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JOURNAL OF FOOD PROCESSING AND PRESERVATION · 2021 ·Vol. 45 ·期 7 ·e15604 · IF 2.19

The effects of α-L-rhamnosidase, β-D-glucosidase, and their combination on the quality of orange juice

Cheng Peng,Rui Li,Hui Ni,Li Jun Li,Qing Biao Li

The naringinase, a desirable candidate for citrus juice debittering, consists of α-L-rhamnosidase and β-D-glucosidase. This study aimed to elucidate the effects of α-L-rhamnosidase, β-D-glucosidase, and their combination on naringin, polyphenols, antioxidant activity, and aroma quality. The α-L-rhamnosidase and the two enzymes combination reduced the naringin concentration from 356.33 to 10.52 and 4.17 mg/L, respectively. The α-L-rhamnosidase, β-D-glucosidase, and their combination significantly increased the antioxidant activity. The unpleasant cooking note was significantly weakened and the floral note was increased after three treatments. The combinational treatment increased the sweet note greatly. The substrate competition between α-L-rhamnosidase and β-D-glucosidase may help to explain the inconsistencies of the polyphenols, antioxidant activity, and aroma quality after single enzyme or combined enzymes treatments. The results indicated that taste, antioxidant activity, and aromatic quality were well improved by the combined treatment than either α-L-rhamnosidase or β-D-glucosidase treatment, providing an attractive reference for debittering orange juice. Practical applications The work showed that the combined treatment of α-L-rhamnosidase and β-D-glucosidase was better to remove the bitter taste of citrus juice than the solo treatment with α-L-rhamnosidase or β-D-glucosidase in regarding with taste, antioxidant activity, and aromatic quality. It helps to better the quality of citrus juice with enzymatic treatment.

CAS / MDL: 196504-57-1 1898-66-4
研究领域: 食品科学 · 酶学 · 饮料技术
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SEPARATION AND PURIFICATION TECHNOLOGY · 2021 · IF 7.312

Effects of pulsed electric field-assisted treatment on the extraction, antioxidant activity and structure of naringin

Debao Niu,Er-Fang Ren,Jian Li,Xin-An Zeng,Si-Lun Li

Naringin is a bioactive compound that exists abundantly in the by-product of citrus fruits processing. The effects of various pulsed electric field (PEF) treatments (2–10 kV/cm, 10–50 pulses) on the extraction yield of naringin from the white capsule of pomelo peel were investigated. Results showed that PEF treatment could significantly enhance the extraction yield of naringin, in particular at the electric field intensity of 4 kV/cm and pulses of 30, the extraction yield was increased by 20% compared with non-PEF treatment. Moreover, the antioxidant activity of naringin was assessed by the assay of DPPH radical scavenging rate (RSA). Results showed that different PEF treatments had diverse effects on RSA values, which may be attributed to the changes in the structure of naringin under PEF treatments. This was confirmed by the results from scanning electron microscope, Fourier transform infrared spectroscopy , and nuclear magnetic resonance spectroscopy , showing that PEF treatment changed the conformation of naringin without its degradation. These findings suggested that PEF treatment of appropriate intensity was a promising method to enhance the extraction of naringin from the white capsule of pomelo peel, and provided a basis for modifying the physicochemical properties of naringin in the future.

研究领域: 食品科学 · 生物化学
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FOOD CHEMISTRY · 2022 · IF 9.231

Flavonoids enhance gel strength of ovalbumin: Properties, structures, and interactions

Yejun Zhong,Lei Yang,Taotao Dai,Ziyi Zhu,Hongyu Chen,Jianyong Wu,Er Sheng Gong

The effect of ovalbumin-flavonoids (naringenin, genistein, naringin, puerarin, and daidzein) interactions on the formation and properties of ovalbumin hydrogels was investigated. The results suggested that flavonoids were able to promote the gelation of low concentration ovalbumin solution, which was not able to form hydrogel upon heating. All hydrogels formed by flavonoids and ovalbumin were more elastic than viscous. The hydrogels formed by naringenin and ovalbumin showed the strongest gel hardness, springiness, and water holding capacity. Fluorescence spectroscopy and molecular docking analysis revealed that the main interactions between ovalbumin and naringenin, genistein, puerarin, naringin were hydrogen bond, while the main interaction between ovalbumin and daidzein was hydrophobic force. Flavonoids, which have a structure with more phenolic hydroxyl groups, a C2 = C3 double bond and dehydrogenated glycosides, possessed higher affinity to ovalbumin. This research provides new insights into mechanism of ovalbumin-flavonoids interactions and its influence on the formation and property of hydrogel.

