Synthesis and Antitumoral Lung Carcinoma A549 and Antioxidant Activity Assays Of New Chiral β‐Aryl‐Chalcogenium Azide Compounds

Abstract

The synthesis of chiral azido organochalcogenium compounds prepared from inexpensive and commerciallyavailable a-amino alcohols through diazo transfer reaction are disclosed. The products were obtained in good yields in a modulate synthetic route, affording an efficient methodology for preparing new chiral b-aryl-chalcogenium azide compounds. These com-pounds were evaluated for in vitro antitumoral lung carcinoma A549 as well as electrochemical and antioxidant assays. They presented prominent activities of apoptosis and cell cycle arrest induction as well as antioxidant properties. Additionally, the toxicities in vivo for the most effective compounds were evaluated and no overt sign of toxicity was observed.

Chiral β‐arylchalcogenium azide induce apoptosis and regulate Oxidative Damage on Human Bladder Cancer Cells

“…The present study aimed to evaluate the antitumor activity of chiral β-Aryl-chalcogenium azide compounds containing tellurium in bladder cancer in vitro, as well as to elucidate the mechanism of action behind the biological activity of these compounds. The compounds of this study were chosen due to 2017) [15] analyzing their cytotoxic effect in lung carcinoma cells. The study demonstrated that azide β-arylcalcogen compounds (5 c, 5 i, 5 j, and 5 p) containing the tellurium atom in their structure showed a greater antioxidant effect compared to compounds containing other chalcogen atoms.…”

“…The synthesis procedure was performed according to methodology previously reported by Tabarelli et al., 2017 [15] . In addition, all chemical characteristics referring to the compounds used in this study can be observed in the article by Tabarelli et al., 2017 [15] . To perform the in vitro experiments, the compounds were diluted in dimethylsulfoxide (DMSO) with final concentrations of less than 0.5 % of the total volume, to prevent cellular toxicity and it was evaluated the cytotoxic effect on 5637 by MTT assay, DAPI staining, live/ dead assay, respectively and gene expression of pro‐apoptotic, anti‐apoptotic and oxidative stress pathways (Figure 2)…”

“…After 24 h, cells were treated with 5 c and 5 j in eight concentrations (0.1, 1, 2.5, 6.25, 12.5, 25, 50 and 100 μM) for 48 hours. The treatment time was chosen according to previous results obtained by Tabarelli et al (2017). [15] After 48 h, the medium was replaced with 5 mg/mL MTT for 3 h at 37 °C and absorbance of the formazan reduction product was measured by spectrophotometer at 492 nm using a microplate reader (MR-96 A-Microplate Reader).…”

“…Amino acid derivatives containing chalcogenium as chiral β-Aryl-chalcogenium azide are organochalcogen compounds that have presented a promising antitumor activity for lung cancer. [15] However, these compounds have not been screened for their antitumor activity in bladder cancer cells yet.…”

Revitalizing the AZT Through of the Selenium: An Approach in Human Triple Negative Breast Cancer Cell Line

“…Chalcogenides compounds, such as selenium (Se) and tellurium (Te), are very important intermediates and reagents used in organic synthesis. These compounds have been associated with improvement of antioxidant and antitumoral effects of several molecules ( 16 , 17 ). Selenium is an essential element involved in many cellular function including antioxidant pathways, and its effects on cell proliferation has been investigated ( 18 ).…”