Investigation of structural, electronical and in vitro cytotoxic activity properties of some heterocyclic compounds

• Published in: Journal of molecular structure 2021-12, Vol.1246, p.131127, Article 131127
• Main Authors: Akkoç, Senem, Tüzün, Burak, Özalp, Ayhan, Kökbudak, Zülbiye
• Format: Article
• Language: English
• Subjects: ADME/T; DFT; Heterocyclic compound; Molecular docking
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2021.131127

•Some compounds were synthesized and characterized.•All molecules were screened against human cancer cell lines, and a compound showed promising activity.•Computational methods were used to determine various quantum chemical parameters.•ADME/T analysis was performed for molecules. A series of heterocyclic compounds (15) were synthesized, characterized and tested towards two human cancer cell lines for learning their in vitro antiproliferative activities. Compound 3 demonstrated the most promising activity in breast cancer cell line with a half maximal inhibitory concentration (IC50) value of 23.73 μM compared to other compounds (1, 2, 4, 5). Cytotoxic activity studies revealed that compounds 24 did not have antiproliferative activity towards liver cancer cell line. Computational methods were used to determine various quantum chemical parameters in order to identify correlations with the measured biological activity, which can assist in the molecular modeling of new heterocyclic systems. The biological activities of heterocyclic molecules against cancer cell proteins that are the crystal structure of the BRCT repeat region from the breast cancer-associated protein, ID: 1JNX, crystal structure of VEGFR kinase (liver cancer) protein, ID: 3WZE, and crystal structure of an allosteric Eya2 phosphatase inhibitor (lung cancer) protein, ID: 5ZMA, were compared. Finally, ADME/T analysis was performed for heterocyclic molecules and their future possibilities as a drug were investigated. [Display omitted]