研究领域: 食品科学 · 生物物理学 · 化学
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INDUSTRIAL CROPS AND PRODUCTS · 2021 · IF 5.645

T enzymatic esterification of naringin and the properties of naringin esterified derivatization

Hui Guo,Jianwei Yu,Bingshuang Lei,Weiwei Ji,Huanhuan Liu,Bo Yin,Junqing Qian

As a kind of important natural compound with various physiological activities such as anti-oxidation, anti-inflammation, anti-aging, anti-cancer, anti-virus, etc, flavonoid had great application potential in food , cosmetics and pharmaceutical industries. However, the poor solubility limited their application. To solve this problem, one flavonoid glycoside , naringin , was esterified with lipase to improve its performance in the paper. Four fatty acids were selected as acyl donors to be esterified with naringin by single factor experiment, respectively. The results indicated that the optimal reaction conditions were the same: water activity was between 0.11 and 0.69, TLIM lipase was 50 mg/mL, acetone was used as the solvent, the molar ratio of substrate (naringin: fatty acid) was 1:10, and the substrates were first pretreated by ultrasound for 0.5 h, then reacted at 50 °C for 16 h. The conversion rates of naringin esterified with different fatty acids were all above 80.0%. Furtherly, the conversion rate of naringin was 93.9%, after the response surface experiment was carried out to optimize the lipase-catalyzed reaction conditions of naringin with palm oil. Lipophilicity and antioxidant ability of naringin esterified derivatives were measured. The results showed that the lipophilicity of naringin esterified derivatives was significantly higher than that of naringin. Although the free radical scavenging ability and reducing ability decreased by approximately 8% and 0.8%, respectively, the inhibiting oil peroxidation ability of naringin fatty acid esters were higher than that of naringin, which indicated that naringin esterified derivatives have the potential to become fat-soluble antioxidants.

研究领域: 食品科学 · 生物化学 · 药物化学
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Antioxidants · 2023 ·Vol. 12 ·期 2 ·370 · IF 7

Nootkatone Supplementation Attenuates Carbon Tetrachloride Exposure-Induced Nephrotoxicity in Mice

Chongshan Dai,Mingchao Liu,Qinzhi Zhang,Subhajit Das Gupta,Shusheng Tang,Jianzhong Shen

Nootkatone (NKT), a major ingredient of Alpinia oxyphylla, exhibited potential nephroprotective effects; however, the precise molecular mechanisms remain poorly understood. This study aimed to study the nephroprotective effects of NKT and the underlying mechanisms in a mouse model. Our results showed that NKT pretreatment at the doses of 5, 10, and 20 mg/kg per day for 7 days significantly attenuates carbon tetrachloride (CCl4)-induced increases of serum BUN and CRE and kidney pathology injury. NKT pretreatment also markedly inhibited oxidative stress, inflammatory response, and the activation of caspases-9 and -3 in kidneys of mice exposed to CCl4. Meanwhile, NKT pretreatment downregulated the expression of NOX4, IL-1β, IL-6, and TNF-α proteins and NO levels in the kidney tissues. Moreover, NKT pretreatment upregulated the expression of Nrf2 and HO-1 mRNAs, and downregulated the expression of NF-κB, IL-1β, IL-6, TNF-α, and iNOS mRNAs in the kidneys of mice, compared to those in the CCl4alone treatment group. In conclusion, our results reveal that NKT supplementation could protect against CCl4exposure-induced oxidative stress and inflammatory response in the kidneys by inhibiting NOX4 and NF-κB pathways and activating the Nrf2/HO-1 pathway. Our current study highlights the therapeutic application of NKT for kidney diseases.Keywords:nootkatone;oxidative stress;nephrotoxicity;Nrf2/HO-1 pathway;NF-κB pathway

研究领域: 药理学 · 毒理学 · 分子生物学
✓ 已验证 DOI PubMed 高影响因子
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Development of a multi-functional naringin-loaded bioglass/carboxymethyl chitosan/silk fibroin porous scaffold for hemostasis and critical size bone regeneration

