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Cytoprotective organoselenium compounds for oligodendrocytes

Saad Shaaban, Amira Zarrouk, Dominique Vervandier‐Fasseur, Yasair S. Al‐Faiyz, Hany Elsawy, Ismail Althagafi, Pierre Andreoletti, Mustapha Cherkaoui‐Malki

2021Arabian Journal of Chemistry50 citationsDOIOpen Access PDF

Abstract

Herein we report the synthesis of peptide-like and tetrazole-based organoselenium compounds via Ugi and Ugi-azide reactions, respectively. The organoselenium compounds' intrinsic cytoprotective and antioxidant capacities were evaluated in 158 N and 158JP murine oligodendrocytes. Furthermore, their redox properties were theoretically evaluated using Molecular Operating Environment-docking studies. Most of the compounds did not exhibit any cytotoxicity against the 158JP and 158 N cells. Among the tested compounds, the tetrazole- (e.g., 6, 7, and 9) and the pseudopeptide-based organoselenium compounds (e.g., 11, 15, and 17) displayed antioxidant properties. On the other hand, the quinones- (e.g., 4c and 18) and the pseudopeptides-based (e.g., 12, 14, and 17) organoselenium compounds exhibited prooxidant activities. Furthermore, the tetrazole-based organoselenium compounds 5 and 9 and the selenopeptide 11 and 15 showed good GPx-like activity. Some of the newly synthesized organoselenium compounds presented interesting antioxidant and cytoprotective activities and are therefore considered potential myelin diseases drug candidates.

Topics & Concepts

ChemistryTetrazoleAntioxidantCombinatorial chemistryDocking (animal)CytotoxicityStereochemistryOrganic chemistryBiochemistryIn vitroMedicineNursingOrganoselenium and organotellurium chemistryNanocluster Synthesis and ApplicationsSelenium in Biological Systems
Cytoprotective organoselenium compounds for oligodendrocytes | Litcius