Spectroscopic, solvent interactions, topological analysis, docking evaluation with biological studies on 1,3,3-trimethyl-2-oxybicyclo[2.2.2] octane by anti-cancer proteins

• Published in: Journal of molecular structure Vol. 1321; p. 139689
• Main Authors: Vasanthi, V., Gunasekaran, S., Dhanalakshmi, E., Rajesh, P., Kesavan, M., Kumaresan, L., Almutairi, Saeedah Musaed, Talha, Najd Talha Bin
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05-02-2025
• Subjects: ADMET; Molecular docking; NMR; RDG-NCI; Topological properties; NMR; RDG-NCI; ADMET; Molecular docking; Topological properties
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2024.139689

•The synthesised 1,3,3-trimethyl-2-oxybicyclo[2.2.2] octane compound was conformed within GC–MS results, which especially used for anti-cancer activity treatment.•The spectral characterisations of FT-IR, UV–vis, NMR and XRD results have been correlated with DFT/B3LYP/6–311++G(d,p) basis set.•To find the charge transfer through HOMO-LUMO, UV–vis and MEP map have been performed in gas and various solvents (polar, non-polar).•Natural bond orbital (NBO) analysis is carried out the charge delocalization and stability of the title molecule and the topological properties of ELF, LOL, RDG and electron-hole have been estimated.•The Drug-likeness and ADME properties were performed to confirm the active potential drug for human. Molecular docking result exhibit good binding affinity −5.78 and −5.07 Kcal/mol against anti-cancer receptors.
In the current study the title molecules have been shown the anticancer properties of few cancers cell line and biological activity. Electron transition, solute solvent, experimental and computational exploring on the natural bio-molecular structure 1,3,3-tri methyl-2-oxybicyclo[2.2.2] octane stimulated by B3LYP/6–311++G (d,p) set. The 1TOBO molecular structure has identified from GC–MS study by extract of Zingiber Officianale Roscoe. The optimized parameters are correlated with XRD data and NBO expressed the delocalization of charge due to intermolecular interactions and their stronger stabilization E(2) = 4.01 Kcal/mol. The experimental spectral data recorded in the range 400–4000 cm−1 of 1TOBO and strong correlated with computational spectral have been estimated. The UV–vis spectra of corresponding gas phase and solvent-liquid estimated by TD-SCT process well agreement with reported spectra. 1H and 13C NMR spectrum have been capturing the chemical shifts of 1TOBO interpreted by Gauge Independent Atomic Orbital (GIAO) approach with carbinol solvent. The HOMO-LUMO values, Mulliken charges and MEP surface were used to predict the regioselectivity reaction in the region of electrophilic and nucleophilic attack. The topological analysis of LOL and ELF surfaces have been estimated and RDG-NCI map exhibits the van der Walls, steric effect and strong hydrogen bond interaction within the molecules. The Electron-hole distribution analysis revealed the electron transition of three excited states. Furthermore, the quantitative analysis of drug likeness and ADMET were studied. The molecular docking determines the lowest binding impact on the 1TOBO against cancer proteins 7QTZ, 1OXR have been estimated by Auto dock software.
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