Design, Synthesis, DFT Studies and Anticancer Activity of Novel Metal Complexes Containing 1,3,5-triazino[1,2-a]benzimidazole Moiety Using Microwave as an Approach for Green Chemistry | ||||
Egyptian Journal of Chemistry | ||||
Article 31, Volume 64, Issue 1, January 2021, Page 323-340 PDF (3.9 MB) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/ejchem.2020.29618.2639 | ||||
View on SCiNiTO | ||||
Authors | ||||
Ali Hassan 1; Bassem Hussen Heakal2; hamdy Khamis3; Gamal Abdel Naeem Hassan4; Emad Marzouk5; Miral Ahmed Abdelmoaz6; Ahmed Younis 7 | ||||
1Al Azhar University | ||||
2Research Laboratory, Cairo Oil Refining Company, Mostorod, Qaliobia, Egypt | ||||
3chemistry department, faculty of science, alazhar university | ||||
4The city of Scientific Research and Technology Application, New Borg El-Arab Alexandria, Egypt. | ||||
5Researcher chemist, Pwt International Company, Alexandria, Egypt. | ||||
6Pharmaceutical Chemistry Department, Faculty of pharmacy, Sinai University E-mail address | ||||
7Green Chemistry Department National Research Centre | ||||
Abstract | ||||
2-(2-amino-4,10-dihydrobenzo[4,5]imidazo[1,2-a][1,3,5]triazin-4-yl)phenol (ligand) and its related metal complexes of Mn (II), Co (II), Ni (II), Cu (II) and Zn (II) were prepared under microwave irradiation. The structures of prepared compounds were elucidated in terms of elemental analysis, FT-IR, UV-Vis, 1HNMR, 13CNMR, EPR spectra and mass spectra in addition to magnetic studies at room temperature and thermal properties. Elemental analysis results determined mole ratios between the ligand and metal 1:1 or 1:2. The microwave approach provides clean, shorter reaction times and enhancements in yields. Coats Redfern and Horowitz Metzger equation were used to study Thermal kinetic parameters of dehydration and decomposition of the complexes. The geometries of the ligand and its Mn (II), Co (II), Cu (II) and Zn (II) complexes were optimized using Gaussian 09 W; density functional theory (DFT) B3LYP method. Also, the cytotoxic activity of the ligand and its metal complexes were evaluated against liver cancer cells (HepG-2) and the Cu (II) complex exhibited the highest cytotoxic activity with promising IC50 value = 3.5 µg/ml compared to standard reference cisplatin. | ||||
Keywords | ||||
Green chemistry; microwave; metal complexes; molecular modeling and anticancer activity | ||||
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