Synthesis And Biological Activity Of Organic Selenium Compounds

Selenium is an essential trace element for organisms with importantenvironmental and physiological function. The excellent biological activities oforganoseleniumms attracted much attention.In this paper, according the planning of the work, some new compoundscontaining selenium were synthesized and structurally characterized and screened byMTT assay against human cancer cell lines. The details of the dissertation are listedas follows.Chapter1. The background of research work was introduced. It is divided intofour section:(1)chemistry of selenium;(2)bio-activities of organoselenium;(3)metabolism and toxicity of selenium;(4)the propective for the development oforganoselenium chemistry;(5) advances in synthetic methods of selenides anddiselenides;(6) advances in synthetic methods of selenium-containing heterocycleswith isoselenocyanates.Chapter2. Six organic diselenides were synthesized from Na2Se2and benzylhalides. The in vitro anticancer activities of the synthetic diselenides were screenedby MTT assay against human cancer cell lines such as human hepatoma HepG2cellsand human cervical carcinoma Hela cells. The results showed that the six organicdiselenides could effectively inhibit cancer cell growth in a dose-dependent manner.The compound2b possesses great selectivity to Hela cancer cells with IC50value of2.9μg/mL.Chapter3. Sixteen benzoslenzoles derivatives have been synthesized and twelveof them have not been reported. The reaction conditions were optimized to cheaparomatic amines as raw material, the product of one-pot synthesis, without separationand purification of intermediate products, saving time, mild conditions; Preparation ofcarbon-supported nano-copper catalyst to replace the traditional CuI catalyst leads toimprove yield of the reaction and be easy to reuse.Chapter4. Eight2-arylamino-selenazolo[5,4-b]pyridines were synthesized. Thein vitro anticancer activities of the products were screen by MTT assay against human breast carcinoma MCF-7cells, human hepatoma HepG2cells and human normalhepatic cell. The results showed that the compound4h exhibits significant inhibitionto caner cells and possesses great selectivity to MCF-7cancer cell with IC50value of22.51μg/mL. In vitro antioxidant activities of the products were evaluated by usingtwo different radical scavenging assays, namely, the ABTS assay and DPPH assay.The results showed that2-arylamino-selenazolo[5,4-b]pyridines could effectivelyscavenge the ABTS and DPPH free radicals in a time-and dose-dependent manner.In the paper, we have developed more convenient ways to successfullysynthesized30compounds including organic diselenides, benzoslenzoles andselenazolopyridines. The use of inexpensive and non-toxic catalyst conforms to thedevelopment trend and requirements of green chemistry. The organic diselenides andselenazolopyridines were found to inhibit cancer cell growth in a dose-dependentmanner.