorption mechanism of SA on the surfaces of hematite and chlorite was analyzed through methods such as Zeta potential, AFM, FTIR, XPS testing, and DFT calculations. Flotation experiments showed that after adding SA, the recovery rate of hematite was 88.87%, and that of chlorite was 7.01%, effectively achieving the separation of hematite and chlorite. Mechanism analysis indicated that SA could form complexes with Fe atoms, selectively adsorb on the surface of hematite, hinder the adsorption and capture of DDA on hematite, and suppress the flotation of hematite without affecting the surface properties of chlorite. Therefore, SA can serve as apotential selective inhibitor for the separation of hematite and chlorite.
研究领域:
矿物学
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环境科学
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DOI
高影响因子
MICROCHEMICAL JOURNAL
·
2020
·
IF 3.594
Hui Zhang,Xingcen Liu,Jia Sun,Xia Wu
A novel luminescence phenomenon of homovanillic acid (HVA) that the excitation wavelength is longer than the emission wavelength (LExL, λ ex-L > λ em ) was observed, which was monitored by using a common spectrofluorometer with a xenon lamp as an excitation light source. As the addition of Fe 3+ , the intrinsic fluorescence of HVA at 310 nm was obviously quenched and a new emission peak at 424 nm emerged and raised under 557 nm excitation. The similar emission spectra of HVA-Fe 3+ were also obtained at 287 nm excitation. Thus, a dual-mode ratiometric fluorescence (RF) method for detecting Fe 3+ was developed based on LExL and Stokes fluorescence (SF) of HVA. The RF signals of lg( I 424 nm / I 310 nm ) had excellent linearity with Fe 3+ concentration in the range of 0.50–100 μM. Their detection limits were 0.073 μM and 0.090 μM for the LExL and SF methods, respectively. The LExL and SF methods exhibited high selectivity for detecting Fe 3+ , and the former has stronger anti-interference ability to Cu 2+ , Fe 2+ etc. The proposed two methods were successfully applied for the determination of Fe 3+ in actual water samples. The interaction mechanism of HVA with Fe 3+ was also studied.
研究领域:
分析化学
·
生物化学
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DOI
高影响因子
ORGANIC & BIOMOLECULAR CHEMISTRY
·
2019
·Vol. 17
·期 15
·3760-3764
·
IF 3.49
Qinghua Zhu,Yongxiang Song,Hongbo Huang,Qinglian Li,Jianhua Ju
The antimicrobial nucleoside antibiotic A201A is produced by the deep-sea derived Marinactinospora thermotolerans SCSIO 00652. Bioinformatics analysis revealed that mtdV, downstream within the A201A biosynthetic gene cluster, encodes a protein with low homology to a group of chorismate pyruvate-lyases. To explore the role of mtdV in A201A biosynthesis, mtdV was inactivated and HPLC analysis revealed that the resulting ΔmtdV mutant failed to produce A201A; production was partially restored by adding exogenous 4-hydroxybenzoic acid (4HB) to the fermentation. In vitro biochemical assays showed that MtdV catalyzes the conversion of chorismate into 4HB, thereby firmly demonstrating that MtdV is a chorismate lyase involved in A201A biosynthesis. In addition, supplementation of the ΔmtdV mutant with various 4HB analogs enabled production of seven new A201A analogs. Antimicrobial assays showed that the purified A201A analogs 3′-F-A201A and 3′-Cl-A201A were just as active as A201A against the test strains with MIC values of 1–8 μg mL−1.
研究领域:
微生物学
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生物化学
·
药学
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DOI
PubMed
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
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2020
·Vol. 137
·期 39
·49189
·
IF 2.52
Silong Zhang,Zhengzai Cheng,Sheng Zeng,Guangyao Li,Jing Xiong,Ling Ding,Mario Gauthier
Vanillic acid, potentially derived from biosourced feedstocks, was used as starting material in the synthesis of novel polyesters. A diester obtained by esterification and etherification of vanillic acid served as first monomer, in combination with resorcinol bis(2-hydroxyethyl) ether, hydroquinone bis(2-hydroxyethyl) ether, or aliphatic diols with different carbon chain lengths as second monomers, and antimony trioxide as catalyst to synthesize a series of polyesters by melt polymerization. The materials obtained had polystyrene-equivalent M n = 10,000–19,500 g/mol and M w = 19,300–39,500 g/mol. Thermal analysis yielded melting temperatures of 76–114°C and onset decomposition temperatures T 5% = 321–360°C. Dynamic mechanical and tensile testing confirmed that polyesters derived from vanillic acid have properties superior to poly(ethylene terephthalate) (PET). Aqueous degradation experiments with bulk polyester samples at different pH over 16 weeks led to intrinsic viscosity decreases of 9–23% under neutral conditions (pH 7), 10–26% under acidic conditions (pH 3), and 7–19% under alkaline conditions (pH 12). The results obtained show that the good thermal stability and degradability of vanillic acid-based polyesters, and the tunability of the properties of these materials through selection of the diol monomer used in their synthesis, make them excellent biosourced replacements for commercial polyesters such as PET.
