JOURNAL OF MOLECULAR LIQUIDS
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2019
·
IF 4.561
Shangde Sun,Xuebei Hou
Glycerol caffeates (GC) is one kind of hydrophilic caffeoyl derivatives, which can be synthesized by the reaction of solid caffeic acid (CA) with different caffeoyl acceptors. The poor solubility of solid CA in the reaction resulted in great mass transfer limitation, low yield and time-consuming. In the work, in order to improve reaction efficiency, a novel liquid CA-based deep eutectic solvent (DES) was prepared and firstly used as caffeoyl donor for GC synthesis. Several solid acids were used as catalysts and the maximum GC yield (~55%) was achieved using NKC-9 as catalyst. Compared with solid CA as caffeoyl donor, CA conversion and initial reaction rate can be enhanced using liquid CA-based DES as caffeoyl donor. Especially at low temperature, initial CA conversion rate of liquid CA-based DES at 70 °C was 7 times that of solid CA. And the maximum CA conversion (~91%) was 2 times that of CA (44.6 ± 3.0%). When liquid CA-based DES was used as caffeoyl donor, the effect of external mass transfer limitation can also be neglected, and the activation energies of CA conversion and glyceryl monocaffeate formation (70.66 and 65.38 kJ/mol) were lower than those (83.31 and 80.41 kJ/mol) of solid CA. These indicated that liquid CA-based DES was favorable for hydrophilic GMC and GDC selective formations.
研究领域:
化学工程
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有机化学
·
催化
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产品关联
DOI
高影响因子
RSC Advances
·
2022
·Vol. 12
·期 16
·9744-9754
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IF 4.036
Xuejing Liu,Xiaowei Chen,Hao Zhang,Shangde Sun
Caffeic acid (CA) is widely found in nature, and has a broad spectrum of biological activities. However, the low hydrophilicity and lipophilicity of CA limited its application. Dodecyl caffeate (DC) is the lipophilic ester of caffeic acid (CA), and also has high antioxidant activity. In this work, CA, used as a substrate, and three ionic liquids with different acidities and H2SO4 were used as economic catalysts for DC preparation. The effects of variables on DC yield were investigated and optimized by response surface methodology (RSM). And the kinetic and thermodynamic parameters of the esterification of CA and dodecanol were evaluated. Results showed that lipophilic DC was successfully synthesized using ionic liquid ([Hnmp]HSO4) as a catalyst. And the optimal conditions by RSM were substrate ratio of 10.2 : 1, IL dosage of 9.8% at 87 °C for 118 min. Under the optional conditions, the maximum DC yield was 94.67 ± 1.32%. The k0, Ea, ΔH, ΔS, and ΔG were 7.18 × 107 mol (L min)−1, 65.77 kJ mol−1, 63.10 kJ (mol K)−1, −103.80 J (mol K)−1, and 99.78 kJ mol−1 at 363 K, respectively. DC prepared in this work showed a good DPPH radical scavenging activity, which indicated that DC can be used as a potential antioxidant in food and cosmetics.
研究领域:
化学
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材料科学
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食品科学
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药学
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产品关联
DOI
PubMed
高影响因子
Surfaces and Interfaces
·
2024
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IF 5.7
Desheng Sha,Xiaowei Zhu,Yurong Sun,Tong Lu,Gang Yang,Matthew D. Shawkey,Guoqiang Chen,Xiangrong Wang,Yichen Li,Tieling Xing
Structural coloration holds significant promise for achieving ecological coloring of textiles. Caffeic acid, a natural plant polyphenol characterized by its cost-effectiveness, environmental friendliness, and non-toxic properties, has been identified as a key player in this context. It is found that caffeic acid can generate a polycaffeic acid (PCfA) nanofilm at the gas-liquid interface under certain conditions. In this work, caffeic acid was utilized to create thin film nanostructures by self-polymerization for the structural coloration of cotton fabrics, where the hue of the structural colors can be adjusted by polymerization time. Additionally, the incorporation of polyvinyl alcohol (PVA) into the system enhances the rubbing and washing fastness of the resultant structural colored fabric. The morphology of the structural color fabric was investigated by scanning electron microscopy (SEM), and the thickness of the films corresponding to the different colors were determined. This innovative approach presents a novel methodology for the development of robust structural color films.
