Effects of Substitution on Cytotoxicity of Diphenyl Ditelluride in Cultured Vascular Endothelial Cells
| Autor: | Jyoji Kurita, Takato Hara, Tamayo Hashiya, Kyohei Nozawa, Shuji Yasuike, Toshiyuki Kaji, Chika Yamamoto, Takahiro Okazaki, Noriaki Hamada |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
QH301-705.5
Cell Survival Swine Myocytes Smooth Muscle chemistry.chemical_element Medicinal chemistry Article Catalysis Cell Line Inorganic Chemistry chemistry.chemical_compound Nucleophile Organoselenium Compounds Benzene Derivatives Organometallic Compounds Animals Humans Biology (General) Physical and Theoretical Chemistry Cytotoxicity QD1-999 Molecular Biology Diphenyl diselenide Cells Cultured Spectroscopy organotellurium compound Diphenyl disulfide Molecular Structure Organic Chemistry Diphenyl ditelluride Endothelial Cells Epithelial Cells General Medicine Fibroblasts Computer Science Applications Chemistry Models Chemical chemistry bio-organometallics Cell culture Intramolecular force cytotoxicity LLC-PK1 Cells Cattle organoselenium compound Tellurium Selenium |
| Zdroj: | International Journal of Molecular Sciences Volume 22 Issue 19 International Journal of Molecular Sciences, Vol 22, Iss 10520, p 10520 (2021) |
| ISSN: | 1422-0067 |
| Popis: | Among organic–inorganic hybrid molecules consisting of organic structure(s) and metal(s), only few studies are available on the cytotoxicity of nucleophilic molecules. In the present study, we investigated the cytotoxicity of a nucleophilic organotellurium compound, diphenyl ditelluride (DPDTe), using a cell culture system. DPDTe exhibited strong cytotoxicity against vascular endothelial cells and fibroblasts along with high intracellular accumulation but showed no cytotoxicity and had less accumulation in vascular smooth muscle cells and renal epithelial cells. The cytotoxicity of DPDTe decreased when intramolecular tellurium atoms were replaced with selenium or sulfur atoms. Electronic state analysis revealed that the electron density between tellurium atoms in DPDTe was much lower than those between selenium atoms of diphenyl diselenide and sulfur atoms of diphenyl disulfide. Moreover, diphenyl telluride did not accumulate and exhibit cytotoxicity. The cytotoxicity of DPDTe was also affected by substitution. p-Dimethoxy-DPDTe showed higher cytotoxicity, but p-dichloro-DPDTe and p-methyl-DPDTe showed lower cytotoxicity than that of DPDTe. The subcellular distribution of the compounds revealed that the compounds with stronger cytotoxicity showed higher accumulation rates in the mitochondria. Our findings suggest that the electronic state of tellurium atoms in DPDTe play an important role in accumulation and distribution of DPDTe in cultured cells. The present study supports the hypothesis that nucleophilic organometallic compounds, as well as electrophilic organometallic compounds, exhibit cytotoxicity by particular mechanisms. |
| Databáze: | OpenAIRE |
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