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Papers by Dr. Ishegbe Joyce Eko

Research paper thumbnail of Synthesis, characterization, and theoretical investigation of 4-chloro-6(phenylamino)-1,3,5-triazin-2-yl)asmino-4-(2,4-dichlorophenyl)thiazol-5-yl-diazenyl)phenyl as potential SARS-CoV-2 agent

Physical sciences reviews, Jun 2, 2022

The synthesis of 4-chloro-6(phenylamino)-1,3,5-triazin-2-yl)amino-4-(2,4 dichlorophenyl)thiazol-5... more The synthesis of 4-chloro-6(phenylamino)-1,3,5-triazin-2-yl)amino-4-(2,4 dichlorophenyl)thiazol-5-yl-diazenyl)phenyl is reported in this work with a detailed structural and molecular docking study on two SARS-COV-2 proteins: 3TNT and 6LU7. The studied compound has been synthesized by the condensation of cyanuric chloride with aniline and characterized with various spectroscopic techniques. The experimentally obtained spectroscopic data has been compared with theoretical calculated results achieved using high-level density functional theory (DFT) method. Stability, nature of bonding, and reactivity of the studied compound was evaluated at DFT/B3LYP/6-31 + (d) level of theory. Hyper-conjugative interaction persisting within the molecules which accounts for the bio-activity of the compound was evaluated from natural bond orbital (NBO) analysis. Adsorption, Distribution, Metabolism, Excretion and Toxicity (ADMET) properties of the experimentally synthesized compound was studied to evaluate the pharmacological as well as in silico molecular docking against SARS-CoV-2 receptors. The molecular docking result revealed that the investigated compound exhibited binding affinity of −9.3 and −8.8 for protein 3TNT and 6LU7 respectively. In conclusion, protein 3TNT with the best binding affinity for the ligand is the most suitable for treatment of SARS-CoV-2.

Research paper thumbnail of Synthesis, characterization and theoretical studies of the photovoltaic properties of novel bifunctional reactive disperse dyes based on aminothiazole derivatives

Journal of Molecular Structure, Dec 1, 2022

Research paper thumbnail of 13 Synthesis, characterization, and theoretical investigation of 4-chloro-6(phenylamino)- 1,3,5-triazin-2-yl)asmino-4- (2,4-dichlorophenyl)thiazol-5-yl-diazenyl) phenyl as potential SARS-CoV-2 agent

Computational, Education, and Materials Science Aspects

Research paper thumbnail of Synthesis, spectra (FT-IR, NMR) investigations, DFT, FMO, MEP, NBO analysis and catalytic activity of MoO2(VI) complex with ONO tridentate hydrazone Schiff base ligand

Journal of Molecular Structure, 2021

Abstract The title compound 2-amino-4-(4-aminophenyl)thiophene-3-carbonitrile (AI3), was synthesi... more Abstract The title compound 2-amino-4-(4-aminophenyl)thiophene-3-carbonitrile (AI3), was synthesized and characterized experimentally by FT-IR, NMR and theoretically by quantum chemical calculations. The results were compared and the analysis of the results showed mutual agreement between the experimental and theoretical data. The theoretical calculations were performed using Density Functional Theory (DFT) method, Becke-3-Parameter-Lee-Yang-Parr (B3LYP) in 6-311++G (d,p) basis set. The Non Linear Optics (NLO), Natural Bond Orbital (NBO) including chemical reactivity parameters; Fukui function, Mulliken Population Analysis (MPA), Atomic Dipole Moment Corrected Hirshfeld (ADCH) population methods and the Natural Population Analysis were evaluated using the same level of theory. The results of the 3 population methods, MPA, NPA and ADCH were compared to examine charge distribution in the molecule. The Frontier Molecular Orbital indicated high bioactivity and NLO effects of the compound with a reduced value of the energy gap (-4.608103 eV) of the HOMO/LUMO which is also relatively comparable to its counterparts in the +1/-1 and +2/-2 states. The entire chemical reactivity analysis revealed C4 and N21 among the high donor atoms, then, S5 and C1 among the best acceptor atoms and this correlates with the location of the HOMO and LUMO in the studied compound. In addition, the antitubercular activities of the title compound against 3 (three) Mycobacterium tuberculosis proteins; 1P44, 1P45 and 4TZK were investigated using molecular docking simulations and the results were compared to those of Isoniazid (a standard anti-tubercular drug). AI3 showed greater binding affinities (-6.0, -3.9 and -7.2 kcal/mol) in comparison to the Isoniazid drug (-5.5, -3.8 and -5.6 kcal/mol) for each target protein. Furthermore, an in silico study was performed to predict absorption, distribution, metabolism, excretion and toxicity profiles (ADMET) of the studied compound. The results reveal good to moderate anti-tubercular activity of the studied compound.