研究领域:
材料科学
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纺织工程
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环境科学
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产品关联
DOI
高影响因子
Food & Function
·
2021
·Vol. 12
·期 3
·1219-1231
·
IF 5.396
Hui Li,Xiaoxuan Yu,Chenxi Li,Lei Ma,Zhenyu Zhao,Shuwen Guan,Liping Wang
Caffeic acid (CA), a derivative of cinnamic acid, exists in various vegetables and fruits. Natural compounds as beneficial antioxidants play an important role in the research of Alzheimer's disease (AD). In this study, we evaluated the effects of CA against AD using the C. elegans models of AD. We found that CA significantly alleviated Aβ-induced toxicity, increased lifespan, decreased body paralysis, and improved reproductive defects. Also, CA treatment increased resistance to heat and oxidative stress in N2 and CL4176. Moreover, reactive oxygen species (ROS) levels and polyglutamine (polyQ40) aggregate formation were reduced. Furthermore, the mechanistic studies revealed that CA activated transcription factor DAF-16 and its downstream targets SOD-3 and GST-4 to protect against Aβ toxicity. Also, the heat shock proteins hsf-1 and hsp-16.2 mRNA were up-regulated in CL4176. Moreover, CA activated the mRNA expression of lgg-1. Lastly, the KEGG (Kyoto Encyclopedia of Genes and Genomes) analysis of RNA-seq data revealed that there was a significant change in the metabolism-related pathways. Overall, these results suggested an underlying mechanism of action of CA in treating AD at an organism level.
研究领域:
神经科学
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分子生物学
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药理学
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产品关联
DOI
PubMed
高影响因子
Food Packaging and Shelf Life
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2023
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IF 8
Liling Fu,Yi Ru,Qinglin Hong,Yonghui Zhang,Huifen Weng,Qiuming Yang,Qiong Xiao,Anfeng Xiao
Caffeic acid was grafted to agarose by a nonradical synthesis method to improve the functional properties of agarose and its application value in food preservation. Structural characterization showed that the carboxyl group of caffeic acid was successfully grafted to the C6-OH of D -galactose in agarose, and the highest grafting ratio could reach 12.18 %. Incorporating caffeic acid significantly increased the antioxidant and bacteriostatic activities. With the increase in grafting ratio from 0 % to 12.18 %, the scavenging ratio of DPPH increased from 0 % to 50.09 %, and the inhibition ratio of β -carotene bleaching increased from 7.49 % to 72.21 %. The bacteriostatic ratio of agarose caffeate (Cf-Ag) against Escherichia coli and Staphylococcus aureus could reach 100 %. The fish preservation test indicated that Cf-Ag had positive effects on inhibiting bacterial growth and fat oxidation , reducing the water loss, and prolonging the overall quality of grass carp fillet during refrigeration, which was more effective than native agarose in extending the shelf life of fish.
研究领域:
食品科学
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生物化学
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产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2024
·
IF 7.7
Renjie Zhao,Jia Yao,Chi Li,Qiannan Liu,Wei Liu,Liang Zhang,Zhenzhen Zhang,Ruixuan Zhao,Honghai Hu
Interactions between polyphenols and starch affect the quality of starch-based products. In this study, we investigated the interaction between caffeic acid (CA) and starches with different structures (lotus seed starch (LSS) and potato starch (PS)) after freeze-thaw, and the effects of CA on the physicochemical properties of starch. The results show that CA has distinct effects on starch, driven by differences in the multiscale structure. LSS exhibited a stronger binding capacity to CA based on complexing index and iodine binding analysis. Hydrogen bonding was identified as the primary driving force between CA and starch chains of LSS and PS supported by Fourier transform infrared (FTIR) spectroscopy and X-ray diffraction (XRD). After addition of CA, the thermodynamic parameters and swelling power of LSS increased, whereas those of PS decreased, which was attributed to variations in the interactions between the -OH groups of CA and amylopectin/amylose through hydrogen bonding. Rheological, textural, and microstructural analyses revealed that CA decreased the viscoelasticity, gelation ability, textural characteristics of both starch gels, and disrupted the starch gel network, with LSS being the most affected. This study provides a theoretical basis for adjusting the quality of frozen starch-based foods based on the interactions between polyphenols and starch.
