Neohesperidin

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Andrea Mele - One of the best experts on this subject based on the ideXlab platform.

  • structure of Neohesperidin dihydrochalcone β cyclodextrin inclusion complex nmr ms and x ray spectroscopic investigation
    Journal of Agricultural and Food Chemistry, 1998
    Co-Authors: Federico Caccia, Rosario Dispenza, Giovanni Fronza, Claudio Fuganti, Luciana Malpezzi, Andrea Mele
    Abstract:

    The inclusion complex between the semisynthetic sweetener Neohesperidin dihydrochalcone (1) and β-cyclodextrin (βCD) has been investigated in solution, in the gas phase and in the solid state. In aqueous solution they form a 1:1 complex having a Kbinding of 1.6 × 103 M-1 at 315 K. The nuclear Overhauser effects show that the terminal isovanillin ring of 1 is included in the hydrophobic cavity of βCD from the narrower rim of the truncated cone. The peak at m/z 1747 corresponding to the supramolecular entity [βCD + 1 + H]+ was detected by MS−FAB measurements. The fragmentation pattern of 1 is different in the presence and in the absence of βCD, suggesting that the disaccharide moiety of 1 and the external polar surface of the host are tightly associated. In the solid state evidence of the formation of the βCD/1 complex is obtained from the X-ray powder diffractograms which show diffraction peaks differing in position and intensity from those of native guest 1 and host βCD. Keywords: Neohesperidin dihydrocha...

  • Structure of Neohesperidin Dihydrochalcone/β-Cyclodextrin Inclusion Complex: NMR, MS, and X-ray Spectroscopic Investigation
    Journal of Agricultural and Food Chemistry, 1998
    Co-Authors: Federico Caccia, Rosario Dispenza, Giovanni Fronza, Claudio Fuganti, Luciana Malpezzi, Andrea Mele
    Abstract:

    The inclusion complex between the semisynthetic sweetener Neohesperidin dihydrochalcone (1) and β-cyclodextrin (βCD) has been investigated in solution, in the gas phase and in the solid state. In aqueous solution they form a 1:1 complex having a Kbinding of 1.6 × 103 M-1 at 315 K. The nuclear Overhauser effects show that the terminal isovanillin ring of 1 is included in the hydrophobic cavity of βCD from the narrower rim of the truncated cone. The peak at m/z 1747 corresponding to the supramolecular entity [βCD + 1 + H]+ was detected by MS−FAB measurements. The fragmentation pattern of 1 is different in the presence and in the absence of βCD, suggesting that the disaccharide moiety of 1 and the external polar surface of the host are tightly associated. In the solid state evidence of the formation of the βCD/1 complex is obtained from the X-ray powder diffractograms which show diffraction peaks differing in position and intensity from those of native guest 1 and host βCD. Keywords: Neohesperidin dihydrocha...

Kunsong Chen - One of the best experts on this subject based on the ideXlab platform.

  • purification of naringin and Neohesperidin from huyou citrus changshanensis fruit and their effects on glucose consumption in human hepg2 cells
    Food Chemistry, 2012
    Co-Authors: Jiukai Zhang, Qingjun Chen, Xian Li, Kunsong Chen
    Abstract:

    Abstract Huyou ( Citrus changshanensis ) is rich in naringin and Neohesperidin, which are natural flavanone glycosides with a range of biological activities. Among the different fruit parts, i.e. flavedo, albedo, segment membrane (SM), and juice sacs (JS), albedo showed the highest contents of both compounds, with 27.00 and 19.09 mg/g DW for naringin and Neohesperidin, respectively. Efficient simultaneous purification of naringin and Neohesperidin from Huyou albedo was established by the combination of macroporous D101 resin chromatography and high-speed counter-current chromatography (HSCCC). Purified naringin and Neohesperidin were identified by both HPLC and LC–MS, and their effects on glucose consumption were investigated in HepG2 cells. Cells treated with naringin and Neohesperidin showed increased consumption of glucose, and this was associated with increased phosphorylation of AMP-activated protein kinase (AMPK). Therefore, naringin and Neohesperidin from Huyou may act as potential hypoglycaemic agents through regulation of glucose metabolism.

