Antitumor and Antioxidant Activities of the New Synthesized Azomethine Derivatives: Experimental and Theoretical Investigations

2020 ◽  
Vol 17 ◽  
Author(s):  
Siyamak Shahab ◽  
Masoome Sheikhi ◽  
Liudmila Filippovich ◽  
Evgenij Dikusar ◽  
Radwan A. Alnajjar ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Density Functional ◽  
Energy Gap ◽  
Antioxidant Activities ◽  
Antioxidant Property ◽  
Nbo Analysis ◽  
Molecular Structures ◽  
Experimental Investigations ◽  
Intramolecular Hydrogen ◽  
Activity Mechanism

Aims: In this study, the antioxidant property of eight new azomethin derivatives has been investigated as theoretical and experimental. Background: Azomethines have antioxidant activity. Objective: We have been studied the molecular structures and antioxidant property these derivatives have been studied for the first time. Method: The molecular structures were optimized using Density functional theory (DFT). Result: The Bond Dissociation Enthalpy (BDE), Mulliken Charges, NBO analysis, Ionization Potential (IP), Electron Affinities (EA), HOMO and LUMO energies, Hardness (η), Softness (S), Electronegativity (μ), Electrophilic Index (ω), Electron Donating Power (ω-), Electron Accepting Power (ω+) and Energy Gap (Eg) in order to deduce scavenging action of the eight new synthesized azomethines (DIA-3,4,5,6,7,8,9,10) have been calculated. Spin density calculations and NBO analysis were also carried out to understand the antioxidant activity mechanism. Conclusion: These molecules have high antioxidant potential due to the planarity and formation of intramolecular hydrogen bonds. Other: Experimental investigations establish high antioxidant and antitumor activities of the synthesized azomethine derivatives.

Molecular Investigations of the Newly Synthesized Azomethines as Antioxidants: Theoretical and Experimental Studies

2019 ◽  
Vol 19 (6) ◽  
pp. 419-433 ◽  
Author(s):  
Siyamak Shahab ◽  
Masoome Sheikhi ◽  
Liudmila Filippovich ◽  
Evgenij Dikusar ◽  
Anhelina Pazniak ◽  
...  
Keyword(s):  
Density Functional ◽  
Energy Gap ◽  
Experimental Studies ◽  
Antioxidant Property ◽  
Nbo Analysis ◽  
Antioxidant Potential ◽  
Functional Theory ◽  
Homo And Lumo ◽  
Intramolecular Hydrogen ◽  
Activity Mechanism

: In this study, the antioxidant property of new synthesized azomethins has been investigated as theoretical and experimental. Methods and Results: Density functional theory (DFT) was employed to investigate the Bond Dissociation Enthalpy (BDE), Mulliken Charges, NBO analysis, Ionization Potential (IP), Electron Affinities (EA), HOMO and LUMO energies, Hardness (η), Softness (S), Electronegativity (µ), Electrophilic Index (ω), Electron Donating Power (ω-), Electron Accepting Power (ω+) and Energy Gap (Eg) in order to deduce scavenging action of the two new synthesized azomethines (FD-1 and FD-2). Spin density calculations and NBO analysis were also carried out to understand the antioxidant activity mechanism. Comparison of BDE of FD-1 and FD-2 indicate the weal antioxidant potential of these structures. Conclusion: FD-1 and FD-2 have very high antioxidant potential due to the planarity and formation of intramolecular hydrogen bonds.

scholarly journals Synthetic, Mesomorphic, and DFT Investigations of New Nematogenic Polar Naphthyl Benzoate Ester Derivatives

Materials ◽  
2021 ◽  
Vol 14 (10) ◽  
pp. 2587
Author(s):  
Salma A. Al-Zahrani ◽  
Hoda A. Ahmed ◽  
Mohamed A. El-atawy ◽  
Khulood A. Abu Al-Ola ◽  
Alaa Z. Omar
Keyword(s):  
Density Functional ◽  
Energy Gap ◽  
Molecular Structures ◽  
Experimental Investigations ◽  
Geometrical Parameters ◽  
Polar Group ◽  
Scanning Calorimetry ◽  
Structural Shape ◽  
Elemental Analyses ◽  
Ft Ir

