Effects of myricetin and its derivatives on nonenzymatic glycation: A mechanism study based on proteomic modification and fluorescence spectroscopy analysis.

Myricetin and its derivatives, myricitrin and dihydromyricetin, are flavonoids widely presented in foods and phytomedicine that possess tremendous health potential. In this study, we compared the antiglycation activity of myricetin and its derivatives, then investigated the underlying mechanism using proteomic modification and fluorescence spectroscopy analysis. All three compounds exhibited thorough inhibition on nonenzymatic glycation process, with the inhibitory effects on AGEs reaching 85% at 40 μmol/L. They effectively protected bovine serum albumin (BSA) structure by inhibiting protein oxidation, preventing the conversion from α-helix to β-sheet, and reducing amyloid-like cross-β structure formation. Among the three compounds, myricetin showed a predominant antiglycation activity. Proteomic analysis identified the early glycated sites that were protected by myricetin, including lysine K235, 256, 336, 421, 420, 489, etc. Additionally, fluorescence spectroscopy revealed spontaneous interactions between BSA and myricetin. Overall, myricetin holds promise as an antiglycation agent in both the food and drug industries.

• Publication year

  2024

• Venue

  Food Chemistry

• Publication date

  2024-05-01

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1016/j.foodchem.2024.139880PMID 38852282
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Top-down digital light processing 3D printing of composite structures using carbon fiber modified UV curable resin

  2023cited by this paper
• Penta-O-galloyl-β-d-glucose inhibits the formation of advanced glycation end-products (AGEs): A mechanistic investigation.

  2023cited by this paper
• Chemical composition, pharmacodynamic activity of processed Aconitum brachypodum Diels., and molecular docking analysis of its active target

  2023cited by this paper
• New perspective of the ternary complex of nano-curcumin with β-lactoglobulin in the presence of α-lactalbumin: Spectroscopic and molecular dynamic investigations

  2023cited by this paper
• Effects of Maillard reaction and its product AGEs on aging and age-related diseases

  2023cited by this paper
• Peptide L1H9 derived from the interaction of structural human rhomboid family 1 and 80-kDa subunit of Ku antigen sensitizes breast cancer to chemoradiotherapy

  2023cited by this paper
• Novel pyrene-based aggregation-induced emission luminogen (AIEgen) composite phase change fibers with satisfactory fluorescence anti-counterfeiting, temperature sensing, and high-temperature warning functions for solar-thermal energy storage

  2023cited by this paper
• Unravel crystallization kinetics of V(V) electrolytes for all-vanadium redox flow battery by in situ Raman spectroscopy

  2023cited by this paper
• Structural Characterization of the Staphylococcus aureus Targeting Lectin Peptides from Garlic (Allium sativum L) by Liquid Nitrogen Grinding Coupled with the Proteomic and Antimicrobial Mechanism Analysis

  2023cited by this paper
• Exploring inhibitory effect and mechanism of hesperetin-Cu (II) complex against protein glycation.

  2023cited by this paper
• Butein Inhibits the Glycation of α-Crystallin: An Approach in Prevention of Retinopathy

  2023cited by this paper
• Structural, functional and proteomic differences of proteins extracted from white garlic and Laba garlic.

  2022cited by this paper
• The inhibitory effects of natural antioxidants on protein glycation as well as aggregation induced by methylglyoxal and underlying mechanisms.

  2022cited by this paper
• Pharmacokinetic, DFT Modeling, Molecular Docking, and Molecular Dynamics Simulation Approaches: Diptoindonesin A as a Potential Inhibitor of Sirtuin-1

  2022cited by this paper
• Inhibitory Effects of Myriocin on Non-Enzymatic Glycation of Bovine Serum Albumin

  2022cited by this paper
• Mechanism of natural antioxidants regulating advanced glycosylation end products of Maillard reaction.

  2022cited by this paper
• Synthetic-free compounds as the potential glycation inhibitors performed in in vitro chemical models: Molecular mechanisms and structure requirements

  2022cited by this paper
• Differences in kinetics and dynamics of endogenous versus exogenous advanced glycation end products (AGEs) and their precursors.

