Physicochemical properties, drug likeness, ADMET, DFT studies, and in vitro antioxidant activity of oxindole derivatives

Ahmad, Imad; Khan, Haroon; Serdaroğlu, Goncagül

doi:10.1016/j.compbiolchem.2023.107861

Cited by 18 publications

(6 citation statements)

References 90 publications

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“…Physicochemical characteristics and drug-likeness studies and an assessment of the pharmacokinetic properties of compounds can all be performed in virtual laboratories ( Ahmad et al, 2023 ). To evaluate the physicochemical profile, drug-likeness, and pharmacokinetic parameters of oxindole derivatives, the SwissADME database was used ( Ahmad et al, 2021 ).…”

Section: Methodsmentioning

confidence: 99%

“…By combining 300 µL of the compounds with 3.0 mL of the ABTS ⋅+ solution in a cuvette, the compound’s capacity to scavenge radicals was examined. After mixing the solutions for 1 minute, the decrease in absorbance was monitored spectrophotometrically for 6 minutes ( Ahmad et al, 2023 ). The positive control was ascorbic acid.…”

Section: Methodsmentioning

confidence: 99%

“…The pharmacokinetic profile of newly investigated compounds is the key to drug discovery processes. In this regard, SwissADME is a highly used and recommended tool to assess various pharmacokinetic profiles of test compounds ( Ahmad et al, 2023 ). Computational techniques, particularly DFT methods, have been effectively applied to a variety of compounds, from basic organic compounds to multidimensional structures.…”

Section: Introductionmentioning

confidence: 99%

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Physicochemical properties, pharmacokinetic studies, DFT approach, and antioxidant activity of nitro and chloro indolinone derivatives

Pirzada,

Khan,

Alam

et al. 2024

Front. Chem.

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The process of developing of new drugs is greatly hampered by their inadequate physicochemical, pharmacokinetic, and intrinsic characteristics. In this regard, the selected chloro indolinone, (Z)-6-chloro-3-(2-chlorobenzylidene)indolin-2-one (C1), and nitro indolinone, (Z)-6-chloro-3-(2-nitrobenzylidene)indolin-2-one (C2), were subjected to SwissADME and density function theory (DFT) analysis. For compounds C1 and C2, the BOILED-Egg pharmacokinetic model predicted intestinal absorption, blood–brain barrier (BBB) penetration, and p-glycoprotein interaction. According to the physicochemical analysis, C1 has exceptional drug-like characteristics suitable for oral absorption. Despite only being substrates for some of the major CYP 450 isoforms, compounds C1 and C2 were anticipated to have strong plasma protein binding and efficient distribution and block these isoforms. The DFT study using the B3LYP/6-311G(d,p) approach with implicit water effects was performed to assess the structural features, electronic properties, and global reactivity parameters (GRP) of C1 and C2. The DFT results provided further support for other studies, implying that C2 is more water-soluble than C1 and that both compounds can form hydrogen bonds and (weak) dispersion interactions with other molecules, such as solvents and biomolecules. Furthermore, the GRP study suggested that C1 should be more stable and less reactive than C2. A concentration-dependent 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radical scavenging activity was shown by both C1 and C2. In brief, this finding has provided a strong foundation to explore further the therapeutic potential of these molecules against a variety of human disorders.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Physicochemical properties, pharmacokinetic studies, DFT approach, and antioxidant activity of nitro and chloro indolinone derivatives

Pirzada,

Khan,

Alam

et al. 2024

Front. Chem.

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“…Poor pharmacokinetic and safety profiles create significant hurdles in the drug development process. 52 Herein, the QikProp module of Schrodinger 2020-4 and pkCSM web servers were used to predict the physicochemical properties and toxicity of compounds 1−3 (Tables 3 and 4). First and foremost, compounds 1−3 do not violate Lipinski's rule of five.…”

Section: Binding Free Energy Analysis Of Inhibitors and Sars-cov-2 Mpromentioning

confidence: 99%

Structure-Based Discovery of the SARS-CoV-2 Main Protease Noncovalent Inhibitors from Traditional Chinese Medicine

Jin,

Zhang,

et al. 2024

J. Chem. Inf. Model.

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Traditional Chinese medicine (TCM) has been extensively employed for the treatment of coronavirus disease 2019 (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). However, there is demand for discovering more SARS-CoV-2 Mpro inhibitors with diverse scaffolds to optimize anti-SARS-CoV-2 lead compounds. In this study, comprehensive in silico and in vitro assays were utilized to determine the potential inhibitors from TCM compounds against SARS-CoV-2 Mpro, which is an important therapeutic target for SARS-CoV-2. The ensemble docking analysis of 18263 TCM compounds against 15 SARS-CoV-2 Mpro conformations identified 19 TCM compounds as promising candidates. Further in vitro testing validated three compounds as inhibitors of SARS-CoV-2 Mpro and showed IC 50 values of 4.

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“…The ADMETlab 2.0 (https://admetmesh.scbdd.com/) was used to assess the possible toxicity hazards associated with the discovered chemicals. [45] These computational methods gave useful insights into the compounds' properties and safety profiles, improving our understanding of their prospective uses in pharmaceutical research.…”

Section: Drug Likeness and Toxicity Analysis Of Compoundsmentioning

confidence: 99%

Antioxidant and Antidiabetic Potential of Ormocarpum cochinchinense (Lour.) Merr. Leaf: An Integrated In vitro and In silico Approach

Katturajan,

Shivaji,

Nithiyanandam

et al. 2024

Chemistry & Biodiversity

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Diabetes is a prevalent metabolic disorder associated with various complications. Inhibition of α‐glucosidase and α‐amylase enzymes is an effective strategy for managing non‐insulin‐dependent diabetes mellitus. This study aimed to investigate the antioxidant and antidiabetic potential of Ormocarpum cochinchinense leaf through in vitro and in silico approaches. The methanol extract exhibited the highest phenolic and flavonoid content over solvent extracts aqueous, acetone, hexane and chloroform, same has been correlating with strong antioxidant activity. Furthermore, the methanol extract demonstrated significant inhibitory effects on α‐amylase and α‐glucosidase enzymes, indicating its potential as an antidiabetic agent. Molecular docking analysis identified compounds, including myo‐inositol, with favorable binding energies comparable to the standard drug metformin. The selected compounds displayed strong binding affinity towards α‐amylase and α‐glucosidase enzymes. Structural dynamics analysis revealed that myo‐inositol formed a more stable complex with the enzymes. These findings suggest that O. cochinchinense leaf possesses antioxidant and antidiabetic properties, making it a potential source for developing therapeutic agents.

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Physicochemical properties, drug likeness, ADMET, DFT studies, and in vitro antioxidant activity of oxindole derivatives

Cited by 18 publications

References 90 publications

Physicochemical properties, pharmacokinetic studies, DFT approach, and antioxidant activity of nitro and chloro indolinone derivatives

Physicochemical properties, pharmacokinetic studies, DFT approach, and antioxidant activity of nitro and chloro indolinone derivatives

Structure-Based Discovery of the SARS-CoV-2 Main Protease Noncovalent Inhibitors from Traditional Chinese Medicine

Antioxidant and Antidiabetic Potential of Ormocarpum cochinchinense (Lour.) Merr. Leaf: An Integrated In vitro and In silico Approach

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