ArticleJournal of molecular modeling2018
Probing the antioxidant potential of phloretin and phlorizin through a computational investigation.
Article in Journal of molecular modeling, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers, 1 of them a synthesis that pooled it.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
22 citing papers in PubMed, 1 synthesis or guideline pooled it.
- Comparison of Antioxidant Capacity and Network Pharmacology of Phloretin and Phlorizin against Neuroinflammation in Traumatic Brain Injury.Molecules (Basel, Switzerland) · 2023Pooled it
- Flavonoids and Other Polyphenols: Bioactive Molecules from Traditional Medicine Recipes/Medicinal Plants and Their Potential for Phytopharmaceutical and Medical Application.Molecules (Basel, Switzerland) · 2024Review
- Bridging the gap in antioxidant activity of flavonoids: Correlating the oxidation of human plasma with chemical and cellular assays.Current research in food science · 2024Article
- A kinetic-based stopped-flow DPPHScientific reports · 2023Article
- Phloretin, as a Potent Anticancer Compound: From Chemistry to Cellular Interactions.Molecules (Basel, Switzerland) · 2022Review
- Targeting Virulence Factors ofFoods (Basel, Switzerland) · 2022Review
- Fisetin and Robinetin antiradical activity under solvent effect: density functional theory study.Journal of molecular modeling · 2022Article
- Phloretin in Benign Prostate Hyperplasia and Prostate Cancer: A Contemporary Systematic Review.Life (Basel, Switzerland) · 2022Review
- Phloretin inhibited the pathogenicity and virulence factors againstBioengineered · 2021Article
- Styracifoline from the Vietnamese PlantACS omega · 2021Article
- Enzymatic Production of 3-OH Phlorizin, a Possible Bioactive Polyphenol from Apples, byAntioxidants (Basel, Switzerland) · 2021Article
- Photoinduced degradation of indigo carmine: insights from a computational investigation.Journal of molecular modeling · 2020Article
- Probing structural properties and antioxidant activity mechanisms for eleocarpanthraquinone.Journal of molecular modeling · 2020Article
- Structure-antioxidant activity relationship of methoxy, phenolic hydroxyl, and carboxylic acid groups of phenolic acids.Scientific reports · 2020Article
- Kinetics and Mechanism of the Antioxidant Activities ofACS omega · 2019Article
- Theoretical study on reaction mechanism of synthesis of iridium complexes having cyclometalated acyclic diaminocarbene ancillary ligands.Journal of molecular modeling · 2019Article
- A computational study on the reaction between fisetin and 2,2-diphenyl-1-picrylhydrazyl (DPPH).Journal of molecular modeling · 2019Article
- Evaluation of the antioxidant potential of myricetin 3-O-α-L-rhamnopyranoside and myricetin 4Journal of molecular modeling · 2019Article
- Biochemical Basis of Anti-Cancer-Effects of Phloretin-A Natural Dihydrochalcone.Molecules (Basel, Switzerland) · 2019Review
- Mechanistic study on the intramolecular oxa-[4 + 2] cycloaddition of substituted o-divinylbenzenes.Journal of molecular modeling · 2019Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors.
Funding
Abstract
The structures and energetics of two dihydrochalcones (phloretin and its glycoside phlorizin) were examined with density functional theory, using the B3LYP, M06-2X, and LC-ω PBE functionals with both the 6-311G(d,p) and 6-311 + G(d,p) basis sets. Properties connected to antioxidant activity, i.e., bond dissociation enthalpies (BDEs) for OH groups and ionization potentials (IPs), were computed in a variety of environments including the gas-phase, n-hexane, ethanol, methanol, and water. The smallest BDEs among the four OH groups for phloretin (three for phlorizin) were determined (using B3LYP/6-311 + G(d,p) in water) to be 79.36 kcal/mol for phloretin and 79.98 kcal/mol for phlorizin while the IPs (at the same level of theory) were obtained as 139.48 and 138.98 kcal/mol, respectively. By comparing with known antioxidants, these values for the BDEs indicate both phloretin and phlorizin show promise for antioxidant activity. In addition, the presence of the sugar moiety has a moderate (0-6 kcal/mol depending on functional) effect on the BDEs for all OH groups. Interestingly, the BDEs suggest that (depending on the functional chosen) the sugar moiety can lead to an increase, decrease, or no change in the antioxidant activity. Therefore, further experimental tests are encouraged to understand the substituent effect on the BDEs for phloretin and to help determine the most appropriate functional to probe BDEs for dihydrochalcones.
Indexed as
Identifiers
29569097What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.