Selenium as an emerging versatile player in heterocycles and natural products modification

Clickable Selenylation – a Paradigm for Seleno‐Medicinal Chemistry

“…However, only rare methods have been reported for the construction of Org‐Se compound libraries up to now. Therefore, the development of selenylation chemistries that suitable for parallel synthesis of Org‐Se library and/or Se‐containing DNA‐encoded library ( Se DEL) are highly needed for the development of seleno‐medicinal chemistry [9,10] …”

“…Notably, accumulated evidence in chemical biology and medicinal chemistry has indicated that the special chemical properties of Se play a key role in the pharmacological activity, toxicity and metabolic property of Org-Se compounds. [3,9,10] The incorporation of Se into small molecules or natural products have been reported to bring additional benefits, which are closely correlated with the specific Se species as well as their ability to modulate the oxidative stress status of cells, mainly including antioxidation and prooxidation (Figure 1). [9,10] All of these merits indicate the versatile ability of Se in medicinal chemistry.…”

“…[3,9,10] The incorporation of Se into small molecules or natural products have been reported to bring additional benefits, which are closely correlated with the specific Se species as well as their ability to modulate the oxidative stress status of cells, mainly including antioxidation and prooxidation (Figure 1). [9,10] All of these merits indicate the versatile ability of Se in medicinal chemistry. However, the research on Org-Se therapeutic agents is still in its infancy at present, the lack and lag of efficient synthetic toolbox to access a large chemical space of Org-Se compounds is one of the key bottle necks.…”

“…Therefore, the development of selenylation chemistries that suitable for parallel synthesis of Org-Se library and/or Se-containing DNA-encoded library (SeDEL) are highly needed for the development of seleno-medicinal chemistry. [9,10] In this concept, we analyzed the established click chemistries that can be used for parallel synthesis of compound libraries, which are suitable for in situ biological activity screening. We paid special attention on the clickable selenylation reaction, and the DNA compatible selenylation chemistries that have been developed for SeDEL synthesis.…”

Anti-Inflammatory Activity of Soluble Epoxide Hydrolase Inhibitors Based on Selenoureas Bearing an Adamantane Moiety

“…Thus, the toxic effect of 4a and 5b is not determined by genotoxicity. Many organoselenium compounds exhibit antioxidant activity closely correlated to their ability to scavenge reactive oxygen species (ROS) [24]. It was recently shown that selenoureas of the similar structures possess moderate antioxidant activity [25].…”