ArticleFrontiers in chemistry2020
Evaluation of General Synthesis Procedures for Bioflavonoid-Metal Complexes in Air-Saturated Alkaline Solutions.
Article in Frontiers in chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed, 8 citations in OpenAlex.
- Quantitative Profiling and Metabolic Study of Caffeoylquinic Acids and Their Metabolites by Liquid Chromatography-Tandem Mass Spectrometry in Rats and Laying Hens.Journal of separation science · 2026Article
- Structural Characterization and Bioactivity Evaluation of Selenium-Modified Dihydromyricetin from Vine Tea.Foods (Basel, Switzerland) · 2025Article
- Design, synthesis, and biological activity evaluation of dihydromyricetin derivatives against SARS-CoV-2-Omicron virus.Journal of enzyme inhibition and medicinal chemistry · 2024Article
- An Improved Test Method for Assaying the Inhibition of Bioflavonoids on Xanthine Oxidase Activity in vitro.ChemistryOpen · 2024Article
- Metallophenolomics: A Novel Integrated Approach to Study Complexation of Plant Phenolics with Metal/Metalloid Ions.International journal of molecular sciences · 2022Review
Corrections and comments
- Erratum issued
Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The general synthesis methods of bioflavonoid-metal complexes are considered to be unreliable due to the instability of flavonoids in air-saturated alkaline solutions. In this study, dihydromyricetin (DHM), as a representative bioflavonoid, was selected for complexation with various transition metal ions in an air-saturated alkaline solution to form DHM-metal(II) complexes, following the general synthetic procedure. After characterization, the metal complexes were hydrolyzed to observe the stability of DHM under acidic conditions via HPLC. The effects of synthetic conditions (metal ion, alkalinity, and reflux time) on DHM stability were then investigated by UV-vis spectroscopy and HPLC. Finally, using electron paramagnetic resonance, DHM and its analogs were observed with DMPO (5,5-dimethyl-1-pyrroline-N-oxide) to form a relatively stable free radical adduct. Multiple peaks corresponding to unknown compounds appeared in the LC spectra of the DHM-metal(II) complexes after hydrolysis, indicating that some DHM reacted during synthesis. Subsequently, the transition metal ion and solution alkalinity were found to have notable effects on the stability of free DHM. Furthermore, DHM and several of its analogs generated the superoxide-anion radical in air-saturated alkaline solutions. Their capacities for generating the superoxide anion seemed to correspond to the number and/or location of hydroxyl groups or their configurations. Interestingly, DHM can react with the superoxide anion to transform into myricetin, which involves the abstraction of a C3-H atom from DHM by O
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