Zhaozhen Wang,Yiwan Shi,Botao Gao,Zhaohui Dang,Shan Yang,Chia-Hsuan Chung,Xiaolu Yu,Xinting Zhou,Zefeng Lin,Lek Hang Cheang,Man Seng Tam,Huajun Wang,Xiaofei Zheng,Tingting Wu

Persistent bleeding and limited repair capacity greatly threaten patients with bone destruction. Designing inorganic-organic biomimetic scaffolds with quick hemostasis and osteogenesis functions will solve this problem. A novel degradable and naringin (NG) loaded porous scaffold (SCB-N) based on APTES-modified bioactive glass (ABG), carboxymethyl chitosan and silk fibroin is developed. ABG and NG enhance the strength of the scaffolds. The scaffolds can release NG and bioactive ions (Ca 2+ and Si 4+ ), promoting the expression of osteogenesis (OCN, BMP-2), angiogenesis (VEGF), and neurogenesis (TB3, GFAP) genes in bone mesenchymal stem cells (BMSCs) and the related proteins (OCN, BMP-2, VEGF, GFAP). When implanting the scaffolds in rat cranial critical size defects, all scaffolds exhibit good compatibility, and SCB-N2 (with ABG and 1 mg/mL NG) group significantly promotes new bone regeneration and the formation of M2-type macrophages. Transcriptome sequencing results confirmed the osteogenic differentiation of BMSCs stimulated by SCB-N2 scaffolds is mainly regulated through MAPK and Wnt signaling pathways. Moreover, SCB-N2 group demonstrates quick hemostasis in vitro and in vivo due to the high adsorption ability and Ca ions release. The novel bionic scaffolds loaded with ion/traditional Chinese medicine monomer, possess the capabilities of hemostasis, neurovascularization, osteogenesis and immunomodulation, therefore exhibiting potential in bone repair.

CAS / MDL: 7550-35-8 497-19-8
研究领域: 生物医学工程 · 组织工程 · 材料科学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2025 · IF 9

Development of a green and optimized process for isolating high-purity naringin and neohesperidin from Qu aurantii fructus

Ziwei Wang,Xiaojing Hou,Junxuan Jin,Yuchen He,Kejun Wu

This study introduces a green, optimized process for efficiently extracting high-purity naringin and neohesperidin from Qu Aurantii Fructus, a valuable traditional Chinese medicine. The total flavonoids from Qu Aurantii Fructus were extracted using ultrasonic-assisted ethanol extraction and subsequently purified with AB-8 resin, followed by the separation of high-purity naringin and neohesperidin through polyamide column chromatography. The investigation into the effect of ultrasound duration on the yield of total flavonoids revealed that at an ultrasonic duration of 25 min, the extraction yield of total flavonoids can reach its maximum. A thin-layer chromatography (TLC) system was employed to optimize the solvent system for the separation of naringin and neohesperidin, utilizing machine vision to assist in calculating and predicting the optimal solvent ratio, thereby simplifying the process and reducing variability and bias. The optimal solvent ratio (ethanol/ethyl acetate = 0.2848) was identified, leading to the successful isolation of high-purity naringin and neohesperidin (95.15 % and 99 %, respectively) through polyamide column chromatography and recrystallization. This process is devoid of toxic organic reagents, which enhances process safety and presents potential prospects for industrial applications, offering an efficient and eco-friendly method for the extraction and purification of valuable natural products

CAS / MDL: 7664-38-2
研究领域: 中药化学 · 天然产物分离纯化
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Food Science and Human Wellness · 2024 · IF 5.6

Naringin ameliorates H2O2-induced oxidative damage in cells and prolongs the lifespan of female Drosophila melanogaster via the insulin signaling pathway

Xiaomei Du,Kexin Wang,Xiaoyan Sang,Xiangxing Meng,Jiao Xie,Tianxin Wang,Xiaozhi Liu,Qun Huang,Nan Zhang,Hao Wang

