DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations

Fatima Boudjenane; Rachida Rahmani; Youcef Megrouss; Abdelkader Chouaih; Nadia Benhalima

Research Article

Year 2025, Volume: 9 Issue: 1, 90 - 114

Fatima Boudjenane , Rachida Rahmani , Youcef Megrouss , Abdelkader Chouaih , Nadia Benhalima

Abstract

References

[1] şsdlşk
[2] işlşşl

DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations

Year 2025, Volume: 9 Issue: 1, 90 - 114

Fatima Boudjenane , Rachida Rahmani , Youcef Megrouss , Abdelkader Chouaih , Nadia Benhalima

Abstract

In this study, (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene)benzohydrazide (HTBH) was theoretically studied. The B3LYP/6-311G (d,p) level of calculation was used to accomplish the optimal molecular geometry, the global reactivity descriptor parameters, Fukui functions, and molecular electrostatic potential (MEP) parameters. The reduced density gradient (RDG) was used to explore the non-covalent interactions in the molecular system. Furthermore, possible nonlinear optical characteristics were explored. These properties include the electric dipole moment, mean polarizability, and first and second hyperpolarizabilities, indicating the intriguing uses of the HTBH in optical systems. The dipole moment of HTBH molecule was calculated to be 6.81 D, while the static second order hyperpolarizabilitywas found to be of 29.86×10-36esu. In addition, the MEP map provides insight into the electrostatic potential distribution within the molecule indicating that most nucleophilicand electrophilic regions are around oxygen atoms and H atom of the hydroxyl group, respectively.Using molecular docking, the inhibitory nature of HTBH against the methylene tetrahydrofolatereductase (NADPH) protein was analyzed. This enzyme involves in folate metabolism, and its inhibition can have implications for various biological processes. Finally, through a detailed molecular dynamics (MD) simulation, we unravel the compound's inhibitory potential and binding characteristics, offering valuable information for developing therapeutic interventions. The binding energies were computed as well by using the MM-PBSA.

Keywords

Benzohydrazides, methylene tetrahydrofolatereductase, docking, hyperpolarizability, molecular dynamics

References

[1] şsdlşk
[2] işlşşl

There are 2 citations in total.

Details

Primary Language	English
Subjects	Reaction Kinetics and Dynamics
Journal Section	Research Article
Authors	Fatima Boudjenane 0000-0003-4242-8622 Rachida Rahmani 0000-0002-0335-8783 Youcef Megrouss 0000-0002-3823-6911 Abdelkader Chouaih 0000-0002-3769-358X Nadia Benhalima 0000-0003-1690-7785
Early Pub Date	August 25, 2024
Publication Date
Submission Date	June 1, 2024
Acceptance Date	August 5, 2024
Published in Issue	Year 2025 Volume: 9 Issue: 1

Cite

APA	Boudjenane, F., Rahmani, R., Megrouss, Y., Chouaih, A., et al. (n.d.). DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations. Turkish Computational and Theoretical Chemistry, 9(1), 90-114.
AMA	Boudjenane F, Rahmani R, Megrouss Y, Chouaih A, Benhalima N. DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations. Turkish Comp Theo Chem (TC&TC). 9(1):90-114.
Chicago	Boudjenane, Fatima, Rachida Rahmani, Youcef Megrouss, Abdelkader Chouaih, and Nadia Benhalima. “DFT Theoretical Calculations on (Z)-2-Hydroxy-N′-(4-Oxo-1,3-Thiazolidin-2-Ylidene) Benzohydrazide As a Methylene Tetrahydrofolatereductase Inhibitor: An in Silico Study, Molecular Docking, and Molecular Dynamics Simulations”. Turkish Computational and Theoretical Chemistry 9, no. 1 n.d.: 90-114.
EndNote	Boudjenane F, Rahmani R, Megrouss Y, Chouaih A, Benhalima N DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations. Turkish Computational and Theoretical Chemistry 9 1 90–114.
IEEE	F. Boudjenane, R. Rahmani, Y. Megrouss, A. Chouaih, and N. Benhalima, “DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations”, Turkish Comp Theo Chem (TC&TC), vol. 9, no. 1, pp. 90–114.
ISNAD	Boudjenane, Fatima et al. “DFT Theoretical Calculations on (Z)-2-Hydroxy-N′-(4-Oxo-1,3-Thiazolidin-2-Ylidene) Benzohydrazide As a Methylene Tetrahydrofolatereductase Inhibitor: An in Silico Study, Molecular Docking, and Molecular Dynamics Simulations”. Turkish Computational and Theoretical Chemistry 9/1 (n.d.), 90-114.
JAMA	Boudjenane F, Rahmani R, Megrouss Y, Chouaih A, Benhalima N. DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations. Turkish Comp Theo Chem (TC&TC).;9:90–114.
MLA	Boudjenane, Fatima et al. “DFT Theoretical Calculations on (Z)-2-Hydroxy-N′-(4-Oxo-1,3-Thiazolidin-2-Ylidene) Benzohydrazide As a Methylene Tetrahydrofolatereductase Inhibitor: An in Silico Study, Molecular Docking, and Molecular Dynamics Simulations”. Turkish Computational and Theoretical Chemistry, vol. 9, no. 1, pp. 90-114.
Vancouver	Boudjenane F, Rahmani R, Megrouss Y, Chouaih A, Benhalima N. DFT theoretical calculations on (Z)-2-hydroxy-N′-(4-oxo-1,3-thiazolidin-2-ylidene) benzohydrazide as a methylene tetrahydrofolatereductase inhibitor: An in silico study, molecular docking, and molecular dynamics simulations. Turkish Comp Theo Chem (TC&TC). 9(1):90-114.