ArticleJournal of the American Society for Mass Spectrometry2013
Thermally accelerated oxidative degradation of quercetin using continuous flow kinetic electrospray-ion trap-time of flight mass spectrometry.
Article in Journal of the American Society for Mass Spectrometry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Quality and Content of Bioactive Compounds in Muffins with Residue After Isolation of Starch from Unripe Apples (Molecules (Basel, Switzerland) · 2025Article
- Quality- and Health-Promoting Compounds of Whole Wheat Bread with the Addition of Stale Bread, Cornmeal, and Apple Pomace.Foods (Basel, Switzerland) · 2024Article
- Antibacterial activity of Hungarian varietal honeys against respiratory pathogens as a function of storage time.Scientific reports · 2024Article
- Chemical Composition, Antioxidant Properties and Sensory Aspects of Sponge Cakes Supplemented with Edible Insect Flours.Antioxidants (Basel, Switzerland) · 2023Article
- Nanostructured Lipid Carriers Enriched Hydrogels for Skin Topical Administration of Quercetin and Omega-3 Fatty Acid.Pharmaceutics · 2023Article
- Apigenin: A Therapeutic Agent for Treatment of Skin Inflammatory Diseases and Cancer.International journal of molecular sciences · 2023Review
- The anti-inflammatory effects of apigenin and genistein on the rat intestinal epithelial (IEC-6) cells with TNF-α stimulation in response to heat treatment.Current research in food science · 2022Article
- The In Vitro Anti-Inflammatory Activities of Galangin and Quercetin towards the LPS-Injured Rat Intestinal Epithelial (IEC-6) Cells as Affected by Heat Treatment.Molecules (Basel, Switzerland) · 2021Article
- Article
- Solubility and Thermal Degradation of Quercetin in COMolecules (Basel, Switzerland) · 2020Article
- Demanding New Honey Qualitative Standard Based on Antibacterial Activity.Foods (Basel, Switzerland) · 2020Article
- Impact of heat treatment on anti-oxidative and anti-colon cancer activities of the soluble extracts from black mulberry (RSC advances · 2020Article
- Barrier-promoting efficiency of two bioactive flavonols quercetin and myricetin on rat intestinal epithelial (IEC-6) cellsRSC advances · 2020Article
- The Stability and Activity Changes of Apigenin and Luteolin in Human Cervical Cancer Hela Cells in Response to Heat Treatment and FeFoods (Basel, Switzerland) · 2019Article
- Profiling the impact of thermal processing on black raspberry phytochemicals using untargeted metabolomics.Food chemistry · 2019Article
- Theoretical Study of the Antioxidant Activity of Quercetin Oxidation Products.Frontiers in chemistry · 2019Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Thermally accelerated oxidative degradation of aqueous quercetin at pH 5.9 and 7.4 was kinetically measured using an in-house built online continuous flow device made of concentric capillary tubes, modified to fit to the inlet of an electrospray ionization-ion trap-time-of-flight-mass spectrometer (ESI-IT-TOF-MS). Time-resolved mass spectral measurements ranging from 2 to 21 min were performed in the negative mode to track intermediate degradation products and to evaluate the degradation rate of the deprotonated quercetin ion, [Q-H](-). Upon heating solutions in the presence of dissolved oxygen, degradation of [Q-H](-) was observed and was accelerated by an increase in pH and temperature. Regardless of the condition, the same degradation pathways were observed. Degradation mechanisms and structures were determined using higher order tandem mass spectrometry (up to MS(3)) and high mass accuracy. The observed degradation mechanisms included oxidation, hydroxylation, and ring-cleavage by nucleophilic attack. A chalcan-trione structure formed by C-ring opening after hydroxylation at C2 was believed to be a precursor for other degradation products, formed by hydroxylation at the C2, C3, and C4 carbons from attack by nucleophilic species. This resulted in A-type and B-type ions after cross-ring cleavage of the C-ring. Based on time of appearance and signal intensity, nucleophilic attack at C3 was the preferred degradation pathway, which generated 2,4,6-trihydroxymandelate and 2,4,6-trihydroxyphenylglyoxylate ions. Overall, 23 quercetin-related ions were observed.
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Registered trials
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