Synthesis, Identification, Antioxidant, Molecular Docking, and In Silico ADME Study for Some New Derivatives Containing Thiourea Moiety

Maryoosh, Asmaa Abdulbaqi; Al-Jeilawi, Oday H. R.

doi:10.1134/s1068162024010084

Cited by 4 publications

(2 citation statements)

References 48 publications

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“…The ADME properties of all compounds synthesized in this study are presented in Table . The molecular mass must be less than 500 Da, log P value must be less than 5, the number of hydrogen bond donors must be less than 5, the number of hydrogen bond acceptors must be less than 10, and TPSA values must be more than 20 A 2 and less than 130 A 2 . Considering these necessary data, it was determined that all compounds presented in Table complied with all of these rules.…”

Section: Results and Discussionmentioning

confidence: 99%

“…The molecular mass must be less than 500 Da, log P value must be less than 5, the number of hydrogen bond donors must be less than 5, the number of hydrogen bond acceptors must be less than 10, and TPSA values must be more than 20 A 2 and less than 130 A 2 . 44 Considering these necessary data, it was determined that all compounds presented in Table 4 complied with all of these rules. Considering all the data in Tables 2−4 in the estimation of drug similarity and physicochemical properties section of our study using SwissADME, the physicochemical and pharmacokinetic properties of the compounds were calculated.…”

Section: Computational Studies 231 Predicting Drug-likeness and Physi...mentioning

confidence: 99%

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Investigation of Newly Synthesized Fluorinated Isatin-Hydrazones by In Vitro Antiproliferative Activity, Molecular Docking, ADME Analysis, and e-Pharmacophore Modeling

Başaran,

Köprü,

Akkoç

et al. 2024

ACS Omega

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In this study, we investigated the in vitro antiproliferative activities and performed computational studies of newly synthesized fluorinated isatin-hydrazones. The chemical structures of the synthesized compounds were confirmed by FT-IR, 1D NMR ( 1 H-and 13 C NMR and APT), 2D NMR (HETCOR and HMBC), and elemental analysis. All compounds (1−15) were tested in human lung (A549) and liver (HepG2) cancer cell lines for 72 h. The compounds were screened against a healthy embryonic kidney cell line (HEK-293T) under the same conditions to determine their toxic effects. According to the results obtained, one of the compounds, in particular, compound 8 was effective at inhibiting the growth of cancerous cells, and its effects on both cancer cell lines were similar to IC 50 values of 42.43 and 48.43 μM for A549 and HepG2, respectively. Compound 8, which was determined to be the best anticancer agent in vitro, was chosen to interact with the target via molecular docking. This selected ligand (compound 8) interacted with the targets 4HJO, 4ASD, 3POZ, and 7TZ7, and docked into the active sites. The docking score, Glide energy, and Glide emodel values were calculated and determined to be lower than those of the reference compound cisplatin. The pharmacokinetic properties, stability, and drug-likeness parameters of all designed compounds were estimated using SwissADME. Finally, the binding affinities of compound 8 for all four targets were calculated using the MM-GBSA method.

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Section: Results and Discussionmentioning

confidence: 99%

Section: Computational Studies 231 Predicting Drug-likeness and Physi...mentioning

confidence: 99%

Investigation of Newly Synthesized Fluorinated Isatin-Hydrazones by In Vitro Antiproliferative Activity, Molecular Docking, ADME Analysis, and e-Pharmacophore Modeling

Başaran,

Köprü,

Akkoç

et al. 2024

ACS Omega

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New Sulfonate Ester‐Linked Fluorinated Hydrazone Derivatives as Multitarget Carbonic Anhydrase and Cholinesterase Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and ADME Analysis

Akış,

Çakmak,

Şentürk

2024

Chemistry & Biodiversity

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In this study, some new hydrazone derivatives (2a‐g) was designed, synthesized for first time, and evaluated as multitarget inhibitors of AChE, BChE, hCA I and hCA II. The chemical structures of new hybrids were confirmed by elemental analysis and some spectroscopic techniques. All tested compounds showed low nanomolar inhibition with IC50 values of in the range of 30.4 to 264.0 nM against hCA I, 23.2 to 251.6 nM against hCA II, 12.1 to 114.3 nM against AChE, and 76.4 to 134.0 nM against BChE. These compounds inhibited hCA I and AChE more than acetazolamide (AZA) and neostigmine. Among them, compounds 2c and 2e, which have a linear structure, were determined to be the most active inhibitor candidates against these selected enzymes. Molecular docking studies were carried out on the compounds (2a‐g), revealing their binding interactions with the active site of AChE, BChE, hCA I and hCA II thus supporting the experimental findings. Additionally, in silico absorption, distribution, metabolism, and excretion (ADME) prediction studies of the obtained compounds (2a‐g) with in silico approaches were carried out to determine their solubility, whether they have the potential to cross the blood‐brain barrier (BBB), values such as GI absorption and drug likeness principles.

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Synthesis of Sulfonamide‐Based Schiff Bases as Potent Anticancer Agents: Spectral Analyses, Biological Activity, Molecular Docking, ADME, DFT, and Pharmacophore Modelling Studies

Başaran,

Çakmak,

Türkmenoğlu

et al. 2024

Chemistry & Biodiversity

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The current study focuses on the synthesis and characterization of six benzenesulfonamide‐based Schiff base derivatives (7–12) with various electron‐withdrawing and electron‐donating substituents (‐F, ‐CI, ‐Br, ‐CH3, and ‐OCH3) and the assessment of their antiproliferative activities against human lung (A549) and liver (HepG2) cancer cell lines using in vitro and in silico approaches. The structures of the synthesized compounds (7–12) were elucidated by elemental analysis and FT‐IR, 1D (1H, 13C, APT, and DEPT‐135), and 2D (HMQC and HMBC) NMR spectroscopies. The cytotoxic activities of the targeted compounds were determined at various concentrations against these cancer cell lines for 72 h, using the MTT method. The targeted molecules (7–12) demonstrated remarkable antiproliferative activities, with IC50 values ranging from 6.032–9.533 μM against the A549 cell line and 5.244–9.629 μM against the HepG2 cell line. These compounds showed activities at lower or very similar concentrations to cisplatin against the A549 cell line and at much lower concentrations than cisplatin against the HepG2 cell line. Among them, compounds 10 and 12 were found to be more effective against A549 and HepG2 cells, respectively, than cisplatin. These compounds were analyzed by interacting with the 1BNA, 4HJO, and 4ASD crystal structures in molecular docking studies.

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Synthesis, Identification, Antioxidant, Molecular Docking, and In Silico ADME Study for Some New Derivatives Containing Thiourea Moiety

Cited by 4 publications

References 48 publications

Investigation of Newly Synthesized Fluorinated Isatin-Hydrazones by In Vitro Antiproliferative Activity, Molecular Docking, ADME Analysis, and e-Pharmacophore Modeling

Investigation of Newly Synthesized Fluorinated Isatin-Hydrazones by In Vitro Antiproliferative Activity, Molecular Docking, ADME Analysis, and e-Pharmacophore Modeling

New Sulfonate Ester‐Linked Fluorinated Hydrazone Derivatives as Multitarget Carbonic Anhydrase and Cholinesterase Inhibitors: Design, Synthesis, Biological Evaluation, Molecular Docking and ADME Analysis

Synthesis of Sulfonamide‐Based Schiff Bases as Potent Anticancer Agents: Spectral Analyses, Biological Activity, Molecular Docking, ADME, DFT, and Pharmacophore Modelling Studies

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