Naringin exists in a wide range of Chinese herbal medicine and has proven to possess several pharmacological properties. In this study, PC12, HepG2 cells, and female Drosophila melanogaster were used to investigate the antioxidative and anti-aging effects of naringin and explore the underlying mechanisms. The results showed that naringin inhibited H 2 O 2 -induced decline in cell viability and decreased the content of reactive oxygen species in cells. Meanwhile, naringin prolonged the lifespan of flies, enhanced the abilities of climbing and the resistance to stress, improved the activities of antioxidant enzymes, and decreased malondialdehyde content. Naringin also improved intestinal barrier dysfunction and reduced abnormal proliferation of intestinal stem cells. Moreover, naringin down-regulated the mRNA expressions of inr , chico , pi3k , and akt-1 , and up-regulated the mRNA expressions of dilp2 , dilp3 , dilp5 , and foxo , thereby activating autophagy-related genes and increasing the number of lysosomes. Furthermore, the mutant stocks assays and computer molecular simulation results further indicated that naringin delayed aging by inhibiting the insulin signaling (IIS) pathway and activating the autophagy pathway, which was consistent with the result of network pharmacological predictions.

研究领域: 药理学 · 分子生物学 · 衰老研究
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REACTIVE & FUNCTIONAL POLYMERS · 2021 · IF 3.975

Formation of boronate-based macroporous copolymer via emulsion-assisted interface self-assembly method for specific enrichment of Naringin

Danzhao Guo,Ying Sun,Zhi Hu,Shucheng Liu,Qiuwang Yu,Zhenjiang Li

In this paper, the boronate affinity (BA) copolymer sorbents with crosslinked hydrogen bond networks were successfully synthesized by emulsion-induced interface self-assembly and applied in high-performance copolymer materials (BCDPs-CPs-2) for the specific separation and purification of separate cis -diol containing naringin (NRG). A novel solid particle β -cyclodextrins (CDs) based on microporous organic polymers (MOPs) with high surface area were fabricated. As the main solid emulsifier, β -CDs-based MOPs (CDPs) can effectively improve the emulsifying performance of the emulsion droplet, whilst reducing the amounts of surfactant. At the same time, CDPs can effective combined with boronate affinity functioned adamantane (Ad) inclusion derivative were by self-assembly at the two phase interface, which realizes the surface boronic acid functionalities of copolymer materials conveniently. Furthermore, the copolymer materials with crosslinked hydrogen bond networks were obtained via a interface copolymerization between water phase monomer N-(methoxymethyl)-2-methyl-2-propenamide (MMP) and the oil phase monomer methoxyethyl acrylate (MEA). The obtained copolymer materials exhibited stable macroporous structure and shape memory abilities, which effectively improve the regeneration property in practical extract conditions. The combination of excellent performance, BCDPs-CPs-2 showed rapid binding rate (360 min) and high adsorption capacity (3.14 μmol g −1 ) at 298 K. Moreover, outstanding reusability of 5.34% loss in enrichment performance after five times repeatedly. The NRG component content of the purified samples (approximately 96.67%) was superior to original crude extract (about 75.0%). Additionally, the adsorption mechanism is discussed in detail with the effect of pH, different copolymer materials, and thermodynamics.

研究领域: 材料科学 · 生物化学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2024 · IF 8.1

Sequential assembly enhanced selectivity on magnetic imprinted polymers for specific capture of naringin: A combination of synergistic dual sites and imprinted effect

Shucheng Liu,Jinyu Li,Zhi Hu,Xuan Zhang,Ru Feng,Yue Wang,Ruiheng Lu,Yuheng Li,Xingchen Yan

Green and sustainable recovery of high-value natural flavonoids in agricultural wastes could not only improve natural resource utilization, but also could effectively reduce environmental pollution. Recently, great efforts have been made for research on the development of magnetic imprinted composite adsorbent, but the simultaneous promotion of stable selectivity and high adsorption amounts still faces its challenges. Inspired by “Sandwich-like” transport channels with proper steric and specific affinity sites, herein we designed a new kind of surface-imprinted magnetic colloidal nanocrystal clusters (MCNCs) with dual recognition sites (MCNCs@DR-MIPs) via sequential surface imprinted strategy. A two-step sequential surface-initiated atom transfer radical polymerization (SI-ATRP) was employed to construct the double imprinted sites, which can significantly improve the adsorption selectivity and adsorption amounts. In this design, the metal ion Zn(II) and the low pKa boronic acid APBA (1-allylpyridine-3-boronic acid, pKa = 7.4) could effectively tune the appropriate yolk-shell confinement sites, the obtained artificial double imprinted binding sites establishes the promising chemical environment for selective separation. As expected, the adsorption equilibrium experiments exhibited adsorption kinetics (180 min) and the maximum equilibrium binding capacity (34.60 µmol g −1 ). In virtue of unique advantages of magnetic separation materials, this novel absorbent exhibited a green and environmentally friendly enrichment process for naringin (NRG). Meanwhile, MCNCs@DR-MIPs showed excellent selectivity (imprinted factor 2.15) and regeneration properties (only decreased by 8.22 % after 7 cycles) for NRG . Additionally, the commercially available NRG could be effectively extracted and concentrated to 94.78 %. This study offers a sustainable effective strategy for flavonoids purification of magnetic separation materials and promotes advance the other natural compounds from agricultural wastes.