  2022cited by this paper
• Thermal degradation kinetics of epoxy resin modified with elastomeric nanoparticles

  2022cited by this paper
• RETRACTED: Myricitrin, a Glycosyloxyflavone in Myrica esculenta Bark Ameliorates Diabetic Nephropathy via Improving Glycemic Status, Reducing Oxidative Stress, and Suppressing Inflammation

  2021cited by this paper
• Chinese bayberry (Myrica rubra) phenolics mitigated protein glycoxidation and formation of advanced glycation end-products: A mechanistic investigation.

  2021cited by this paper
• Novel advances in inhibiting advanced glycation end product formation using natural compounds.

  2021cited by this paper
• Preparation of pickering emulsion stabilised by Zein/Grape seed proanthocyanidins binary composite

  2021cited by this paper
• Investigation into the mechanisms of quercetin-3-O-glucuronide inhibiting α-glucosidase activity and non-enzymatic glycation by spectroscopy and molecular docking.

  2021cited by this paper
• Long-term Dietary Flavonoid Intake and Subjective Cognitive Decline in US Men and Women

  2021cited by this paper
• Chrysophyllum cainito. L alleviates diabetic and complications by playing antioxidant, antiglycation, hypoglycemic roles and the chemical profile analysis.

  2021cited by this paper
• Urolithin A alleviates advanced glycation end-product formation by altering protein structures, trapping methylglyoxal and forming complexes.

  2021cited by this paper
• Effects of anthocyanins on β-lactoglobulin glycoxidation: a study of mechanisms and structure-activity relationship.

  2021cited by this paper
• Vitexin Inhibits Protein Glycation through Structural Protection, Methylglyoxal Trapping, and Alteration of Glycation Site.

  2021cited by this paper
• Effects of collagen and casein with phenolic compounds interactions on protein in vitro digestion and antioxidation

  2020cited by this paper
• Insight into the inactivation mechanism of soybean Bowman-Birk trypsin inhibitor (BBTI) induced by epigallocatechin gallate and epigallocatechin: Fluorescence, thermodynamics and docking studies.

  2020cited by this paper
• Discovery of potential multi-target-directed ligands by targeting host-specific SARS-CoV-2 structurally conserved main protease

  2020cited by this paper
• Effects of four bamboo derived flavonoids on advanced glycation end products formation in vitro

  2020cited by this paper
• Role of advanced glycation end products and insulin resistance in diabetic nephropathy

  2020cited by this paper
• Trapping Methylglyoxal by Myricetin and its Metabolites in Mice.

  2020cited by this paper
• Mechanism of Selenium Nanoparticles Inhibiting Advanced Glycation End Products.

  2020cited by this paper
• Lysozyme-luteolin binding: molecular insights into the complexation process and the inhibitory effects of luteolin towards protein modification.

  2019cited by this paper
• Insights into the Mechanism of Quercetin against BSA-Fructose Glycation by Spectroscopy and High-Resolution Mass Spectrometry: Effect on Physicochemical Properties.

  2019cited by this paper
• Myricetin inhibits amyloid fibril formation of globular proteins by stabilizing the native structures.

  2019cited by this paper
• Mitigation of isoquercitrin on β-lactoglobulin glycation: Insight into the mechanisms by mass spectrometry and interaction analysis.

  2019cited by this paper
• Dihydromyricetin: A review on identification and quantification methods, biological activities, chemical stability, metabolism and approaches to enhance its bioavailability

  2019cited by this paper
• Reduced IgE/IgG binding capacities of bovine α-Lactalbumin by glycation after dynamic high-pressure microfluidization pretreatment evaluated by high resolution mass spectrometry.

  2019cited by this paper
• Galangin inhibits α-glucosidase activity and formation of non-enzymatic glycation products.

  2019cited by this paper
• Clinical/Translational Aspects of Advanced Glycation End-Products.

  2019cited by this paper
• Steamed bread enriched with quercetin as an antiglycative food product: its quality attributes and antioxidant properties.

