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


ÇAPAN İ., GÜMÜŞ M., GÖKCE H., ÇETİN H., SERT Y., KOCA İ.

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2021 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume:
  • Publication Date: 2021
  • Doi Number: 10.1080/07391102.2021.1914174
  • Title of Journal : JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS

Abstract

A novel series of pyrrole-3-one derivatives were synthesized using furan-3-one derivatives and various aromatic amines. The synthesized compounds were identified by spectral studies such as IR, NMR and HRMS. Dielectric properties of the target compounds were experimentally determined by dielectric spectroscopy in the frequency range of 20 Hz - 1 MHz. The real part of the dielectric constant, dielectric loss tangent and conductivity of the samples were investigated as a function of applied frequency. Dielectric measurements showed Ata7 has the maximum dielectric constant at 1 kHz, while Ata1 has a negative dielectric constant value. When the result is evaluated with theoretical calculations, grain boundaries play an effective role in the experimental observed dielectric constant. Additionally, in this research the pyrrole-3-one derivatives (Ata1-9) were theoretically optimized and over these structures, NMR with GIAO (gauge-independent atomic orbital), UV with TD (time dependent), frontier orbitals (HOMO and LUMO), NLO (nonlinear optical properties) and MEP (molecular electrostatic potential) analysis were carried out. Quantum chemical computations were performed by Density Functional Theory (DFT) using B3LYP functional and 6-311++G (d,p) basis set. Later, the molecular docking analysis between Ata1-9 and two different receptors such as 3RZE and 3TDA was performed using AutoDock Vina program. Lastly, drug-likeness, physicochemical and ADME/T properties of the designed compounds were computed with the help of SwissADME online tool.