研究领域: 材料科学 · 环境科学 · 天然产物化学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2024 · IF 8.1

Green construction of eco-friendly hydrophilic porous teamed boronate affinity hydrogels for highly specific separation of naringin under physiological pH

Shucheng Liu,Zhi Hu,Xuan Zhang,Xingcheng Yan,Hongxiang Ou

Green, high efficient and sustainable management of secondary high-value resources such as agricultural waste has significant economically, scientific and environmentally beneficial value for the future human development, but it remains a serious challenge. Some tasks persist in industrial-scale continuous separation processes while simultaneously optimizing sorbents structure and separation efficiency. Herein, a novel green eco-friendly porous boronate affinity hydrogels (AOO-PAM@CNCs-DB) were fabricated based on Pickering emulsion microreactors for the specific enrichment of flavoniods. In the emulsion system, the Artemisia argyi oil (AAO) is one of the main natural component of Artemisia, which acts as oil phase can effectively reduce the environmental pollution in the emulsion polymerization process. In addition, the emulsion stabilized particles with B-N recognizing sites based on cellulose nanocrystals (CNCs-DB) acts as specific recognition unit and physical sacrificial cross-linking network, which significantly enhancing the mechanical properties and accurate recognizing efficiency in real coarse samples. Benefiting the advantages of teamed boronate affinity, the AOO-PAM@CNCs-DB hydrogels possessed excellent recognition capabilities and rapid mass transfer at the physiological conditions. The maximum adsorption capacity of AOO-PAM@CNCs-DB hydrogels towards NRG were up to 51.54 μmol g −1 . Further, the AOO-PAM@CNCs-DB hydrogels had excellent selective performance and reusability, and the enrichment performance decreased by 8.27 % after 6 cycles. Meanwhile, the AOO-PAM@CNCs-DB hydrogels can be effectively extracted and enriched NRG with a purity of 92.47 %. This work provides a simple and reliable basis for the preparation of multifunctional hydrogels and holds promise for practical application in the treatment of agricultural wastewater containing flavoniods.

研究领域: 材料科学 · 环境科学 · 生物化学
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JOURNAL OF POLYMER RESEARCH · 2014 ·Vol. 21 ·期 4 ·1-7 · IF 1.897

Properties evaluation and separation application of naringin-imprinted polymers prepared by a covalent imprinting method based on boronate ester

Yang Wan-li,Huang Shao-mei,Wu Quan-zhou,He Jian-feng

Covalent molecularly imprinted polymer (CMIP) for naringin was prepared with a conventional radical bulk polymerization by utilizing 4-vinylphenylboronic acid as a functional monomer and ethylene glycol dimethacrylate (EDMA) as a cross-linking agent. Properties such as adsorption dynamics, special binding, and selective recognition ability were evaluated. The results revealed that the CMIP possessed specific recognition ability and high molecular selectivity in contrast with a non-imprinted polymer in methanol-phosphate buffer (pH 8.0) (7/3, v/v), and the maximum equilibrium adsorption amount of CMIP reached 64.80 μmol.g −1 . The adsorption equilibrium could be achieved within 3 h, which indicated that the adsorption dynamic was relatively fast. The CMIP was further employed as a sorbent of solid phase extraction (SPE) to directly separate naringin from Exocarpium citri grandi extract. The results showed that the CMIP could separate and enrich naringin from E. citri grandi extract effectively, and the special binding was calculated to be about 72 % of the total adsorption on the SPE cartridges.

研究领域: 化学 · 分析化学 · 药物化学
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