Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer
A novel ligand 5-(((2-(3-(1H-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione) (L1) which contains two groups of carbonyl synthesized in one pot and three-component reaction with thiobarbituric acid as starting material, and its complexes with Co(II), Ni(II), Cu...
Saved in:
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Department of Chemistry, Universitas Gadjah Mada
2025-01-01
|
| Series: | Indonesian Journal of Chemistry |
| Subjects: | |
| Online Access: | https://jurnal.ugm.ac.id/ijc/article/view/95731 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832557484765609984 |
|---|---|
| author | Thanaa Abdul Ameer Hilal Ibtihal Kadhim Kareem |
| author_facet | Thanaa Abdul Ameer Hilal Ibtihal Kadhim Kareem |
| author_sort | Thanaa Abdul Ameer Hilal |
| collection | DOAJ |
| description | A novel ligand 5-(((2-(3-(1H-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione) (L1) which contains two groups of carbonyl synthesized in one pot and three-component reaction with thiobarbituric acid as starting material, and its complexes with Co(II), Ni(II), Cu(II), Zn(II) and Au(III) have been synthesized. The results of spectrophotometry, nuclear magnetic resonance of proton (H-NMR), infrared spectroscopy (FTIR), ultraviolet and visible (UV-vis) spectroscopy, X-ray diffraction (XRD), elemental analysis (CHNS) and molar conductivity measurements were used to suggest the proposed structures. These data have been utilized to propose appropriate geometric configurations for all complexes. The L1 coordinates toward the metal ions Co(II), Ni(II), Cu(II), and Zn(II), giving an octahedral geometry, while it has a square planar shape with the Au(III) ion. Scanning microscopy (FE-SEM) was used to determine the size of nanoparticles. The present investigation employs a comprehensive molecular docking analysis to assess the binding energies of anti-cancer drugs, thereby elucidating their binding affinity towards the receptor. This indicates that the [Au(L1)Cl]Cl2 complex has a strong affinity for the protein kinase (1HK7). Significant antiproliferative activity was seen in it against human breast cancer (MCF-7) and normal cell lines (MCF-10), as evidenced by the IC50 and selective indices (SI) values. This study could contribute to the development of pharmaceutical preparations. |
| format | Article |
| id | doaj-art-e8ed5b08b908467f86d764d46ffbfd1e |
| institution | Kabale University |
| issn | 1411-9420 2460-1578 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Department of Chemistry, Universitas Gadjah Mada |
| record_format | Article |
| series | Indonesian Journal of Chemistry |
| spelling | doaj-art-e8ed5b08b908467f86d764d46ffbfd1e2025-02-03T04:32:43ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782025-01-01251607510.22146/ijc.9573136652Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-CancerThanaa Abdul Ameer Hilal0Ibtihal Kadhim Kareem1Department of Chemistry, Faculty of Education for Girls, Kufa University, Najaf 54001, IraqDepartment of Chemistry, Faculty of Education for Girls, Kufa University, Najaf 54001, IraqA novel ligand 5-(((2-(3-(1H-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione) (L1) which contains two groups of carbonyl synthesized in one pot and three-component reaction with thiobarbituric acid as starting material, and its complexes with Co(II), Ni(II), Cu(II), Zn(II) and Au(III) have been synthesized. The results of spectrophotometry, nuclear magnetic resonance of proton (H-NMR), infrared spectroscopy (FTIR), ultraviolet and visible (UV-vis) spectroscopy, X-ray diffraction (XRD), elemental analysis (CHNS) and molar conductivity measurements were used to suggest the proposed structures. These data have been utilized to propose appropriate geometric configurations for all complexes. The L1 coordinates toward the metal ions Co(II), Ni(II), Cu(II), and Zn(II), giving an octahedral geometry, while it has a square planar shape with the Au(III) ion. Scanning microscopy (FE-SEM) was used to determine the size of nanoparticles. The present investigation employs a comprehensive molecular docking analysis to assess the binding energies of anti-cancer drugs, thereby elucidating their binding affinity towards the receptor. This indicates that the [Au(L1)Cl]Cl2 complex has a strong affinity for the protein kinase (1HK7). Significant antiproliferative activity was seen in it against human breast cancer (MCF-7) and normal cell lines (MCF-10), as evidenced by the IC50 and selective indices (SI) values. This study could contribute to the development of pharmaceutical preparations.https://jurnal.ugm.ac.id/ijc/article/view/95731thiobarbituric acid derivativesx-ray diffractionmcf-7nano metal complexesmolecular docking study |
| spellingShingle | Thanaa Abdul Ameer Hilal Ibtihal Kadhim Kareem Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer Indonesian Journal of Chemistry thiobarbituric acid derivatives x-ray diffraction mcf-7 nano metal complexes molecular docking study |
| title | Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer |
| title_full | Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer |
| title_fullStr | Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer |
| title_full_unstemmed | Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer |
| title_short | Synthesis of Some Metal Complexes with New Heterocyclic Ligand (5-(((2-(3-(1<i>H</i>-indol-3-yl)acryloyl)phenyl)amino)methylene)-2-thiooxodihydropyrimidine-4,6(1<i>H</i>,5<i>H</i>)-dione) and Their Biological Effectiveness as Antioxidant and Anti-Cancer |
| title_sort | synthesis of some metal complexes with new heterocyclic ligand 5 2 3 1 i h i indol 3 yl acryloyl phenyl amino methylene 2 thiooxodihydropyrimidine 4 6 1 i h i 5 i h i dione and their biological effectiveness as antioxidant and anti cancer |
| topic | thiobarbituric acid derivatives x-ray diffraction mcf-7 nano metal complexes molecular docking study |
| url | https://jurnal.ugm.ac.id/ijc/article/view/95731 |
| work_keys_str_mv | AT thanaaabdulameerhilal synthesisofsomemetalcomplexeswithnewheterocyclicligand5231ihiindol3ylacryloylphenylaminomethylene2thiooxodihydropyrimidine461ihi5ihidioneandtheirbiologicaleffectivenessasantioxidantandanticancer AT ibtihalkadhimkareem synthesisofsomemetalcomplexeswithnewheterocyclicligand5231ihiindol3ylacryloylphenylaminomethylene2thiooxodihydropyrimidine461ihi5ihidioneandtheirbiologicaleffectivenessasantioxidantandanticancer |