  • separation and purification of Neohesperidin from the albedo of citrus reticulata cv suavissima by combination of macroporous resin and high speed counter current chromatography
    IEEE Journal of Solid-state Circuits, 2012
    Co-Authors: Jiukai Zhang, Xian Li, Jianzhen Huang, Kunsong Chen
    Abstract:

    : In this article, a simple and efficient protocol for rapid preparation and separation of Neohesperidin from the albedo of Citrus reticulata cv. Suavissima was established by the combination of macroporous resin column chromatography and high-speed counter-current chromatography (HSCCC). Six types of resin were investigated by adsorption and desorption tests, and D101 macroporous resin was selected for the first cleaning-up procedure, in which 55% aqueous ethanol was used to elute Neohesperidin. After treatment with D101 resin, the Neohesperidin purity increased 11.83-fold from 4.92% in the crude extract to 58.22% in the resin-refined sample, with a recovery of 68.97%. The resin-refined sample was directly subjected to HSCCC purification with a two-phase solvent system composed of ethyl acetate-n-butanol-water (4:1:5, v/v), and 23.6 mg Neohesperidin with 97.47% purity was obtained from 60 mg sample in only one run. The recovery of Neohesperidin in HSCCC separation procedure was 65.85%. The chemical structure of the purified Neohesperidin was identified by both HPLC and LC-MS. The established purification process will be helpful for further characterization and utilization of Citrus Neohesperidin.

Hua Zhang - One of the best experts on this subject based on the ideXlab platform.

  • the anti aging potential of Neohesperidin and its synergistic effects with other citrus flavonoids in extending chronological lifespan of saccharomyces cerevisiae by4742
    Molecules, 2019
    Co-Authors: Hua Zhang, Xin Guan, Zhiqin Zhou
    Abstract:

    The anti-aging activity of many plant flavonoids, as well as their mechanisms of action, have been explored in the current literature. However, the studies on the synergistic effects between the different flavonoid compounds were quite limited in previous reports. In this study, by using a high throughput assay, we tested the synergistic effects between different citrus flavonoids throughout the yeast’s chronological lifespan (CLS). We studied the effect of four flavonoid compounds including naringin, hesperedin, hesperitin, Neohesperidin, as well as their different combinations on the CLS of the yeast strain BY4742. Their ROS scavenging ability, in vitro antioxidant activity and the influence on the extracellular pH were also tested. The results showed that Neohesperidin extended the yeast’s CLS in a concentration-dependent manner. Especially, we found that Neohesperidin showed great potential in extending CLS of budding yeast individually or synergistically with hesperetin. The Neohesperidin exhibited the strongest function in decreasing the reactive oxygen species (ROS) accumulation in yeast. These findings clearly indicated that Neohesperidin is potentially an anti-aging citrus flavonoid, and its synergistic effect with other flavonoids on yeast’s CLS will be an interesting subject for future research of the anti-aging function of citrus fruits.

  • deep eutectic solvent as a green solvent for enhanced extraction of narirutin naringin hesperidin and Neohesperidin from aurantii fructus
    Phytochemical Analysis, 2019
    Co-Authors: Hua Zhang, Hongmin Yu, Dawei Chen
    Abstract:

    INTRODUCTION: In the present study, a green and efficient extraction method using deep eutectic solvents as extraction solvent was developed for extracting the four major active compounds narirutin, naringin, hesperidin and Neohesperidin from Aurantii Fructus. METHODOLOGY: A series of tunable deep eutectic solvents were prepared and investigated by mixing choline chloride or betaine to different hydrogen‐bond donors, and betaine/ethanediol was found to be the most suitable extraction solvent. To achieve the best extraction yield, the primary factors affecting the extraction efficiency, such as hydrogen‐bond acceptor/hydrogen‐bond donor ratio, water content in deep eutectic solvents, extraction temperature, solid/liquid ratio and extraction time, were investigated. RESULTS: The optimal extraction conditions were 40% of water in betaine/ethanediol (1:4) at 60°C for heated extraction of 30 min and solid/liquid ratio 1:100 g/mL. Under the optimum extraction condition, the extraction yields of narirutin, naringin, hesperidin, and Neohesperidin were 8.39 ± 0.61, 83.98 ± 1.92, 3.03 ± 0.35 and 35.94 ± 0.63 mg/g, respectively, which were much higher than those of methanol as extraction solvent (5.5 ± 0.48, 64.23 ± 1.51, 2.16 ± 0.15 and 30.14 ± 0.62 mg/g). CONCLUSION: The present results showed that deep eutectic solvents could be promising green and efficient solvents for extraction of the bioactive ingredients from traditional Chinese medicine.

