Spectroscopic, quantum chemical, molecular docking and in vitro anticancer activity studies on 5-Methoxyindole-3-carboxaldehyde

• Published in: Journal of molecular structure 2019-12, Vol.1197, p.134-146
• Main Authors: Jeyaseelan, S. Christopher, Premkumar, R., Kaviyarasu, K., Franklin Benial, A. Milton
• Format: Article
• Language: English
• Subjects: 5-Methoxyindole-3-carboxaldehyde; A549 lung cancer cell lines; Anticancer activity; DFT; In vitro cytotoxicity; Molecular docking
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2019.07.042

The FT-IR and FT-Raman spectra of 5-Methoxyindole-3-carboxaldehyde (MICA) molecule were recorded. The experimental and theoretical vibrational wavenumbers were assigned and compared. The non-linear optical (NLO) activity of the molecule was confirmed using second harmonic generation test and compared with theoretical result. The natural bond orbital (NBO) analysis was carried out to evaluate the intramolecular stabilization interactions of the molecule, which are responsible for the bio-activity of the molecule. The molecular electrostatic potential surface, frontier molecular orbitals and Fukui function analysis reveal the charge transfer interactions in the molecule. The total density of states (TDOS), partial density of states (PDOS), and overlap population density of states (OPDOS) studies were performed in order to visualize the molecular orbital contributions of the molecule. The molecular docking analysis was carried out to explore the inhibitory nature of the molecule, which indicates that molecule can acts as a novel inhibitor of lung cancer causing VEGF receptor. In addition, the in vitro cytotoxicity of the molecule confirms the anticancer activity against the human pulmonary epithelial lung cancer cell lines (A549). Hence, the present investigations pave the way for the development of lung cancer drugs. [Display omitted] •FT-IR and FT-Raman spectra of 5-Methoxyindole-3-carboxaldehyde were reported.•MEP surface and FMOs analysis confirms the chemical reactivity of the molecule.•Docking results show that the molecule can inhibit the lung cancer causing VEGFR.•Anticancer activity of the molecule was confirmed by in vitro cytotoxicity analysis.