Synthesis, crystal structure, experimental and theoretical studies of corrosion inhibition of 2-((4-(2-hydroxy-4-methylbenzyl)piperazin-1-yl)methyl)-5-methylphenol – A Mannich base

Ayeni, Ayowole O.; Akinyele, Olawale Folorunso; Hosten, Eric C.; Fakola, Emmanuel G.; Olalere, Job T.; Egharevba, Gabriel O.; Watkins, Gareth M.

doi:10.1016/j.molstruc.2020.128539

Cited by 31 publications

(19 citation statements)

References 51 publications

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“…They play important roles in the interactions of the compounds with different enzymes. 56 The HOMO helps to explain the electron-donating potential of the molecule while the LUMO is associated with the electron-accepting ability of the molecule. Therefore, a higher E HOMO value corresponds to a high-donating ability while a low E LUMO value corresponds to a better accepting ability.…”

Section: Resultsmentioning

confidence: 99%

Revealing the Acetylcholinesterase Inhibitory Potential ofPhyllanthus amarusand Its Phytoconstituents: In Vitro and in Silico Approach

Faloye

Mahmud

Fakola

et al. 2022

Bioinform Biol Insights

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The inhibition of acetylcholinesterase plays a vital role in the treatment of Alzheimer disease. This study aimed to explore the acetylcholinesterase inhibition potential of Phyllanthus amarus and its phytoconstituents through an in vitro and in silico approach. The in vitro acetylcholinesterase inhibitory activity of P amarus was carried out, followed by the molecular docking studies of its phytoconstituents. The top-ranked molecules identified through molecular docking were subjected to molecular dynamics simulation (MDS) and density functional theory (DFT) studies. The results obtained revealed the methanolic extract of P amarus as a potent acetylcholinesterase inhibitor, while amarosterol A, hinokinin, β-sitosterol, stigmasterol and ellagic acid were identified as potential acetylcholinesterase inhibitors. The MDS and DFT results are in agreement with those obtained from the docking studies. Our findings suggest further studies on the hit molecules.

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Section: Resultsmentioning

confidence: 99%

Revealing the Acetylcholinesterase Inhibitory Potential ofPhyllanthus amarusand Its Phytoconstituents: In Vitro and in Silico Approach

Faloye

Mahmud

Fakola

et al. 2022

Bioinform Biol Insights

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“…The frontier molecular orbitals (HOMO and LUMO) of molecules are important in understanding their chemical reactivity and stability. These orbitals are known to play an active role during chemical reactions or interactions with other species [ 34 ]. The energy gap which results from these orbitals is a valuable parameter in predicting the chemical reactivity of such molecules [ 35 ].…”

Section: Resultsmentioning

confidence: 99%

Elucidating the Glucokinase Activating Potentials of Naturally Occurring Prenylated Flavonoids: An Explicit Computational Approach

et al. 2021

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Glucokinase activators are considered as new therapeutic arsenals that bind to the allosteric activator sites of glucokinase enzymes, thereby maximizing its catalytic rate and increasing its affinity to glucose. This study was designed to identify potent glucokinase activators from prenylated flavonoids isolated from medicinal plants using molecular docking, molecular dynamics simulation, density functional theory, and ADMET analysis. Virtual screening was carried out on glucokinase enzymes using 221 naturally occurring prenylated flavonoids, followed by molecular dynamics simulation (100 ns), density functional theory (B3LYP model), and ADMET (admeSar 2 online server) studies. The result obtained from the virtual screening with the glucokinase revealed arcommunol B (−10.1 kcal/mol), kuwanon S (−9.6 kcal/mol), manuifolin H (−9.5 kcal/mol), and kuwanon F (−9.4 kcal/mol) as the top-ranked molecules. Additionally, the molecular dynamics simulation and MM/GBSA calculations showed that the hit molecules were stable at the active site of the glucokinase enzyme. Furthermore, the DFT and ADMET studies revealed the hit molecules as potential glucokinase activators and drug-like candidates. Our findings suggested further evaluation of the top-ranked prenylated flavonoids for their in vitro and in vivo glucokinase activating potentials.

