The DOI matches its Crossref record; 10 of the 10 references it cites were found in a registry or an index.
A Quantum Chemical Explanation of the Antioxidant Activity of Flavonoids
Abstract
Flavonoids are a group of naturally occurring antioxidants, which over the past years have gained tremendous interest because of their possible therapeutic applicability. The mechanism of their antioxidant activity has been extensively studied over several decades. However, there is still much confusion about the molecular mechanism of radical scavenging and the relationship between structure and activity. Therefore, we have calculated the heat of formation and the geometry of both the parent compound and the corresponding radical using the ab initio program GAMESS. We have compared their differences in energy in order to gain insight into the stability of the radical and the ease with which it is formed. We have also investigated the spin density of the radical, to determine the delocalization possibilities. These calculated data were compared with experimental data from ESR (hyperfine coupling constants) and electrochemical oxidation (Ep/2) and were found to be in good agreement. By comparing the geometries of several flavonoids, we were able to explain the structural dependency of the antioxidant action of these compounds. The extremely good antioxidant activity of the flavonols could be explained by the formation of an intramolecular hydrogen bond.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Hehre, W. J., Stewart, R. F., & Pople, J. A. (1969) · The Journal of Chemical Physics · doi:10.1063/1.1672392 · Cited by 4,204
Self-consistent molecular orbital methods. 21. Small split-valence basis sets for first-row elements
Binkley, J. S., Pople, J. A., & Hehre, W. J. (1980) · Journal of the American Chemical Society · doi:10.1021/ja00523a008 · Cited by 3,878
Mohamadi, F., Richards, N. G. J., Guida, W. C., Liskamp, R., Lipton, M., Caufield, C., Chang, G., Hendrickson, T., & Still, W. C. (1990) · Journal of Computational Chemistry · doi:10.1002/jcc.540110405 · Cited by 3,757
An all atom force field for simulations of proteins and nucleic acids
Weiner, S. J., Kollman, P. A., Nguyen, D. T., & Case, D. A. (1986) · Journal of Computational Chemistry · doi:10.1002/jcc.540070216 · Cited by 3,437
Jovanovic, S. V., Steenken, S., Tosic, M., Marjanovic, B., & Simic, M. G. (1994) · Journal of the American Chemical Society · doi:10.1021/ja00090a032 · Cited by 1,194
Distributed multipole analysis, or how to describe a molecular charge distribution
Stone, A. J. (1981) · Chemical Physics Letters · doi:10.1016/0009-2614(81)85452-8 · Cited by 1,074
Electron spin resonance—Elementary theory and practical applications
Livingston, R. (1972) · Journal of Magnetic Resonance (1969) · doi:10.1016/0022-2364(72)90063-7 · Cited by 661
In vitro scavenger activity of some flavonoids and melanins against O2
Sichel, G., Corsaro, C., Scalia, M., Di Bilio, A. J., & Bonomo, R. P. (1991) · Free Radical Biology and Medicine · doi:10.1016/0891-5849(91)90181-2 · Cited by 295
Chemical design automation news
(1997) · Journal of Molecular Graphics and Modelling · doi:10.1016/s1093-3263(97)80002-2 · Cited by 266
Electrochemistry of flavonoids
Hodnick, W. F., MllosavljeviĆ, E. B., Nelson, J. H., & Pardini, R. S. (1988) · Biochemical Pharmacology · doi:10.1016/0006-2952(88)90253-5 · Cited by 218
Cited by
Polyphenols: Food sources and bioavailability
Manach, C., Scalbert, A., Morand, C., Rémésy, C., & Jiménez, L. (2004) · The American Journal of Clinical Nutrition · doi:10.1093/ajcn/79.5.727 · Cited by 8,175
The biochemistry and medical significance of the flavonoids
Havsteen, B. H. (2002) · Pharmacology & Therapeutics · doi:10.1016/s0163-7258(02)00298-x · Cited by 2,672
Pomegranate peel and peel extracts: Chemistry and food features
Akhtar, S., Ismail, T., Fraternale, D., & Sestili, P. (2015) · Food Chemistry · doi:10.1016/j.foodchem.2014.11.035 · Cited by 574
Flavonoids as prospective compounds for anti-cancer therapy
Ravishankar, D., Rajora, A. K., Greco, F., & Osborn, H. M. I. (2013) · The International Journal of Biochemistry & Cell Biology · doi:10.1016/j.biocel.2013.10.004 · Cited by 572
Iron Chelation by the Powerful Antioxidant Flavonoid Quercetin
Leopoldini, M., Russo, N., Chiodo, S., & Toscano, M. (2006) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf060986h · Cited by 484
Metadata
- Authors
- van Acker, S. A. B. E., de Groot, M. J., van den Berg, D.-J., Tromp, M. N. J. L., Donné-Op den Kelder, G., van der Vijgh, W. J. F., & Bast, A.
- Venue
- Chemical Research in Toxicology
- Publisher
- American Chemical Society (ACS)
- Published
- 1996-01-01
- Volume
- 9
- Issue
- 8
- Pages
- 1305-1312
- ISSN
- 0893-228X (ISSN-L)
- 1520-5010
- OpenAlex
- W2121232830
- Cited by
- 408
- References
- 10
- FWCI
- 4.19
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
