Anastasia Yermolinskaya

Anastasia Yermolinskaya

The National Academy of Sciences of Belarus, Belarus
Synthesis of Arylsulfonamides Based on 4, 4'-Oxydibenzoic Acid
Abstract:

Obtaining new compounds with pharmacological properties is possible by creating structures, which may include fragments of various biologically active compounds connected by such bonds as amide, sulfonamide or ester, which are easily broken down in the body by enzymes. Thus, these molecules can either exert an independent pharmacological effect after delivering them to the corresponding organs in the human body, or enhance the effect of each other, showing synergism.

The heterocyclic 2-aminopyrimidine system is one of important pharmacophores responsible for the biological properties of its derivatives. Derivatives were obtained on the basis of 2-aminopyrimidine, a wide spectrum of antitumor activity of which makes them an attractive object of organic synthesis and arouses interest in rationalizing the methods for their preparation. Amides and sulfonamides of oxydibenzoic acid exhibit various types of biological activity and used to treat malaria, leprosy, infections caused by mycobacteria, cognitive impairment, Alzheimer's disease, treat cancer, etc.  We propose the methodology for the synthesis of sulfonamides based on derivatives of 2-arylaminopyrimidine and oxydibenzoic acid. This methodology includes the design of amide molecules using pharmacophore modeling, effective methods for the synthesis of key precursors and target compounds. New sulfonamides of 4-(4-carboxyphenyl)-3-sulfobenzoic acid containing fragments of heterocyclic amines (pyridine and pyrimidine) with preparative yields of 75-87% were synthesized. Experimental samples of the new sulfonamides of oxydibenzoic acid were synthesized for subsequent biological tests for antitumor activity on cell lines.