Investigations of Electronic, Structural, and In Silico Anticancer Potential of Persuasive Phytoestrogenic Isoflavene-Based Mannich Bases

Mutahir, Sadaf; Khan, Muhammad Asim; Mushtaq, Maryam; Deng, Haishan; Naglah, Ahmed M.; Almehizia, Abdulrahman A.; Al-Omar, Mohamed A.; Alrayes, Faris Ibrahim; Kalmouch, Atef; El-Mowafi, Shaima A.; Refat, Moamen S.

doi:10.3390/molecules28155911

Cited by 6 publications

(2 citation statements)

References 44 publications

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“…[5][6][7] On the other hand, heterocyclic compounds have been received much attention in the field of medicine and organic chemistry as a result of their extraordinary biological activity. [8][9][10][11][12] Especially, nitrogen-containing heterocycles are highly recognized in the field of anti-acetylcholinesterase compounds. [13,14] Among them, pyrimidine derivatives have been the focus of strong interest, due to their wide range of biological pharmacological profiles, including antibacterial, antiviral, anti-inflammatory, antioxidant, and antitumor activity.…”

Section: Introductionmentioning

confidence: 99%

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Biological Evaluation of Anti‐Cholinesterase Activity, in Silico Molecular Docking Studies, and DFT Calculations of Green Synthesized Thiadiazolo[3,2‐a]pyrimidine Derivatives

Pouramiri,

Rashidi,

Lotfi

et al. 2023

Chemistry & Biodiversity

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A series of [1,3,4] thiadiazolo[3,2‐a]pyrimidine‐6‐carboxylate derivatives 4(a–n) have been designed and synthesized as inhibitors of acetylcholinesterase (AChE). Synthesizing of thiadiazolo[3,2‐a] pyrimidines was carried out in a single step, one‐pot reaction using aromatic aldehydes, ethyl acetoacetate and different derivatives of 1,3,4‐thiadiazoles (with molar ratio of 1:2:1 respectively) in conjunction with the catalyst, anhydrous iron(III) chloride by a grinding method under solvent‐free conditions at room temperature. The in‐vitro studies exhibited good potency for inhibiting AChE comparable with donepezil as the reference drug. The best results were obtained by Ethyl 2‐(4‐nitroophenyl)‐7‐methyl‐5‐(pyridin‐3‐yl)‐5H‐[1,3,4]thiadiazolo[3,2‐a]pyrimidine‐6‐carboxylate 4n with IC50 value of 0.082± 0.001 µM which was comparable with AChE inhibitory effects of donepezil (IC50 = 0.079 µM).

show abstract

Section: Introductionmentioning

confidence: 99%

“…On the other hand, heterocyclic compounds have been received much attention in the field of medicine and organic chemistry as a result of their extraordinary biological activity [8–12] . Especially, nitrogen‐containing heterocycles are highly recognized in the field of anti‐acetylcholinesterase compounds [13,14] .…”

Section: Introductionmentioning

confidence: 99%

Biological Evaluation of Anti‐Cholinesterase Activity, in Silico Molecular Docking Studies, and DFT Calculations of Green Synthesized Thiadiazolo[3,2‐a]pyrimidine Derivatives

Pouramiri,

Rashidi,

Lotfi

et al. 2023

Chemistry & Biodiversity

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Computational Insights into Chromene/pyran Derivatives: Molecular Docking, ADMET Studies, DFT Calculations, and MD Simulations as Promising Candidates for Parkinson's Disease

Rani,

Aslam,

Khan

et al. 2024

Chemistry & Biodiversity

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Parkinson's disease (PD) is a neurodegenerative condition characterized by both motor and non‐motor symptoms. Although PD is commonly associated with a decline of dopaminergic neurons in the substantia nigra, other diagnostic criteria and biomarkers also exist. In the search for novel therapeutic agents, chromene and pyran derivatives have shown potential due to their diverse pharmacological activities. This study utilizes a comprehensive computational approach to investigate the viability of chromene/pyran compounds as potential treatments for PD. The drug‐likeness characteristics of these molecules were analyzed using ADMET (Absorption, Distribution, Metabolism, Excretion, and Toxicity) studies. Molecular docking was performed against PDB ID: 2V5Z. The best three molecules chosen were compound 7, compound 24, and compound 67 have a binding energy of ‐6.7, ‐8.6, and ‐10.9 kcal/mol. Molecules demonstrating positive blood‐brain barrier permeability, good solubility, and favorable binding affinity were further evaluated using Density Functional Theory (DFT) calculations and Molecular Dynamics (MD) simulations to assess their electronic structure and stability. DFT calculations indicated that molecule 82 has a dipole moment of 15.70 D. RMSD and RMSF results confirmed the stability of the complexes over a 100 ns simulation, with a maximum of 3 hydrogen bonds formed.

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In Silico Screening of Sulfonamide Derivatives against Glycolytic Enzymes Reveals Mutation‐Independent Interactions of Sulfisoxazole and Sulfamethazine

Dasgupta,

Malla,

Gupta

et al. 2024

ChemistrySelect

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Glycolysis is a highly conserved biochemical process that involves the sequential conversion of glucose to pyruvate and the generation of adenosine triphosphate (ATP), generating energy for cellular functions. This is carried out by several enzymes that play an important role in glucose metabolism. The sulfonamide group of drugs is commonly used as an antibiotic that inhibits the bacterial folic acid production pathway, although its effects on glycolytic enzymes are unclear. Since altered glycolytic enzyme expression is linked to a variety of metabolic disorders as well as cancer, the quest for new ligands against glycolytic enzymes is never over. We revealed that different sulfonamide derivatives interact with glycolytic enzymes with varying binding affinities. Among the selected sulfonamides, sulfisoxazole and sulfamethazine had greater binding scores to certain glycolytic enzymes than others. In silico point mutation analysis predicts that sulfisoxazole and sulfamethazine interact with certain glycolytic enzymes in a residue‐independent manner. This research generates a repository of the 2D interactions of sulfonamide derivatives with glycolytic enzymes, binding energies, impacts of induced point mutations on the local environment, and changes in protein structural flexibility. In the future, sulfisoxazole and sulfamethazine may be repurposed as specific glycolytic enzyme inhibitors to combat a variety of glycolysis‐related metabolic disorders.

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Investigations of Electronic, Structural, and In Silico Anticancer Potential of Persuasive Phytoestrogenic Isoflavene-Based Mannich Bases

Cited by 6 publications

References 44 publications

Biological Evaluation of Anti‐Cholinesterase Activity, in Silico Molecular Docking Studies, and DFT Calculations of Green Synthesized Thiadiazolo[3,2‐a]pyrimidine Derivatives

Biological Evaluation of Anti‐Cholinesterase Activity, in Silico Molecular Docking Studies, and DFT Calculations of Green Synthesized Thiadiazolo[3,2‐a]pyrimidine Derivatives

Computational Insights into Chromene/pyran Derivatives: Molecular Docking, ADMET Studies, DFT Calculations, and MD Simulations as Promising Candidates for Parkinson's Disease

In Silico Screening of Sulfonamide Derivatives against Glycolytic Enzymes Reveals Mutation‐Independent Interactions of Sulfisoxazole and Sulfamethazine

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