SYNTHESIS OF S-PHTALIMIDALKIL ESTERS 4-SUBSTITUTED BENZENTHIOSULPHOACIDSAND COMPUTER VIRTUAL SCREENING OF THEIR BIOLOGICAL ACTIVITY

2018;
118-127
1
Lviv Polytechnic National University
2
NATIONAL UNIVERSITY OF FOOD TECHNOLOGIES
3
Lviv Polytechnic National University
4
Lviv Polytechnic National University
5
Lviv Polytechnic National University
6
Lviv Polytechnic National University

Esters of thiosulfonic acids, both synthetic and natural, are the subject of ongoing research in organic, pharmaceutical and medical chemistry, as they are promising biologically active substances with a wide range of biological effects. They demonstrate antitumor, antiviral activity and a wide range of antimicrobial activity, have a positive effect on the cardiovascular system, in particular the substances showing potential antithrombotic activity in vitro .

Potential anti-cancer agents are known compounds of the phthalimide moiety, since phthalimides are well known cytotoxic intercalators of DNA.

Substances with phtalimide particle are admitted as potential anti-cancer agents, whereas phthalimides well khown as cytotoxic intercalators of DNA.

Targeting to find new biologically active compounds - promising substances for the synthesis of new pharmaceuticals of various uses, it is essential to synthesize previously not discovered  S-phthalimidaalkyl esters of 4-substituted benzethiosulfonic acids.

Sodium 4-substituted benzethiosulfonates were used as initial compounds for the synthesis of the target products of S-phthalimidoalkyl esters of 4-substituted benzethiosulfonic acids. In the reaction of the nucleophilic substitution of the bromine side atoms of the 2- (3-bromo-ethyl) -isoindole-1,3-dione or 2- (2-bromopropyl) -isoindole-1,3-dione to the thiosulfonate fragment.

As a result, preparative methods for the interaction of salts of aromatic thiosulfonic acids with phthalimidalkyl derivatives were proposed. The physical-chemical characteristics of synthesized thiosulfonate derivatives with phthalimidalkyl fragment were disclosed using modern research methods.

To intensify process, at the initial stage of the search for pharmacologically active substances, the authors used new modern approaches to the organization of researches.

Using the in silico method, namely the PERS (Prediction of Activity Spectra for Substances) program, the direction of further experimental biological research of synthesized compounds was established for those types of biological activity selected by the program mentioned above. The promises of new thiosulfoesters as inhibitors of various enzymes are presented, and these compounds can be promising in the research for new antitumor, antithrombotic and antiviral substances.

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