Research paper thumbnail of Modeling the anti-Methicillin-Resistant Staphylococcus aureus (MRSA) Activity of (E)-6-chloro-N2-phenyl-N4-(4-Phenyl-5-(Phenyl Diazinyl)-2λ3, 3 λ2- Thiazol-2-yl)-1, 3, 5-Triazine-2,4- Diamine

Polycyclic Aromatic Compounds

Research paper thumbnail of Synthesis, Spectroscopic, DFT Study, and Molecular Modeling of Thiophene-Carbonitrile Against Enoyl-ACP Reductase Receptor

Research paper thumbnail of Synthesis, characterization and theoretical studies of the photovoltaic properties of novel bifunctional reactive disperse dyes based on aminothiazole derivatives

Journal of Molecular Structure

The synthesis of the title compounds has been carried out by condensation via a Wittig-type react... more The synthesis of the title compounds has been carried out by condensation via a Wittig-type reaction of a pyridinium hexafluorophosphate with a phosphonate ester to give the desired (4-nitrophenyl)tetrathiafulvalene the nitro group of which was reduced to an amino group. Reaction of the amine with chlorosulfonyl isocyanate and subsequently with tert-butyl alcohol gave the corresponding open-chain sulfamide. Cyclization under basic conditions and de-protection led to 2-[4-(4 0 ,5 0-dipropyltetrathiafulvalen-4-yl)]phenyl-1,2,6-thiadiazinane 1,1-dioxide. Finally, N-alkylated and N-acylated cyclic sulfamides linked to tetrathiafulvalene were obtained. Their electron donor ability was measured by cyclic voltammetry. A detailed DFT study based on B3LYP/6-31G (d,p) of electronic properties is also presented. The calculated molecular electrostatic potential shows that, the negative charge covers the nitro and sulfamide function, while positive charge is located at the hydrogen atoms of the amine and sulfamide rings. The calculated HOMO and LUMO energy reveals that charge transfer occurs within the molecule. The chemical reactivity parameters reveal that tetrathiafulvalene 1 is highly reactive, which facilitates the desired formation of the cyclic sulfamide. The first hyperpolarizability b tot shows that compounds 1 and 5 are good candidates as a NLO material.

Research paper thumbnail of Effect of Benzoylation on Properties of Acid Dyes Derived from H-Acid on Nylon 6. 6

Twelve dyes were synthesized by diazotizing six primary aromatic amines, which were subsequently ... more Twelve dyes were synthesized by diazotizing six primary aromatic amines, which were subsequently coupled with H-acid(1-napthol-8-amino-3,6-disulphonic acid).Each of these amines wasalso diazotized and coupled with abenzoylated H-acid.The colours obtained were mainly pink, red and orange. The various dyes synthesized were applied onto a Nylon 6.6. The molecular weights of the dyes, as well as their molar extinction coefficients were calculated and their solubility in water was determined. Their maximum absorption wavelength was measured in water. The fastness properties of the dyes were also investigated. They had good fastness properties.Benzoylated acid dyes give brighter shades and high wet fastness properties on nylon 6.6, due to their high molecular weight. They also have good exhaustion properties.

Research paper thumbnail of Synthesis and Structural-reactivity Studies of Bifunctional MCT/SES (Monochlorotriazine/ Sulphatoethylsulphone) Azo Reactive Disperse Dyes Applied to Wool and Polyester Fabric

Chemical Science International Journal, 2019

Reactive disperse dyes containing monochlorotriazine/sulphatoethylsulphone reactive moieties were... more Reactive disperse dyes containing monochlorotriazine/sulphatoethylsulphone reactive moieties were synthesized by condensing aniline with cyanuric chloride and further reacting it with a series of monoazo dyes obtained by diazotising 1-aminobenzene-4-β-sulphatoethylsulphone and coupling with various substituted 2-amino-4-phenylthiazole derivatives. The dyeing performance of the dyes was evaluated on polyester and wool fabrics. The dyes obtained gave various shades ranging from reddish to bright red colours. They had good depth and good levelling properties. They dyed fabrics showed moderate to good light fastness properties and very good to excellent fastness to washing and perspiration. The dye bath exhaustion on the polyester and wool fabrics were found to be very good and their fixation values were moderate.