Four new non-symmetrical derivatives based on central naphthalene moiety, 4-((4–(alkoxy)phenyl) diazenyl)naphthalen–1–yl 4–substitutedbenzoate (In/x), were prepared, and their properties were investigated experimentally and theoretically. The synthesized materials bear two wing groups: an alkoxy chain of differing proportionate length (n = 6 and 16 carbons) and one terminal attached to a polar group, X. Their molecular structures were elucidated via elemental analyses and FT-IR and NMR spectroscopy. Differential scanning calorimetry (DSC) and polarized optical microscopy (POM) were carried out to evaluate their mesomorphic properties. The results of the experimental investigations revealed that all the synthesized analogues possess only an enantiotropic nematic (N) mesophase with a high thermal stability and broad range. Density functional theory (DFT) calculations were in accordance with the experimental investigations and revealed that all prepared materials are to be linear and planar. Moreover, the rigidity of the molecule increased when an extra fused ring was inserted into the center of the structural shape, so its thermal and geometrical parameters were affected. Energy gap predictions confirmed that the I16/c derivative is more reactive than other compounds.

AIM and NBO analyses on the interaction between SWCNT and cyclophosphamide as an anticancer drug: A density functional theory study

2015 ◽  
Vol 14 (03) ◽  
pp. 1550021 ◽  
Author(s):  
Zahra Felegari ◽  
Majid Monajjemi
Keyword(s):  
Chemical Shift ◽  
Molecular Orbital ◽  
Density Functional ◽  
Energy Gap ◽  
Chemical Shift Anisotropy ◽  
Lone Pair ◽  
Covalent Bond ◽  
Nbo Analysis ◽  
Molecular Structures ◽  
The Stability

In this work, the molecular structures of single-walled carbon nanotube (SWCNT), cyclophosphamide and cyclophosphamide–SWCNT complex were optimized B3LYP/6–31G* level of theory. The nanotube used in this study was a (5,5) SWCNT including 150 C atoms. The NBO analysis showed that the transfer electron can be occurred from the lone pair of oxygen (donor atom) in the cyclophosphamide to the σ* or π* orbitals of the carbon atoms (acceptor atoms) in the SWCNT. The highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) and energy gap (HOMO–LUMO) were calculated for the studied structures and the results indicated the stability of the complex. In addition, the calculated chemical shift isotropy (σ) and the chemical shift anisotropy (Δσ) confirmed the interaction between cyclophosphamide and SWCNT. Also, the results of the atoms in molecule (AIM) theory indicated that the H 145– O 164 bond is a partial covalent bond.

Theoretical investigation on tautomerism and NLO properties of Salicylideneaniline derivatives

2021 ◽  
Author(s):  
N. Daho ◽  
N. Benhalima ◽  
F. KHELFAOUI ◽  
O. SADOUKI ◽  
M. Elkeurti ◽  
...  
Keyword(s):  
Optical Properties ◽  
Density Functional ◽  
Energy Gap ◽  
Intramolecular Proton Transfer ◽  
Basis Set ◽  
Frontier Molecular Orbital ◽  
Molecular Orbital Calculations ◽  
Visible Absorption ◽  
Charge Delocalization ◽  
Intramolecular Hydrogen

In this work, a comprehensive investigation of the salicylideneaniline derivatives is carried out using density functional theory to determine their linear and non-linear optical properties. Geometry optimizations, for gas and solvent phases, of the tautomers (enol and keto forms) are calculated using B3LYP levels with 6–31G (d,p) basis set . An intramolecular proton transfer, for 1SA-E and 2SA-E, is performed by a PES scan process at the B3LYP/6-31G (d,p) level. The optical properties are determined and show that they have extremely high nonlinear optical properties. In addition, the RDG analysis, MEP, and gap energy are calculated. The low energy gap value indicates the possibility of intramolecular charge transfer. The frontier molecular orbital calculations clearly show the inverse relationship of HOMO–LUMO gap with the first-order hyperpolarizability (β = 59.6471 × 10-30 esu), confirming that the salicylideneaniline derivatives can be used as attractive future NLO materials. Therefore, the reactive sites are predicted using MEP and the visible absorption maxima are analyzed using a theoretical UV–Vis spectrum. Natural bond orbitals are used to investigate the stability, charge delocalization, and intramolecular hydrogen bond.