  2018cited by this paper
• Complexation of trans- and cis-resveratrol with bovine serum albumin, β-lactoglobulin or α-lactalbumin

  2018cited by this paper
• Characterization of molecular structures of theaflavins and the interactions with bovine serum albumin

  2017cited by this paper
• Gastrointestinal stability of dihydromyricetin, myricetin, and myricitrin: an in vitro investigation

  2017cited by this paper
• Applications of MALDI Mass Spectrometry in Clinical Chemistry.

  2016cited by this paper
• Interaction of glutathione with bovine serum albumin: Spectroscopy and molecular docking.

  2016cited by this paper
• Comparative genomics study for identification of putative drug targets in Salmonella typhi Ty2.

  2016cited by this paper
• Essential Structural Requirements and Additive Effects for Flavonoids to Scavenge Methylglyoxal.

  2014cited by this paper
• Inhibition of catechol-o-methyltransferase (COMT) by myricetin, dihydromyricetin, and myricitrin.

  2014cited by this paper
• Advanced glycation endproducts in food and their effects on health.

  2013cited by this paper
• Use of Spectroscopic, Zeta Potential and Molecular Dynamic Techniques to Study the Interaction between Human Holo-Transferrin and Two Antagonist Drugs: Comparison of Binary and Ternary Systems

  2012cited by this paper
• Separate and simultaneous binding effects through a non-cooperative behavior between cyclophosphamide hydrochloride and fluoxymesterone upon interaction with human serum albumin: multi-spectroscopic and molecular modeling approaches.

  2012cited by this paper
• Comparison of the conformational stability of the non-native alpha-helical intermediate of thiol-modified beta-lactoglobulin upon interaction with sodium n-alkyl sulfates at two different pH.

  2006cited by this paper
• Study of the binding mechanism between hydroxytyrosol and bovine serum albumin using multispectral and molecular docking

  year unknowncited by this paper

• Structural remodeling and enzyme inhibition of coconut pomace dietary fiber via high-pressure homogenization and microfluidization: Evidence for multilevel structure-function mechanism.

  2025cites this paper
• Investigation of the Influence of the Extraction System and Seasonality on the Pharmacological Potential of Eugenia punicifolia Leaves

  2025cites this paper
• Physicochemical, structural, foaming, and rheological properties of soybean peptide aggregates obtained from enzymatic by-products

  2025cites this paper
• Melanoidins from stir-frying Atractylodes Macrocephala: Structural characterization, molecular weight distribution, and polyphenol delivery mechanism.

  2025cites this paper
• Effects and mechanisms of dietary polyphenols in ameliorating glycolipid metabolic disorders: Inhibition of advanced glycation end products.

  2025cites this paper
• Diet-Derived Advanced Glycation End-Products (AGEs) Induce Muscle Wasting In Vitro, and a Standardized Vaccinium macrocarpon Extract Restrains AGE Formation and AGE-Dependent C2C12 Myotube Atrophy

  2025cites this paper
• Anti-glycation research: using anti-oxidative as indicators, screen the most promising Dendrobium from different habitats and growing environment

  2025cites this paper
• Inhibition effect of AGEs formation in vitro by the two novel peptides EDYGA and DLLCIC derived from Pelodiscus sinensis

  2025cites this paper
• Insights into the soybean protein isolate hydrolysates: Performance characterization, emulsion construction and in vitro digestive behavior.

  2024cites this paper
• Phenolic compounds profile in extracts of Smilax spp., antioxidant activity, and inhibition of advanced glycation end products.

  2024cites this paper
• Monascus pigments suppress fructose-mediated BSA glycation by trapping methylglyoxal and covalent binding to proteins.

  2024cites this paper
• Interaction, stability and bioaccessibility of bovine serum albumin-quercetin/myricetin complexes: Multi-spectroscopy and molecular dynamics simulation studies

  2024cites this paper
• Preparation of high internal phase emulsions based on high-temperature glycation-modified egg white protein: Structural characteristics, stability, and β-carotene bioavailability under multi-parameter regulation.

  2024cites this paper
• Chemical modification, structure elucidation and antifungal mechanism studies of a peptide extracted from garlic (Allium sativum L.).

  2024cites this paper