Research paper thumbnail of Synthesis, characterization, and theoretical investigation of 4-chloro-6(phenylamino)-1,3,5-triazin-2-yl)asmino-4-(2,4-dichlorophenyl)thiazol-5-yl-diazenyl)phenyl as potential SARS-CoV-2 agent

Physical sciences reviews, Jun 2, 2022

The synthesis of 4-chloro-6(phenylamino)-1,3,5-triazin-2-yl)amino-4-(2,4 dichlorophenyl)thiazol-5... more The synthesis of 4-chloro-6(phenylamino)-1,3,5-triazin-2-yl)amino-4-(2,4 dichlorophenyl)thiazol-5-yl-diazenyl)phenyl is reported in this work with a detailed structural and molecular docking study on two SARS-COV-2 proteins: 3TNT and 6LU7. The studied compound has been synthesized by the condensation of cyanuric chloride with aniline and characterized with various spectroscopic techniques. The experimentally obtained spectroscopic data has been compared with theoretical calculated results achieved using high-level density functional theory (DFT) method. Stability, nature of bonding, and reactivity of the studied compound was evaluated at DFT/B3LYP/6-31 + (d) level of theory. Hyper-conjugative interaction persisting within the molecules which accounts for the bio-activity of the compound was evaluated from natural bond orbital (NBO) analysis. Adsorption, Distribution, Metabolism, Excretion and Toxicity (ADMET) properties of the experimentally synthesized compound was studied to evaluate the pharmacological as well as in silico molecular docking against SARS-CoV-2 receptors. The molecular docking result revealed that the investigated compound exhibited binding affinity of −9.3 and −8.8 for protein 3TNT and 6LU7 respectively. In conclusion, protein 3TNT with the best binding affinity for the ligand is the most suitable for treatment of SARS-CoV-2.

Research paper thumbnail of Synthesis, characterization and theoretical studies of the photovoltaic properties of novel bifunctional reactive disperse dyes based on aminothiazole derivatives

Journal of Molecular Structure, Dec 1, 2022

Research paper thumbnail of 13 Synthesis, characterization, and theoretical investigation of 4-chloro-6(phenylamino)- 1,3,5-triazin-2-yl)asmino-4- (2,4-dichlorophenyl)thiazol-5-yl-diazenyl) phenyl as potential SARS-CoV-2 agent

Computational, Education, and Materials Science Aspects

Research paper thumbnail of Synthesis, spectra (FT-IR, NMR) investigations, DFT, FMO, MEP, NBO analysis and catalytic activity of MoO2(VI) complex with ONO tridentate hydrazone Schiff base ligand

Journal of Molecular Structure, 2021

Abstract The title compound 2-amino-4-(4-aminophenyl)thiophene-3-carbonitrile (AI3), was synthesi... more Abstract The title compound 2-amino-4-(4-aminophenyl)thiophene-3-carbonitrile (AI3), was synthesized and characterized experimentally by FT-IR, NMR and theoretically by quantum chemical calculations. The results were compared and the analysis of the results showed mutual agreement between the experimental and theoretical data. The theoretical calculations were performed using Density Functional Theory (DFT) method, Becke-3-Parameter-Lee-Yang-Parr (B3LYP) in 6-311++G (d,p) basis set. The Non Linear Optics (NLO), Natural Bond Orbital (NBO) including chemical reactivity parameters; Fukui function, Mulliken Population Analysis (MPA), Atomic Dipole Moment Corrected Hirshfeld (ADCH) population methods and the Natural Population Analysis were evaluated using the same level of theory. The results of the 3 population methods, MPA, NPA and ADCH were compared to examine charge distribution in the molecule. The Frontier Molecular Orbital indicated high bioactivity and NLO effects of the compound with a reduced value of the energy gap (-4.608103 eV) of the HOMO/LUMO which is also relatively comparable to its counterparts in the +1/-1 and +2/-2 states. The entire chemical reactivity analysis revealed C4 and N21 among the high donor atoms, then, S5 and C1 among the best acceptor atoms and this correlates with the location of the HOMO and LUMO in the studied compound. In addition, the antitubercular activities of the title compound against 3 (three) Mycobacterium tuberculosis proteins; 1P44, 1P45 and 4TZK were investigated using molecular docking simulations and the results were compared to those of Isoniazid (a standard anti-tubercular drug). AI3 showed greater binding affinities (-6.0, -3.9 and -7.2 kcal/mol) in comparison to the Isoniazid drug (-5.5, -3.8 and -5.6 kcal/mol) for each target protein. Furthermore, an in silico study was performed to predict absorption, distribution, metabolism, excretion and toxicity profiles (ADMET) of the studied compound. The results reveal good to moderate anti-tubercular activity of the studied compound.