ASSESSMENT OF PHYTOCHEMICALS, TOTAL PHENOL, FLAVONOID CONTENT AND IN VITRO ANTIOXIDANT PROPERTY OF LARGE CARDAMOM EXTRACTS

INDIAN DRUGS ◽  
2021 ◽  
Vol 58 (10) ◽  
pp. 34-41
Author(s):  
Kanthlal S. K. ◽  
Jipnomon Joseph ◽  
Bindhu P. Paul ◽  
Vijayakumar M ◽  
Rema Shree A. B. ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Antioxidant Property ◽  
Bioactive Constituents ◽  
Preliminary Assessment ◽  
Reducing Power Assay ◽  
Large Cardamom

Amomum subulatum, commonly known as large or black cardamom, is a commonly used spice in Indian kitchens and is traditionally used to treat various ailments. To add more knowledge about the medicinal values of the fruit, this study was conducted to evaluate the in vitro antioxidant activities of aqueous, methanol, ethanol, hydro alcohol, ethyl acetate, acetone and chloroform extracts of the fruit. Preliminary assessment was done to detect the presence of phytoconstituents using identification tests. The antioxidant activity was measured by employing methods such as diphenylpicrylhydrazyl (DPPH) radical scavenging assay, total antioxidant activity equivalent to ascorbic acid, reducing power assay and superoxide anion scavenging assay. The antioxidant activities were compared with their respective phenol and flavonoid contents. Preliminary assessment revealed that large cardamom fruit is a good source of all the bioactive constituents as well as phenol and flavonoid essential for medicinal values. The extract obtained by polar solvents showed the highest antioxidant efficacy in relation to its phenol content. Also, all the solvent-soluble fractions showed a concentration-dependent antioxidant effect. Results from our study prove that large cardamom can alleviate oxidative stress, suggesting the potential of large cardamom as a functional food

Effect of solvent on antioxidant activity of Zanthoxylum oxyphyllum Edgew and its DFT study

2021 ◽  
Vol 17 ◽  
Author(s):  
Nilamoni Chelleng ◽  
Moushumi Hazarik ◽  
Amlan J Kalita ◽  
Ankur K Guha ◽  
Chandan Tamuly
Keyword(s):  
Antioxidant Activity ◽  
Free Radicals ◽  
Gallic Acid ◽  
Density Functional ◽  
Antioxidant Activities ◽  
Sinapic Acid ◽  
Reducing Power ◽  
Solvent System ◽  
Dft Study ◽  
Bioactive Molecule

Background: Free radicals can easily damage DNA, proteins, lipids within the tissue. Anti-oxidants from natural sources can diminish the actions of free radicals with no to very few adverse effects. The current study deals with the chemical composition and antioxidant activity from leaves of Zanthoxylum oxyphyllum Edgew. Methods: The antioxidant activities for DPPH, FRAP, ABTS radicals, phosphomolybdate assay, reducing power, and chelating power assay were evaluated in ethanol (ET), methanol (ME), chloroform (CH), ethyl acetate (EA), and petroleum ether (PE) extracts of the leaves. The Density Functional Theory (DFT) study was carried out on major phytochemicals to evaluate the most responsible bioactive molecule responsible for antioxidant activity. Results: It was observed that the ME extract showed the most potent scavenging activities in DPPH, FRAP, ABTS radicals, phosphomolybdate assay, reducing power, and chelating power assay. The phenolic acids and flavonoids like quercetin, gallic acid, sinapic acid, etc were identified. The DFT study was done for major phytochemicals of ME extract to evaluate the most responsible bioactive molecule for antioxidant activity. The Gallic acid has the lowest bond dissociation energy (BDE) 314.9 kcal/mol in gas, 309.2 kcal/mol in methanol respectively along with the highest value of radical stabilization energy (RSE) 29.5 kcal/mol. Conclusion: It revealed that gallic acid is the most responsible antioxidant among the other compounds and ME is the best solvent system for extraction followed by CH.

scholarly journals The Role of C-8 OH on the Antioxidant Activity of Norwogonin and Isowogonin

2020 ◽  
Vol 15 (5) ◽  
pp. 1934578X2092488
Author(s):  
Qiushan Zhang ◽  
Jin Shao ◽  
Tong Zhao ◽  
Lei He ◽  
Huiping Ma ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Ferrous Iron ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Iron Chelation ◽  
Reducing Power ◽  
Antioxidant Property ◽  
Hydroxyl Group ◽  
Total Antioxidant

In the present study, the antioxidant property of 4 flavones (moslosooflavone, wogonin, isowogonin, and norwogonin) was evaluated using 6 different assays: 1,1-diphenyl-2-picrylhydrazyl (DPPH·), superoxide (O2 •−), and nitric oxide (NO) radical scavenging assays, ferrous iron chelation, reducing power, and total antioxidant capacity. The 4 flavones exhibited antioxidant activities with decreasing order as norwogonin > isowogonin >> wogonin> moslosooflavone. The present results demonstrated that norwogonin and isowogonin exhibited excellent antioxidant activity, which was mainly based on the presence of C-8 hydroxyl group.

