A computational investigation on the antioxidant potential of myricetin 3,4'-di-O-α-L-rhamnopyranoside

Journal of Molecular Modeling
Rodrigo A MendesGabriel L C de Souza

Abstract

In this work, we present a computational study on the antioxidant potential of myricetin 3,4[Formula: see text]-di-O-α-L-rhamnopyranoside (Compound M). A density functional theory (DFT) approach with the B3LYP and LC-ωPBE functionals and with both the 6-311G(d,p) and 6-311+G(d,p) basis sets was used. The focus of the investigation was on the structural and energetic parameters including both bond dissociation enthalpies (BDEs) and ionization potentials (IPs), which provide information on the potential antioxidant activity. The properties computed were compared with BDEs and IPs available in the literature for myricetin, a compound well known for presenting antioxidant activity (and the parent molecule of the compound of interest in the present work). Myricetin 3,4[Formula: see text]-di-O-α-L-rhamnopyranoside presented the lowest BDE to be 79.13 kcal/mol (as determined using B3LYP/6-311G(d,p) in water) while myricetin has a quite similar value (within 3.4 kcal/mol). IPs computed in the gas phase [B3LYP/6-311G(d,p)] are 157.18 and 161.4 kcal/mol for myricetin 3,4[Formula: see text]-di-O-α-L-rhamnopyranoside and myricetin, respectively. As the values of BDEs are considerably lower than the ones probed for IPs (in the gas phase or ...Continue Reading

References

Mar 19, 1999·Chemistry and Physics of Lipids·M H Gordon, A Roedig-Penman
Dec 21, 2004·Redox Report : Communications in Free Radical Research·Cristiano GiacomelliAlmir Spinelli
Dec 28, 2006·The Journal of Chemical Physics·Oleg A Vydrov, Gustavo E Scuseria
Mar 25, 2010·The Journal of Chemical Physics·Giovanni Scalmani, Michael J Frisch
May 19, 2010·International Journal of Molecular Sciences·Massimo D'ArchivioRoberta Masella
Mar 23, 2011·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·K Sadasivam, R Kumaresan
Dec 27, 2011·Redox Report : Communications in Free Radical Research·Vladimir Chobot, Franz Hadacek
Dec 19, 2012·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·R PraveenaRaman Sivakumar
May 25, 2013·The Permanente Journal·Philip J TusoCarole Bartolotto
Jan 30, 2014·Journal of Agricultural and Food Chemistry·Xinchen ZhangMingfu Wang
Dec 15, 2015·Annals of the New York Academy of Sciences·Byung Cheon LeeVadim N Gladyshev
Aug 22, 2016·Trends in Molecular Medicine·Dmitriy I Podolskiy, Vadim N Gladyshev
Sep 3, 2016·Proceedings of the National Academy of Sciences of the United States of America·Andrew G CoxWolfram Goessling
Oct 31, 2017·BMJ Global Health·Seye AbimbolaJoel Negin
Mar 24, 2018·Journal of Molecular Modeling·Rodrigo A MendesGabriel L C de Souza

❮ Previous
Next ❯

Citations

Aug 18, 2020·Journal of Molecular Modeling·José L F SantosGabriel L C de Souza
Mar 30, 2019·Journal of Molecular Modeling·Eduardo N MacielGabriel L C de Souza
Jul 30, 2020·Physical Chemistry Chemical Physics : PCCP·Antonio H da S Filho, Gabriel L C de Souza
Oct 22, 2020·Journal of Molecular Modeling·Antonio H da S FilhoGabriel L C de Souza
Mar 10, 2021·The Journal of Chemical Physics·Gabriel L C de Souza, Kirk A Peterson
Jan 6, 2021·The Journal of Physical Chemistry. a·Gabriel L C de Souza, Kirk A Peterson
Sep 3, 2021·The Journal of Chemical Physics·Gabriel L C de Souza, Kirk A Peterson

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.