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Synthesis of New Organoselenium Compounds: Characterization and Biological Studies

Nimra Naz, Saima Saqib, Rizwan Ashraf, Muhammad Irfan Majeed, Muhammad Adnan Iqbal

2020Macedonian Journal of Chemistry and Chemical Engineering23 citationsDOIOpen Access PDF

Abstract

Two new organoselenium analogs, (3,3'-(1,2-phenylenebis(methylene))bis(2-selenoxo-2,3-dihydro-1H-imidazole-3,1-diyl))bis(methylene) dibenzoate (III) and 3,3'-(1,2-phenylenebis(methylene))bis(1-benzyl-1H-imidazole-2(3H)-selenone) (V), were derived from newly synthesized organic salts 1,1'-(1,2-phenylenebis(methylene))bis(3-(2-phenoxyacetyl)-1H-imidazol-3-ium) chloride (II) and 1,1'-(1,2-phenylenebis(methylene))bis(3-benzyl-1H-imidazol-3-ium) chloride (IV), and each was characterized by various analytical techniques, such as Fourier-Transform Infrared Spectroscopy (FT-IR), UV–visible, and Nuclear Magnetic Resonance (NMR) spectroscopy, as well as Ultra-high performance liquid chromatography mass spectrometry/Photodiode array (UHPL-MS/PDA). All synthesized compounds were tested for their antioxidant and anticancer potential. Very good radical scavenging results were obtained for salts II and IV, with cell viability values of 84.6±3.5 and 56.7±5.5%, respectively, compared to their organoselenium adducts. All synthesized products showed significant activity against MCF-7 breast cancer cells, but compounds II and III showed better results, with cell viability values of 40.5±2.0% and 34.4±1.5%, respectively.

Topics & Concepts

MethyleneChemistryChlorideNuclear chemistryAdductFourier transform infrared spectroscopyMedicinal chemistryMass spectrometryOrganic chemistryChromatographyPhysicsQuantum mechanicsOrganoselenium and organotellurium chemistryMetal complexes synthesis and propertiesSynthesis and Biological Evaluation
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