scholarly journals Copper (IV) Stabilization in Macrocyclic Complexes with 3,7,11,15-Tetraazaporphine, Its Di[benzo]- or Tetra[benzo] Derivatives and Oxide Anion: Quantum-Chemical Research

Materials ◽  
2020 ◽  
Vol 13 (14) ◽  
pp. 3162 ◽  
Author(s):  
Oleg V. Mikhailov ◽  
Denis V. Chachkov
Keyword(s):  
Quantum Chemical ◽  
Density Functional ◽  
Nbo Analysis ◽  
Macrocyclic Complexes ◽  
Molecular Structures ◽  
Chemical Research ◽  
Functional Theory ◽  
Chemical Modeling ◽  
The Density Functional Theory ◽  
Oxidation State Of Copper

Using the data of a quantum chemical modeling of molecular structures obtained by the density functional theory (DFT), the possibility of the existence of a copper macrocyclic complexes with 3,7,11,15-tetraazaaporphine, trans-di[benzo] 3,7,11,15-tetraazaaporphine or tetra[benzo] 3,7,11,15-tetraazaaporphine and oxide anion where oxidation state of copper is IV, was shown. The values of the parameters of molecular structures and NBO analysis for such complexes were presented, too.

A DFT-D study on the stability and intramolecular interactions of the salts of 1,2,3- and 1,2,4-triazoles

2014 ◽  
Vol 92 (11) ◽  
pp. 1111-1117
Author(s):  
Xueli Zhang ◽  
Xuedong Gong
Keyword(s):  
Hydrogen Bonds ◽  
Density Functional ◽  
Energy Gap ◽  
Lattice Energy ◽  
Intramolecular Interactions ◽  
Dispersion Energy ◽  
Functional Theory ◽  
Formation Reaction ◽  
The Stability ◽  
Intramolecular Hydrogen

Nitrogen-rich 1,2,4-triazole (1) and 1,2,3-triazole (2) react as bases with the oxygen-rich acids HNO3 (a), HN(NO2)2 (b), and HClO4 (c) to produce energetic salts (1a, 1b, and 1c and 2a, 2b, and 2c, respectively) potentially applicable to composite explosives and propellants. In this study, these salts were studied with the dispersion-corrected density functional theory. For the isomers such as 1a and 2a, the more negative ΔrGm of the formation reaction leads to a higher thermally stable salt. The ability to form intramolecular hydrogen bonds predicted with the quantum theory of atoms in molecules has the order of 2 > 1. Different hydrogen bonds result in different second-order perturbation energies, redshifts in IR, and electron density differences. The charge transfer, binding energy, dispersion energy, lattice energy, and energy gap between frontier orbits in the salts of 1 are larger than those of 2, which is helpful for stabilizing the former, and 1 is more obviously stabilized than 2 by formation of salts. Different conformations of 1 and 2 hardly affect the frontier orbital distributions. Base 1 is a more preferred base than 2 to form salts.

Effect of Procedure Parameters on the Antioxidant Property of Perilla Frutescens Leave Extracts

2014 ◽  
Vol 644-650 ◽  
pp. 5259-5261 ◽  
Author(s):  
Ye Shen ◽  
Ming Zhu ◽  
Ming Yue Zhai ◽  
Gang Lv ◽  
Tan Li ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Radical Oxidation ◽  
Antioxidant Property ◽  
Perilla Frutescens ◽  
Total Phenolic ◽  
Process Technology ◽  
Radical Oxidation

The aim of this study was to determine the procedure parameters, including drying, extracting and pH on the antioxidant activity and antioxidative compounds in Perilla frutescens leaves. The extraction of antioxidants from Perilla frutescens leaves is studied considering different drying and extracting procedures to investigate the selectivity of the process. The radical-scavenging activity (RSA) of 1, 1-diphenyl-2-picrylhydrazyl (DPPH) and the determination of the total phenolic content are applied to evaluate the antioxidant activity and antioxidative compounds of the Perilla frutescens leave extracts. The highest antioxidant activity is observed for the extract obtained by freeze drying, extracting by ultrasound with 80% methanol adjusted at pH 4.The antioxidant compound extraction yield was also the highest at these extraction conditions. The total phenol contents among the Perilla frutescens leave extracts produced by different drying procedures were similar, while the antioxidant activities were different This concluding that the amount of phenolic compounds extracted was similar but the type and probable structure of the phenolic changed during heat-drying procedure providing in this way. Our study showed that proper process technology could ultimately extract compounds potentially effective against diseases related to free radical oxidation.

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