Synthesis, dielectric properties, molecular docking and ADME studies of pyrrole-3-ones

Çapan, İrfan; Gümüş, Mehmet; Gökçe, Halil; Çetin, H.; Sert, Yusuf; Koca, İrfan

doi:10.1080/07391102.2021.1914174

Cited by 28 publications

(10 citation statements)

References 39 publications

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“…[47] Also, the C=O double bond stretching for a series of pyrrole-3-ones was recorded in the range of 1738-1607 cm À 1 . [27] In this work, νNH bond stretching appears at 3277, 3281, 3265, 3244, 3258, and 3306 cm À 1 , which are assigned in the 3480-3488 cm À 1 range. As expected, the aromatic ring νCH frequencies of the compounds are found to be in 3033-3134 cm À 1 .…”

Section: Ft-ir Spectramentioning

confidence: 54%

“…It thereby sheds light on hidden, intricate structural attributes and breathes life into our fundamental understanding of chemical interactions in sorts of molecular systems. [27][28][29][30]45] In this regard, the experimental and theoretical frequencies of the molecules have been presented in Table 1; the observed spectra of the studied molecules can be found in Figures S1a-S6a (supply. data).…”

Section: Ft-ir Spectramentioning

confidence: 99%

“…In the past, the chemical shifts for the Cs belonging to the carboxyl group for the pyrrole-3-one derivative were recorded in the range of 178.9-163.0 ppm. [27] The chemical shifts related to sp 3 hybridized Cs were recorded in 25.0-56.4 ppm and were computed in the rank of 27.6-59.7 ppm by B3LYP level. [51] Furthermore, the highest shifts for all pyrroles have been recorded for the proton of the À NH group.…”

Section: Nmr and 1 H Nmr Spectramentioning

confidence: 99%

“…Due to the significant advantages of computational tools, a great deal of research has used these tools to compare/support and illuminate the possible reactivity and potency of organic [27,28] and inorganic [29,30] based drug candidates. In this regard, pyrrole-2,3-dicarboxylate compounds [31] have been introduced to explore the anti-hepatic cancer potency by using the computational applications that have been used to support/compare the biological features obtained from the experiments.…”

Section: Introductionmentioning

confidence: 99%

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Advancing Pyrrole Synthesis through DDQ Catalysis: A Comprehensive Research Incorporating DFT, ADMT, and Molecular Docking Analysis

Serdaroğlu,

Uludağ,

Üstün

2024

ChemistrySelect

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The construction of pyrroles is an important heterocyclic group comprising many compounds with interesting properties that have led to numerous applications in various fields. We delineate a new synthetic method for the rapid construction of tree‐substituted pyrroles from readily available ketoximes as starting materials and also a new mechanism and method has been proposed. It is presented that substituted pyrroles were efficiently synthesized in high yields (up to 81 % yield) through the cyclization reaction of starting ketoximes mediated by 2,3‐dichlor‐5,6‐dicyanobenzoquinone (DDQ). Utilizing this protocol various pyrrole derivatives were synthesized from diethyl acetylene dicarboxylate (DEAD). We then developed the dehydrogenation reaction mechanism of this formation, also studied in detail, also all synthesized compounds were analyzed in detail by spectroscopic techniques (FT‐IR, 1H NMR, 13CNMR) which were compared with the computational data estimated at B3LYP/6‐311G** level. The thermochemical and electronic properties of the pyrroles were evaluated after optimizing and then confirming the equilibrium structures. ADMT scores were also considered to estimate/elucidate the possible bioavailability tendencies as well as the toxicity. In addition, the interactions of the optimized molecules were evaluated by molecular docking methods against BSA “Bovine Serum Albumin” and LIF “Leukemia Inhibitory Factor”. The results obtained from this study will ideally provide a fundamental source in contemporary drug design in terms of both the key electronic properties underlying the possible reactivity features and toxicity.

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Section: Ft-ir Spectramentioning

confidence: 54%

Section: Ft-ir Spectramentioning

confidence: 99%

Section: Nmr and 1 H Nmr Spectramentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Advancing Pyrrole Synthesis through DDQ Catalysis: A Comprehensive Research Incorporating DFT, ADMT, and Molecular Docking Analysis

Serdaroğlu,

Uludağ,

Üstün

2024

ChemistrySelect

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“…Different renowned researchers [5][6][7][8] had carried out work to investigate biological evaluation, molecular docking, molecular electrostatic potential, X-ray structure and vibrational spectroscopic analysis on different biomolecules.…”

Section: Introductionmentioning

confidence: 99%

Structural and spectroscopic analysis of L‐Proline monomer and dimer by DFT approach

Borah

2022

Vietnam Journal of Chemistry

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In this work we have analyzed the Fourier Transform Infrared (FTIR), Raman and Surface Enhanced Raman Spectra (SERS) of L‐Proline. The molecule under consideration L‐Proline in monomer and dimer states were optimized using DFT/B3LYP and DFT/M06‐2X methods with 6‐31G (d,p) basis set. In order to correlate the experimental SERS spectra we have calculated the Raman spectra of L‐Proline monomer and dimer with silver (Ag) clusters using Density Functional Theory (DFT) with B3LYP functional and LANL2DZ basis set. The vibrational spectra were interpreted by using vibrational energy distribution analysis (VEDA) program and potential Energy Distribution (PED) analysis of the vibrational modes have been performed to have a clear picture of the fragments of different states of the molecule. The equilibrium molecular geometry, harmonic vibrational wavenumbers, Frontier molecular orbitals, Mulliken charges, energy parameters and various bonding features have also been computed.

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Structural Modeling, Spectroscopic Signature and NBO Analysis of Octopamine and Its Radical

Yadav,

Vishwkarma

et al. 2024

Macromolecular Symposia

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The present communication deals with theoretical vibrational spectroscopic signature (IR and Raman) of octopamine molecule and its radical. All theoretical calculations for octopamine and its radical are performed at DFT/B3LYP/6‐31++G (d, p) level. Besides, the vibrational frequencies of these two structures has been compared. Most of the vibrational frequencies agree well with experimental ones. It has been documented how the geometrical characteristics and vibrational frequencies of octopamine are affected when hydrogen is removed from the oxygen atom's site. The HOMO‐LUMO energy gap in the case of neutral form of octopamine is computed to be 5.42 eV while for deprotonated octopamine this gap has been increased by 0.78 eV. The NBO analysis is also performed to ensure stability of radical of octopamine. The magnitude of occupancy at bonding orbitals within the 0.997–0.885e, and 0.996–0.885e range in octopamine and octopamine, respectively, is calculated.

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Synthesis, dielectric properties, molecular docking and ADME studies of pyrrole-3-ones

Cited by 28 publications

References 39 publications

Advancing Pyrrole Synthesis through DDQ Catalysis: A Comprehensive Research Incorporating DFT, ADMT, and Molecular Docking Analysis

Advancing Pyrrole Synthesis through DDQ Catalysis: A Comprehensive Research Incorporating DFT, ADMT, and Molecular Docking Analysis

Structural and spectroscopic analysis of L‐Proline monomer and dimer by DFT approach

Structural Modeling, Spectroscopic Signature and NBO Analysis of Octopamine and Its Radical

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