Research paper thumbnail of Modeling the anti-Methicillin-Resistant Staphylococcus aureus (MRSA) Activity of (E)-6-chloro-N2-phenyl-N4-(4-Phenyl-5-(Phenyl Diazinyl)-2λ3, 3 λ2- Thiazol-2-yl)-1, 3, 5-Triazine-2,4- Diamine

Polycyclic Aromatic Compounds

Research paper thumbnail of Synthesis, Spectroscopic, DFT Study, and Molecular Modeling of Thiophene-Carbonitrile Against Enoyl-ACP Reductase Receptor

Research paper thumbnail of Synthesis, characterization and theoretical studies of the photovoltaic properties of novel bifunctional reactive disperse dyes based on aminothiazole derivatives

Journal of Molecular Structure

The synthesis of the title compounds has been carried out by condensation via a Wittig-type react... more The synthesis of the title compounds has been carried out by condensation via a Wittig-type reaction of a pyridinium hexafluorophosphate with a phosphonate ester to give the desired (4-nitrophenyl)tetrathiafulvalene the nitro group of which was reduced to an amino group. Reaction of the amine with chlorosulfonyl isocyanate and subsequently with tert-butyl alcohol gave the corresponding open-chain sulfamide. Cyclization under basic conditions and de-protection led to 2-[4-(4 0 ,5 0-dipropyltetrathiafulvalen-4-yl)]phenyl-1,2,6-thiadiazinane 1,1-dioxide. Finally, N-alkylated and N-acylated cyclic sulfamides linked to tetrathiafulvalene were obtained. Their electron donor ability was measured by cyclic voltammetry. A detailed DFT study based on B3LYP/6-31G (d,p) of electronic properties is also presented. The calculated molecular electrostatic potential shows that, the negative charge covers the nitro and sulfamide function, while positive charge is located at the hydrogen atoms of the amine and sulfamide rings. The calculated HOMO and LUMO energy reveals that charge transfer occurs within the molecule. The chemical reactivity parameters reveal that tetrathiafulvalene 1 is highly reactive, which facilitates the desired formation of the cyclic sulfamide. The first hyperpolarizability b tot shows that compounds 1 and 5 are good candidates as a NLO material.

Research paper thumbnail of Effect of Benzoylation on Properties of Acid Dyes Derived from H-Acid on Nylon 6. 6

Twelve dyes were synthesized by diazotizing six primary aromatic amines, which were subsequently ... more Twelve dyes were synthesized by diazotizing six primary aromatic amines, which were subsequently coupled with H-acid(1-napthol-8-amino-3,6-disulphonic acid).Each of these amines wasalso diazotized and coupled with abenzoylated H-acid.The colours obtained were mainly pink, red and orange. The various dyes synthesized were applied onto a Nylon 6.6. The molecular weights of the dyes, as well as their molar extinction coefficients were calculated and their solubility in water was determined. Their maximum absorption wavelength was measured in water. The fastness properties of the dyes were also investigated. They had good fastness properties.Benzoylated acid dyes give brighter shades and high wet fastness properties on nylon 6.6, due to their high molecular weight. They also have good exhaustion properties.

Research paper thumbnail of Synthesis and Structural-reactivity Studies of Bifunctional MCT/SES (Monochlorotriazine/ Sulphatoethylsulphone) Azo Reactive Disperse Dyes Applied to Wool and Polyester Fabric

Chemical Science International Journal, 2019

Reactive disperse dyes containing monochlorotriazine/sulphatoethylsulphone reactive moieties were... more Reactive disperse dyes containing monochlorotriazine/sulphatoethylsulphone reactive moieties were synthesized by condensing aniline with cyanuric chloride and further reacting it with a series of monoazo dyes obtained by diazotising 1-aminobenzene-4-β-sulphatoethylsulphone and coupling with various substituted 2-amino-4-phenylthiazole derivatives. The dyeing performance of the dyes was evaluated on polyester and wool fabrics. The dyes obtained gave various shades ranging from reddish to bright red colours. They had good depth and good levelling properties. They dyed fabrics showed moderate to good light fastness properties and very good to excellent fastness to washing and perspiration. The dye bath exhaustion on the polyester and wool fabrics were found to be very good and their fixation values were moderate.