研究领域:
材料科学
·
有机化学
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DOI
高影响因子
Food & Function
·
2024
·Vol. 15
·期 23
·11780-11794
·
IF 5.1
Xiaofeng Cen,Wei Wang,Siyan Hong,Qin Wang,Na Wang,Ling Mo,Jingjing Li,Jingwen Li
Vanillic acid (VA) is a natural phenolic acid compound that is widely found in various foods and medicinal plants, with a remarkable antifibrotic effect observed in animal studies, but its exact antifibrotic mechanism remains unclear. Herein, hepatic function, fibrotic index, and histopathological, microbiome, and metabolomic methods were used to investigate the potential mechanisms behind the improvement effect of vanillic acid against thioacetamide (TAA)-induced liver fibrosis in mice. Our results showed that VA reversed TAA-induced liver fibrosis manifested a decrease in collagen fiber deposition, serum transaminase, serum hepatic fibrotic index, and liver inflammation indicator levels. When analyzed, TAA injection mainly increased the abundance of Akkermansia and Roseburia and significantly reduced the abundance of Anaerotruncus. VA reversed these changes back to normal levels to varying degrees. Metabolomic profiling demonstrated that VA treatment was efficacious in modulating several key liver metabolites involved in neuroactive ligand–receptor interaction, prolactin signaling pathway, estrogen signaling pathway, and glutathione metabolism. Conclusively, VA may ameliorate liver damage and suppress the fibrogenesis caused by thioacetamide by correcting intestinal microbiota disorders and promoting normal hepatic metabolism. This research provides a novel perspective on vanillic acid as a dietary supplement for hepatic fibrosis improvement.
研究领域:
药理学
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肝脏病学
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微生物组学
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DOI
PubMed
高影响因子
CHROMATOGRAPHIA
·
2012
·Vol. 75
·期 15
·883-892
·
IF 1.195
Zhou Wei,Zhang Yanhai,Ning Suli,Li Yan,Ye Mingli,Yu Yingjia,Duan Gengli
Automated on-line SPE/multi-stage column-switching and benzoic acid-based quantitative analysis of multi-components by single-marker/respective optimal detection wavelengths-high performance liquid chromatography (QAMS/RODWs-HPLC) as a novel analysis model was reported in the study; it obtained simple, effective, very low-cost, sensitive and reliable characteristics. This method has been set up for direct analysis of syringic acid, benzoic acid, and salicylic acid in rat plasma, and its application to the pharmacokinetic study of syringic acid and salicylic acid in rats. The chromatographic separation was performed on two C18 columns with the elution of methanol and 0.5 % formic acid aqueous solution in two pump systems, detection wavelengths of 230, 236, and 275 nm, 500-μL injection volume. Their linear ranges were between 0.008 and 166.7 μg mL −1 with correlation coefficient of 0.9977–0.9997. Benzoic acid-based QAMS/RODWs-HPLC was also compared with other two quantitative analysis methods (external standard method of RODWs-HPLC, internal standard method of RODWs-HPLC) based on pharmacokinetic data; the similarities of three analytical methods in accordance with separately obtained concentrations of syringic acid and salicylic acid in rats were 0.9997–0.9999 by the cosine value method of vectorial angle. The pharmacokinetics of syringic acid and salicylic acid were simultaneously studied in SD rats following 30 mg kg −1 intragastric administration, and their pharmacokinetic parameters were also estimated. This method was successfully applied to determination of syringic acid and salicylic acid in rat plasma samples and their oral pharmacokinetics in rats.
研究领域:
分析化学
·
药理学
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生物医学
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DOI
高影响因子
FOOD SCIENCE AND BIOTECHNOLOGY
·
2017
·Vol. 26
·期 1
·143-152
·
IF 0.699
Chen Peng,Yan Lei,Zhang Shuang,Wu Zhengrong,Li Suyue,Yan Xiaojuan,Wang Ningbo,Liang Ning,Li Hongyu
A stirring bioreactor packed with a carbon fiber textiles (FT) biofilm formed by Bacillus subtilis was used to produce vanillin from ferulic acid. Biofilm formation was characterized by scanning electron microscopy. The interactive effects of three variables on vanillin molar yield (M) and conversion efficiency of ferulic acid (E) were evaluated by response surface methodology (RSM) with a Box-Behnken design (BBD). The optimal conversion conditions with a maximum overall desirability D of 0.983 were obtained by a desirability function. Considering the actual operation, the confirmation tests were performed using the slightly modified optimal conditions (initial ferulic acid concentration 1.55 g/L, temperature 35°C, stirring speed 220 rpm). The results showed that M and E were 57.42 and 93.53%, respectively. This was only 1.03% and 1.87%, respectively, different from the predicted values, confirming the validity of the predicted models. These revealed that the stirred packed reactor could be successfully used in vanillin bioconversion from ferulic acid.
研究领域:
生物工程
·
微生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）