Synthesis, characterization, quantum chemical calculations and anticancer activity of a Schiff base NNOO chelate ligand and Pd(II) complex.

Autor: Ahmad N; Faculty of Applied Sciences, Universiti Teknologi MARA, Shah Alam, Selangor, Malaysia., Anouar EH; Department of Chemistry, College of Science and Humanities in Al-Kharj, Prince Sattam bin Abdulaziz University, Al-Kharj, Saudi Arabia., Tajuddin AM; Faculty of Applied Sciences, Universiti Teknologi MARA, Shah Alam, Selangor, Malaysia.; Atta-ur-Rahman Institute for Natural Product Discovery, Bandar Puncak Alam, Selangor, Malaysia., Ramasamy K; Faculty of Pharmacy, Universiti Teknologi MARA, Shah Alam, Selangor, Malaysia.; Collaborative Drug Discovery Research (CDDR) Group, Pharmaceutical and Life Sciences Community of Research, Universiti Teknologi MARA (UiTM), Shah Alam, Selangor, Malaysia., Yamin BM; Publication Enhancement Unit, Penerbit UKM, Universiti Kebangsaan Malaysia, Bangi, Selangor, Malaysia., Bahron H; Faculty of Applied Sciences, Universiti Teknologi MARA, Shah Alam, Selangor, Malaysia.
Jazyk: angličtina
Zdroj: PloS one [PLoS One] 2020 Apr 14; Vol. 15 (4), pp. e0231147. Date of Electronic Publication: 2020 Apr 14 (Print Publication: 2020).
DOI: 10.1371/journal.pone.0231147
Abstrakt: This paper reports the synthesis, characterization, anticancer screening and quantum chemical calculation of a tetradentate Schiff base 2,2'-((1E,1'E)-((2,2-dimethylpropane-1,3-diyl)bis- (azanylylidene))bis(methanylylidene))bis(4-fluorophenol) (L2F) and its Pd (II) complex (PdL2F). The compounds were characterized via UV-Visible, NMR, IR spectroscopy and single crystal x-ray diffraction. Density Functional Theory (DFT) and time-dependent DFT calculations in gas and solvent phases were carried out using B3LYP, B3P86, CAM-B3LYP and PBE0 hybrid functionals combined with LanL2DZ basis set. Complexation of L2F to form PdL2F was observed to cause a bathochromic shift of the maximum absorption bands of n-π* from 327 to 410 nm; an upfield shift for δ (HC = N) from 8.30 to 7.96 ppm and a decreased wavenumber for ν(C = N) from 1637 to 1616 cm-1. Overall, the UV-Vis, NMR and IR spectral data are relatively well reproduced through DFT and TD-DFT methods. L2F and PdL2F showed IC50 of 90.00 and 4.10 μg/mL, respectively, against human colorectal carcinoma (HCT116) cell lines, signifying increased anticancer activity upon complexation with Pd (II).
Competing Interests: The authors have declared that no competing interests exist.
Databáze: MEDLINE
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