Synthesis of functionalised organochalcogenides and in vitro evaluation of their antioxidant activity

Abstract

Dedicated to Professor Grzegorz Mlostoń on the occasion of his 70 th birthdayThe antioxidant properties and the cytotoxicity of differently substituted β-hydroxyand β-amino dialkyl and alkyl-aryl tellurides, prepared through ring-opening reactions of epoxides and aziridines with selenium-or tellurium-centered nucleophiles, have been investigated on normal human dermal fibroblasts. Most of the studied compounds exhibited a low cytotoxicity and a number of them proved to be non-toxic, not showing any effect on cell viability even at the highest concentration used (100 μM). The obtained results showed a significant antioxidant potential of the selected organotellurium compounds, particularly evident under conditions of exogenously induced oxidative stress. The antioxidant activity of selenium-containing analogues of active tellurides has also been evaluated on cells, highlighting that the replacement of Se with Te brought about a significant increase in the peroxidase activity.

The Role of Selenium in Pathologies: An Updated Review

“…A number of selenium-containing molecules also exhibited remarkable carbonic anhydrase inhibitor activity against different pathogenic bacteria, including Vibrio cholera , Burkholderia pseudomallei , and Mycobacterium tuberculosis [ 40 ]. Over the past years, the synthesis and the study of synthetic or semi-synthetic selenium-containing derivatives has attracted a steadily growing interest amongst organic chemists, medicinal chemists, and biologists [ 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 ].…”

Selenocarbamates As a Prodrug‐Based Approach to Carbonic Anhydrase Inhibition

“…As a part of our ongoing interest in the study of the biological activity of chalcogen-containing small molecules, [33][34][35] we were interested in evaluating the activity of selenols as carbonic anhydrase inhibitors. [10,36] Selenols are better nucleophiles and stronger acids with respect to related thiols (i. e. selenocysteine, pK a = 5.8; cysteine, pK a = 8.3).…”

A new organotellurium compounds based on camphor, aniline and p-toluidine: preparation, characterization and theoretical study

“…The applications of organotellurium compounds have been reported in several fields [4][5][6][7][8]. Past research reported using organotellurium compounds as antioxidant agents [5,9,10], polymerization catalysts [11][12][13], antitumor and pharmaceutical agents [5,14,15], organic superconductors [3,7], synthetic intermediate [4], and ligands with many transition metal ions [3,16,17]. Also, the use of organotellurium compounds has been reported in numerous applications for organic synthetic purposes because of using mild conditions, high yield, and high selectivity of the desired product [2,18,19].…”

“…Also, the use of organotellurium compounds has been reported in numerous applications for organic synthetic purposes because of using mild conditions, high yield, and high selectivity of the desired product [2,18,19]. Organotellurium compounds have also been used as selective reducing or oxidizing reagents of functional groups [10,15]. Coupling reaction based on organotellurium compounds seems to offer an interesting opportunity for synthetic organic chemists.…”

“…Coupling reaction based on organotellurium compounds seems to offer an interesting opportunity for synthetic organic chemists. Thus, In recent years, there has been a growing interest in studying the organotellurium compounds which have intramolecular interaction [10,20]. There are many types of organotellurium compounds containing nitro-amino and azomethane groups that exhibit such reactions [5-7, 9, 11, 13, 21].…”