  • deep eutectic solvent as a green solvent for enhanced extraction of narirutin naringin hesperidin and Neohesperidin from aurantii fructus
    Phytochemical Analysis, 2019
    Co-Authors: Hua Zhang, Hongmin Yu, Dawei Chen
    Abstract:

    Introduction In the present study, a green and efficient extraction method using deep eutectic solvents as extraction solvent was developed for extracting the four major active compounds narirutin, naringin, hesperidin and Neohesperidin from Aurantii Fructus. Methodology A series of tunable deep eutectic solvents were prepared and investigated by mixing choline chloride or betaine to different hydrogen-bond donors, and betaine/ethanediol was found to be the most suitable extraction solvent. To achieve the best extraction yield, the primary factors affecting the extraction efficiency, such as hydrogen-bond acceptor/hydrogen-bond donor ratio, water content in deep eutectic solvents, extraction temperature, solid/liquid ratio and extraction time, were investigated. Results The optimal extraction conditions were 40% of water in betaine/ethanediol (1:4) at 60°C for heated extraction of 30 min and solid/liquid ratio 1:100 g/mL. Under the optimum extraction condition, the extraction yields of narirutin, naringin, hesperidin, and Neohesperidin were 8.39 ± 0.61, 83.98 ± 1.92, 3.03 ± 0.35 and 35.94 ± 0.63 mg/g, respectively, which were much higher than those of methanol as extraction solvent (5.5 ± 0.48, 64.23 ± 1.51, 2.16 ± 0.15 and 30.14 ± 0.62 mg/g). Conclusion The present results showed that deep eutectic solvents could be promising green and efficient solvents for extraction of the bioactive ingredients from traditional Chinese medicine.

Federico Caccia - One of the best experts on this subject based on the ideXlab platform.

  • structure of Neohesperidin dihydrochalcone β cyclodextrin inclusion complex nmr ms and x ray spectroscopic investigation
    Journal of Agricultural and Food Chemistry, 1998
    Co-Authors: Federico Caccia, Rosario Dispenza, Giovanni Fronza, Claudio Fuganti, Luciana Malpezzi, Andrea Mele
    Abstract:

    The inclusion complex between the semisynthetic sweetener Neohesperidin dihydrochalcone (1) and β-cyclodextrin (βCD) has been investigated in solution, in the gas phase and in the solid state. In aqueous solution they form a 1:1 complex having a Kbinding of 1.6 × 103 M-1 at 315 K. The nuclear Overhauser effects show that the terminal isovanillin ring of 1 is included in the hydrophobic cavity of βCD from the narrower rim of the truncated cone. The peak at m/z 1747 corresponding to the supramolecular entity [βCD + 1 + H]+ was detected by MS−FAB measurements. The fragmentation pattern of 1 is different in the presence and in the absence of βCD, suggesting that the disaccharide moiety of 1 and the external polar surface of the host are tightly associated. In the solid state evidence of the formation of the βCD/1 complex is obtained from the X-ray powder diffractograms which show diffraction peaks differing in position and intensity from those of native guest 1 and host βCD. Keywords: Neohesperidin dihydrocha...

  • Structure of Neohesperidin Dihydrochalcone/β-Cyclodextrin Inclusion Complex: NMR, MS, and X-ray Spectroscopic Investigation
    Journal of Agricultural and Food Chemistry, 1998
    Co-Authors: Federico Caccia, Rosario Dispenza, Giovanni Fronza, Claudio Fuganti, Luciana Malpezzi, Andrea Mele
    Abstract:

    The inclusion complex between the semisynthetic sweetener Neohesperidin dihydrochalcone (1) and β-cyclodextrin (βCD) has been investigated in solution, in the gas phase and in the solid state. In aqueous solution they form a 1:1 complex having a Kbinding of 1.6 × 103 M-1 at 315 K. The nuclear Overhauser effects show that the terminal isovanillin ring of 1 is included in the hydrophobic cavity of βCD from the narrower rim of the truncated cone. The peak at m/z 1747 corresponding to the supramolecular entity [βCD + 1 + H]+ was detected by MS−FAB measurements. The fragmentation pattern of 1 is different in the presence and in the absence of βCD, suggesting that the disaccharide moiety of 1 and the external polar surface of the host are tightly associated. In the solid state evidence of the formation of the βCD/1 complex is obtained from the X-ray powder diffractograms which show diffraction peaks differing in position and intensity from those of native guest 1 and host βCD. Keywords: Neohesperidin dihydrocha...

Dawei Chen - One of the best experts on this subject based on the ideXlab platform.

  • deep eutectic solvent as a green solvent for enhanced extraction of narirutin naringin hesperidin and Neohesperidin from aurantii fructus
    Phytochemical Analysis, 2019
    Co-Authors: Hua Zhang, Hongmin Yu, Dawei Chen
    Abstract:

    INTRODUCTION: In the present study, a green and efficient extraction method using deep eutectic solvents as extraction solvent was developed for extracting the four major active compounds narirutin, naringin, hesperidin and Neohesperidin from Aurantii Fructus. METHODOLOGY: A series of tunable deep eutectic solvents were prepared and investigated by mixing choline chloride or betaine to different hydrogen‐bond donors, and betaine/ethanediol was found to be the most suitable extraction solvent. To achieve the best extraction yield, the primary factors affecting the extraction efficiency, such as hydrogen‐bond acceptor/hydrogen‐bond donor ratio, water content in deep eutectic solvents, extraction temperature, solid/liquid ratio and extraction time, were investigated. RESULTS: The optimal extraction conditions were 40% of water in betaine/ethanediol (1:4) at 60°C for heated extraction of 30 min and solid/liquid ratio 1:100 g/mL. Under the optimum extraction condition, the extraction yields of narirutin, naringin, hesperidin, and Neohesperidin were 8.39 ± 0.61, 83.98 ± 1.92, 3.03 ± 0.35 and 35.94 ± 0.63 mg/g, respectively, which were much higher than those of methanol as extraction solvent (5.5 ± 0.48, 64.23 ± 1.51, 2.16 ± 0.15 and 30.14 ± 0.62 mg/g). CONCLUSION: The present results showed that deep eutectic solvents could be promising green and efficient solvents for extraction of the bioactive ingredients from traditional Chinese medicine.

  • deep eutectic solvent as a green solvent for enhanced extraction of narirutin naringin hesperidin and Neohesperidin from aurantii fructus
    Phytochemical Analysis, 2019
    Co-Authors: Hua Zhang, Hongmin Yu, Dawei Chen
    Abstract:

    Introduction In the present study, a green and efficient extraction method using deep eutectic solvents as extraction solvent was developed for extracting the four major active compounds narirutin, naringin, hesperidin and Neohesperidin from Aurantii Fructus. Methodology A series of tunable deep eutectic solvents were prepared and investigated by mixing choline chloride or betaine to different hydrogen-bond donors, and betaine/ethanediol was found to be the most suitable extraction solvent. To achieve the best extraction yield, the primary factors affecting the extraction efficiency, such as hydrogen-bond acceptor/hydrogen-bond donor ratio, water content in deep eutectic solvents, extraction temperature, solid/liquid ratio and extraction time, were investigated. Results The optimal extraction conditions were 40% of water in betaine/ethanediol (1:4) at 60°C for heated extraction of 30 min and solid/liquid ratio 1:100 g/mL. Under the optimum extraction condition, the extraction yields of narirutin, naringin, hesperidin, and Neohesperidin were 8.39 ± 0.61, 83.98 ± 1.92, 3.03 ± 0.35 and 35.94 ± 0.63 mg/g, respectively, which were much higher than those of methanol as extraction solvent (5.5 ± 0.48, 64.23 ± 1.51, 2.16 ± 0.15 and 30.14 ± 0.62 mg/g). Conclusion The present results showed that deep eutectic solvents could be promising green and efficient solvents for extraction of the bioactive ingredients from traditional Chinese medicine.