A computational exploration into the structure, antioxidant capacity, toxicity and drug-like activity of the anthocyanidin “Petunidin”

Abstract

A computational investigation on the structure and antioxidant property of a natural food colorant Petunidin (PT) was performed under DFT/B3LYP/6-31þ G (d, p). PT has a drug score of þ0.804 which indicates its drug-like nature. The antioxidant property of PT was well explained by HAT mechanism and it has been found that the electron releasing substituents decreases the BDE value. PT has lowest BDE value at C3 position and is confirmed by the lowest pKa value, high atomic charge and lowest bond order. PT easily donates the hydrogen atom and exists in the deprotonated form in blood as the pKa value at C3 is less than the pH value of blood. PT shows no violation to Lipinski's rule of 5 indicating its nature as an orally admissible drug. More over PT has considerable bioactivity against nuclear receptor ligand while it shows only moderate activity towards GPCR and ion channel modulator. Also it shows moderate activity as an enzyme inhibitor and protease inhibitor but shows considerable activity as a kinase inhibitor. PT is non toxic in nature and all these factors favor its use as a potential antioxidant and a drug.

Preparation and characterization of PH-responsive polyvinyl alcohol/chitosan/anthocyanin films

“…(Gao et al, 2020) proved that Anthocyanins have good antioxidant activity through designed experiments (Yang et al, 2020) extracted Anthocyanins from Auricularia auriculata and proved through experiments that anthocyanins had significantly higher antioxidant activity than ascorbic acid at the same concentration, Liang et al (2018) proved through experiments that Anthocyanin plays an important role in scavenging free radicals and reactive oxygen species (ROS) to prevent oxidative stress in cells. Rajan et al (2019) summarized the studies on Anthocyanin structure and antioxidant performance calculation, studies further support that Anthocyanins have good antioxidant properties, Huang et al (2020) studied the antioxidant component content and antioxidant activity in vitro of purple sweet potato, Anthocyanin components in different varieties of purple sweet potato were analyzed, and its free radical scavenging activity was determined, Anthocyanins showed excellent antioxidant activity and antioxidant activity in vitro.…”

Cassia fistula Leaves; UHPLC-QTOF-MS/MS Based Metabolite Profiling and Molecular Docking Insights to Explore Bioactives Role towards Inhibition of Pancreatic Lipase

“…Computational approaches provide significant information regarding free radical scavenging activity of antioxidants. The computational protocol known as quantum chemical-based test can be utilized for quantification of antioxidant protection for overall radical scavenging activity and to predict trends [ 71 ]. The specialty of computational methods in predicting antioxidant properties of phytocompounds is that ionization energy values can be obtained for compounds under study [ 72 ].…”

A Biologically Active Chromone fromBomarea setacea(alstroemeriaceae): Leishmanicidal, Antioxidant and Multilevel Computational Studies

“…We choose DFT methods because is one of the most often computational methods employed to solve chemical problems based on activity antioxidants from different point of view (such as molecular descriptors, thermodynamic analysis, kinetic calculations and others) showing results significantly comparable with experimental data. [81][82][83][84] In this work, only thermochemical analysis were considered to investigate which reaction mechanism ChemistrySelect is thermodynamically feasible between chromone/BHT (both used as antioxidants targets) and DPPH/ORAC as radicals. According to the wide literature, several reaction mechanisms have been proposed and they are encompassed in the proton-coupled electron-transfer (PCET) framework.…”