研究领域:
食品科学
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生物化学
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产品关联
DOI
PubMed
高影响因子
RSC Advances
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2022
·Vol. 12
·期 6
·3602-3610
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IF 4.036
Tianchen Wei,Xiaowei Zhu,Xueni Hou,Yijiang Li,Aoqing Dong,Xinying Jiang,Yu Huang,Xue Dong,Xiangrong Wang,Guoqiang Chen,Tieling Xing
Caffeic acid (CA), as a natural plant-derived polyphenol, has been widely used in surface coating technology in recent years due to its excellent properties. In this work, caffeic acid was introduced into the preparation of photonic band gap materials. By controlling the variables, a reasonable preparation method of polystyrene (PS) @polycaffeic (PCA)–Cu(II) core–shell microspheres was achieved: 1 mmol L−1 cupric chloride anhydrous (CuCl2), 3 mmol L−1 sodium perborate tetrahydrate (NaBO3·4H2O), 2 mmol L−1 CA and 2 g L−1 polystyrene (PS) were reacted at 50 °C for 10 min to prepare PS@PCA–Cu(II) core–shell microspheres through rapid oxidative polymerization of CA coated PS of different particle diameters. The amorphous photonic crystal structure was self-assembled through thermal assisted-gravity sedimentation, resulting in structural color nanomaterials with soft and uniform color, no angle dependence, stable mechanical fastness and excellent UV resistance.
研究领域:
材料科学
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仿生学
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产品关联
DOI
PubMed
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2024
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IF 4.3
Haoxue Tan,Zhonglong Wang,Xiaoqin Yang,Xiaoping Rao,Ping Zhao,Qian Jiang
Hydrazine (N 2 H 4 ) has been extensively utilized as a highly reactive chemical reagent. However, it is also seriously harmful to human beings and ecosystem. Thus, the development of an efficient detecting method for hydrazine is desirable. Here, caffeic acid was chose as starting material to synthesize a new ratiometric fluorescent probe HPA for detecting hydrazine. This probe possessed the specific recognition ability for hydrazine over other analytes with low detection limit (0.106 µM) and extremely short time (60 s). The sensing mechanism of probe HPA for hydrazine was proved by 1 H NMR titration and theoretical calculations. In addition, the probe HPA was loaded on paper strip for rapid quantitative detection of hydrazine with the aid of a software (Image J). The effective detecting performances of probe HPA for hydrazine were verified in environmental water samples as well as in living cells. Thus, HPA has great potential for detection and analysis of hydrazine in health supervision and environmental protection.