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“…The energy difference between the frontier molecular orbital also known as energy gap is used to predict the reactivity and stability of compounds. Compounds with large energy gaps exhibit low reactivity as well as high kinetic stability while compounds with low energy gaps exhibit high reactivity and low kinetic stability [34]. The energy gap DE for 3(4-methanetriiol-2,6-dihydroxyphenoxy)-3', 4', 5', 5, 7-pentahydroxy avonol and 5(4-hydroxyphenyl)-3-hydroxy-2-methoxyphenol is 3.53 ev and 5.08 ev respectively.…”

Section: Molecular Modeling and Quantum Chemical Calculationsmentioning

confidence: 98%

“…Strong electrophiles often possess high chemical hardness and low chemical potential while weak electrophiles possess low chemical hardness and high chemical potential. In effect it means that strong electrophile possess high electrophilcity index values while weak electrophiles possess low electrophilcity index values [34]. Compounds with electrophilcity index values above 0.8 are referred to as strong electrophiles [35].…”

Section: Molecular Modeling and Quantum Chemical Calculationsmentioning

confidence: 99%

Antioxidant Potentials of the Pod Extract of Caesalpinia Pulcherrima Swarta (Fabaece) and the Theoretical Evaluation of the Antioxidant Property of the Isolated Compounds

Faloye

Famuyiwa

Akinwunmi

et al. 2021

Preprint

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Various diseases associated with oxidative stress have necessitated the need to investigate plants for antioxidant agents. This study aims to investigate the antioxidant potential of the extract and fractions of C. pulcherrima and estimate the quantum chemical properties of polyphenolic compounds isolated from its most active antioxidant fraction. Methanolic extract and partition fractions of the pods of the plant were assayed for their antioxidant activity using four models: 1,1-diphenyl-2-dipicrylhydrazyl radical scavenging, ferric reducing antioxidant power, total antioxidant capacity and hydroxyl radical scavenging activity. Total phenolic and flavonoid contents of the extract and fractions were also investigated. Furthermore, the quantum chemical properties of two polyphenolic compounds were calculated to predict the antioxidant potential. The extract exhibited good antioxidant activity with IC50 = 45.63 µg/ml comparable to ascorbic acid of IC50 = 37.94 µg/ml, high reducing power with value at 376.74 ± 6.78, total antioxidant capacity obtained at ascorbic acid equivalence of 383 ± 8.16 mgAAE/g and potent hydroxyl radical scavenging activity with value at 580.97 µg/ml with ascorbic acid at 30.7 µg/ml. The total phenol and flavonoid contents values at 540.53 ± 3.71 and 347.87 ± 7.13 respectively. Furthermore, the results obtained from the quantum chemical calculations reveals polyphenolic compounds; 5(4-hydroxyphenyl)-3-hydroxy-2-methoxyphenol and 3(4-methanetriiol-2,6-dihydroxyphenoxy)-3’, 4’, 5’, 5, 7-pentahydroxyflavonol as promising antioxidant agents. The study concluded that C. pulcherrima pods have good antioxidant activity. Also, the polyphenolic compounds are among the chemical constituents responsible for the antioxidant activity obtained for the extract and ethyl acetate fraction.

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Synthesis, crystal structure, experimental and theoretical studies of corrosion inhibition of 2-((4-(2-hydroxy-4-methylbenzyl)piperazin-1-yl)methyl)-5-methylphenol – A Mannich base

Cited by 31 publications

References 51 publications

Revealing the Acetylcholinesterase Inhibitory Potential ofPhyllanthus amarusand Its Phytoconstituents: In Vitro and in Silico Approach

Revealing the Acetylcholinesterase Inhibitory Potential ofPhyllanthus amarusand Its Phytoconstituents: In Vitro and in Silico Approach

Elucidating the Glucokinase Activating Potentials of Naturally Occurring Prenylated Flavonoids: An Explicit Computational Approach

Antioxidant Potentials of the Pod Extract of Caesalpinia Pulcherrima Swarta (Fabaece) and the Theoretical Evaluation of the Antioxidant Property of the Isolated Compounds

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