Abstract
Three novel metal complexes of 4-Amino-6-oxo-5-thiophen-2-yl-8-thioxo-3,5,6,7,8,9-hexahydro-4Hpyrano[2,3-d; 6,5d']dipyrimidin-2-yl)-acetonitrile(L1),5-Thiophen-2-yl-2-thioxo-2,3,5,7-tetrahydro-1H-pyrano[2,3-d; 6,5-d']dipyrimidine-4,6-dione (L2) and 6-Amino-5-thiophen-2-yl-2-thioxo-1,2,3,5-tetrahydro-pyrano[2,3-d; 6,5-d']dipyrimidin-4-one (L3) with Mn(II) were synthesized and characterized with physicochemical and spectroscopic techniques. The electron density of HOMOs is localized on the dipyrimidin-4-on ring, specially on the donating centers, N1 of amino group, O7 of CO group and S8 of CS group. The Infrared spectra suggest that three ligands (L1, L2 and L3) interact with metal ions as a tridentate. As a potential application, the ligands in comparison with the newly synthesized metal complexes were screened for its anticancer activity against breast cancer cell line (MCF-7) and colon cancer cell line (HCT-116). The [Mn(L3)Cl2(H2O)].H2O complex has higher anti-breast cancer activity than free ligand. The antibacterial and antifungal activities of the ligands, metal salt and its complexes were tested against some microorganisms (bacteria and fungi). The complexes showed increment antibacterial and antifungal profile in comparison with the free ligands.
The synthesis, the characterization of 4-Amino-6-oxo-5-thiophen-2-yl-8-thioxo-3,5,6,7,8,9-hexahydro-4H pyrano[2,3-d; 6,5 d']dipyrimidin-2-yl)-acetonitrile (L1), 5-Thiophen-2-yl-2-thioxo-2,3,5,7-tetrahydro-1H-pyrano[2,3-d; 6,5-d']dipyrimidine-4,6-dione (L2) and 6-Amino-5-thiophen-2-yl-2-thioxo-1,2,3,5-tetrahydro-pyrano[2,3-d; 6,5-d']dipyrimidin-4-one (L3) free ligands with Mn(II) complexes as antibacterial and antifungal and anticancer. [Display omitted]
•Three novel metal complexes of pyrano [2,3-d]pyrimidine derivatives with Mn(II) were prepared and characterized.•The antimicrobial activity and in vitro cytotoxicity of ligands and complexes were evaluated.•The structure of all complexes was investigated using DFT and the nature of HOMO and LUMO were theoretically studied.