研究领域:
分析化学
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环境科学
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生物医学
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DOI
PubMed
高影响因子
Fermentation-Basel
·
2023
·Vol. 9
·期 5
·451
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IF 3.7
Xuexin Wu,Qiuping Zhong,Yunzhu Zhang
This study evaluated the effects of caffeic acid and chlorogenic acid on the chemical constituents of lychee wine fermented withSaccharomyces cerevisiaeDV10 when added at 200 mg/L and 300 mg/L before fermentation. Results showed that the caffeic acid and chlorogenic acid addition had no effect on the ability of alcoholic fermentation ofS. cerevisiae.The addition of both acids decreased the utilization of amino nitrogen sources and produced less α-ketoglutaric, succinic, and acetic acid. The addition of 200 mg/L of caffeic acid induced a higher product of typical aroma components of the lychee wine, including trans-rose-oxide, precursors of 1-octane-3-ol, octanoic acid, and isoamyl acetate, and produced more esters, such as ethyl caprylate, ethyl caprate, ethyl hexanoate, isoamyl acetate, citronellyl acetate, ethyl-9-decenoate, geranyl acetate, and phenethyl acetate, compared with the chlorogenic acid addition. These findings indicate that caffeic acid addition could enhance the flavorful character and improve the quality of lychee wine.Keywords:lychee wine;phenolic acid;fermentation;flavor
研究领域:
食品科学
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微生物学
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化学工程
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产品关联
DOI
高影响因子
FOOD CHEMISTRY
·
2014
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IF 3.259
Limin Xiang,Lingyun Xiao,Yihai Wang,Haifeng Li,Zebo Huang,Xiangjiu He
Moderate consumption of red wine reduces the risk of heart disease and extends lifespan, which these healthy benefits are often attributed to its high antioxidant content. The relative contributions of wine polyphenols in healthy benefits were studied in this study. Among all wine polyphenols, caffeic acid was the richest one, while gallic acid showed the highest free radical scavenging activity. There was no significant difference between the prime red wine and the red wine adding 10-fold resveratrol on neuroprotective effects on SH-SY5Y cell line. The contribution percentage of resveratrol to the antioxidant activity of red wine was less than other tested polyphenols. It suggested that resveratrol may be negligible with respect to healthy benefits of red wine.
研究领域:
营养学
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分子生物学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF BIOACTIVE AND COMPATIBLE POLYMERS
·
2021
·
IF 1.756
Xuqin Li,Zhou Lei,Jie Sheng,Yishan Song
In this study, a novel peptide grafted chitosan (CACS-FBP) with high peptide content, excellent moisture-absorption and moisture-retention abilities was prepared. Caffeic acid (CA) was used to modify chitosan, the highly water-soluble intermediate further reacted with fish bone collagen peptide to obtain the final product, and the synthesis of CACS-FBP was confirmed by the Fourier transform infrared spectroscopy (FT-IR), NMR, and UV-vis. The single-factor experiments indicated that the degree of substitution (DS) of CACS-FBP depended on the reaction temperature, reaction time, the mass ratio of fish bone collagen peptide to CACS (mFBP/mCACS) and the mass ratio of MTGase to CACS (mMTGase/mCACS). In addition, the antioxidant assay indicated that CACS-FBP had an excellent antioxidant capacity, and the CACS-FBP showed no cytotoxicity toward L929 mouse fibroblasts, all the results mean that the prepared peptide-containing chitosan derivative has potential application in pharmaceutical and biomedical fields.
研究领域:
生物化学
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药学
·
材料科学
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产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2024
·
IF 7.7
Chao Zhou,Weina Hao,Jiapei Yao,Tianjun Zhu,Mengdi Sun,Yaojun Lu,Liangliang Wang,Xindie Zhou,Jia Ling Celestine Loh
Chicoric acid (CA) as one of Chinese medicines had anti-inflammatory, less gastrointestinal irritation, less drug-resistance and low cost properties compared with chemical synthesized drug and biologics for rheumatoid arthritis (RA) treatment. To make CA preciously and effectly RA therapy, we firstly developed a supramolecular hydrogel (GHCAP) comprising β -cyclodextrin and graphene oxide (GO) modified hyaluronic acid (CD-HA-GO) as the “host” polymer and adamantane-modified four-arm polyethylene glycol (PEG-AD) as the “guest” polymer, and then the CA was loaded into the supramolecular hydrogel (DGHCAP). The results showed that DGHCAP exhibited injectable, high modulus, high CA loading rate (43.38 %) and slow CA releasing ratio (releasing 80 % in 80 h) compared with those of the supramolecular hydrogel without GO (DHCAP). Moreover, the DGHCAP demonstrated excellent compatibility and effect anti-inflammatory (down regulated proinflammatory cytokines such as IL-1β, IL-6, TNF-α and iNOs) in both in vitro and in vivo assays. The supramolecular hydrogels loaded Chinese medicine could provide another method to treat RA in clinical.
研究领域:
药学
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材料科学
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生物医学工程
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炎症研究
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药物递送系统
✓ 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）