Structural and vibrational analyses of new potential anticancer drug 2-(phenylmethyl)-2-azaspiro[5.11]heptadecane-1,3,7-trione

• Published in: Journal of molecular structure Vol. 1137; pp. 97 - 108
• Main Authors: Vitnik, Željko J., Popović-Đorđević, Jelena B., Vitnik, Vesna D.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05.06.2017
• Subjects: 2-(Phenylmethyl)-2-azaspiro[5.11]heptadecane-1,3,7-trione; MEP; NBO analysis; NMR spectra; Vibrational spectra; HKIBBPIDOTXGAB-HSZRJFAPSA-N; 2-(Phenylmethyl)-2-azaspiro[5.11]heptadecane-1,3,7-trione; MEP; NMR spectra; Vibrational spectra; NBO analysis
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2017.02.012

The establishment of the most stable structures of 2-(phenylmethyl)-2-azaspiro[5.11]heptadecane-1,3,7-trione, potential anticancer and antimicrobial drug has been investigated in this work. A detailed interpretation of experimental and calculated IR, UV and NMR spectra were reported. The equilibrium geometry, harmonic vibrational frequencies and electronic properties have been investigated with Density Functional Theory using B3LYP/6-311++G(d,p) method. The scaled theoretical wavenumber showed very good agreement with the experimental values. The charge transfer in the molecule was confirmed with NBO analysis. Ultraviolet–visible spectrum was calculated using TD-DFT method and compared with experimental spectrum. The calculated energy and oscillator strength well reproduce the experimental data. The molecular electrostatic potential surface map portrays potential binding sites of the title molecule. [Display omitted] •Conformational analysis of PAH has been computed by B3LYP method.•FT-IR, UV–vis and NMR spectra of PAH are compared with calculated data.•The IR bands are assigned using PED analysis.•The ICT was elucidated by NBO and FMO analyses.•MEP analysis was also performed.