Stasevych M. Functionalized derivatives of 1(2)-amino-9,10-anthracenedione: synthesis and biological activity

The thesis is devoted to the development of a methodology for the directed structural modification of 1(2)-amino-9,10-anthracenediones for obtaining new 9,10-dioxoanthracenyl functionalization derivatives with practically valuable properties. Method of synthesis of N-acylaminoanthracene-9,10-diones using acylating system, a strong carboxylic acid-ammonium thiocyanate, is proposed. A method of structural modification of 2-chloro-N-(9,10-dioxo-9,10-dihydroanthracenyl)acetamides with amino acid, thiocyanate, thiazolidine and dithiocarbamate fragments has been developed. The order of N-benzoyl-N'-thioureas of 9,10-anthracenediones was expanded and 1,2,3-substituted guanidines and azole derivatives were obtained. The synthesis of new 1H-pyrrolylanthracene-9,10-diones has been carried out. The synthetic potential of 9,10-dioxoanthracenyldiazonium salts in the preparation of new dithiocarbamate, pyridine, 1,2,3-triazole, hydrazone, anthra[1,2-d][1,2,3]triazine-4,7,12(3H)-trione, 6H-naphtho[2,3-h]pyrido[2,1-b]quinazoline-6,9,14-trione derivatives was showed.Compounds with selective antibacterial, antifungal, antioxidant, antiplatelet, antiviral, anticonvulsant, tyrosine protein kinase, and antitumor effect, and moderately toxic substances derivatives with pleiotropic effect were found.