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Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
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Coordination compounds with heterocyclic ester derivatives. Structural characterization and anti-proliferative
Rubí Navarro-Peñaloza1, Adriana B Vázquez-Palma1, Horacio López-Sandoval1
1Departamento de Química Inorgánica, Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510 Ciudad de México, Mexico.
Journal of Inorganic Biochemistry
|April 19, 2021
Summary
New coordination compounds of cobalt, copper, and zinc with heterocyclic ligands were synthesized and characterized. These metal complexes exhibited potential cytotoxic activity against various human carcinoma cell lines, warranting further investigation into their therapeutic applications.
Area of Science:
- Inorganic Chemistry
- Coordination Chemistry
- Medicinal Chemistry
Background:
- Heterocyclic compounds and their metal complexes are increasingly explored for medicinal applications.
- Imidazole and benzimidazole derivatives are known for their diverse biological activities.
Purpose of the Study:
- To synthesize and characterize novel coordination compounds of cobalt(II), copper(II), and zinc(II) with specific heterocyclic ester ligands.
- To investigate the structural properties, coordination modes, and cytotoxic effects of these newly synthesized metal complexes.
Main Methods:
- Synthesis of coordination compounds using heterocyclic ester derivatives: ethyl 4-methyl-5-imidazole-carboxylate (emizco), 1-(2-(phenylsulphonyl)ethyl)-4-imidazole carboxylate (semizco), and methyl 5-(propylthio)-2-benzimidazolecarbamate (albendazole, abz).
- Characterization techniques: IR, UV-Vis-NIR spectroscopy, elemental analysis, molar conductivity, magnetic susceptibility, and X-ray crystallography.
- Cytotoxicity evaluation against human carcinoma cell lines (HeLa, MCF-7, HCT-15, PC3) and L929 mouse fibroblasts.
- Apoptosis assessment using TUNEL assay for active copper(II) compounds.
Main Results:
- Successful synthesis and full characterization of cobalt(II), copper(II), and zinc(II) coordination compounds.
- X-ray crystal structure analysis revealed specific coordination geometries (tetrahedral, octahedral, square base pyramidal) and SO⋯π interactions.
- Ligands exhibited monodentate and bidentate coordination modes.
- Cytotoxic studies indicated varying degrees of activity against cancer cell lines, with some copper(II) compounds showing significant potential.
- TUNEL assay confirmed apoptosis as a mechanism of cell death induced by active copper(II) compounds.
Conclusions:
- The synthesized coordination compounds display diverse structural features and coordination behaviors.
- The copper(II) complexes, in particular, demonstrate promising cytotoxic activity against human carcinoma cell lines.
- Further research into these metal complexes could lead to the development of new anticancer agents.
Keywords:
Cobalt(II)Coordination compoundsCopper(II) and zinc(II)CytotoxicityEster and carbamate derivativesLone pair⋯π interactionsTUNEL assay (terminal deoxynucleotidyl transferase dUTP nick end labeling)More Related Videos
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