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The ketene dithioacetal 3 generated from 2-nitroperchlorobutadiene 1 reacted with various heterocyclic amines and aliphatic, aromatic and heterocyclic thiols to produce functionalized new ketene-N,S,S-acetals and S,S,S-acetals 4a-f, 5a-h as heterocyclic dithiolanes. They were separated/purified by chromatographic methods and their exact structure characterization were made clear by spectroscopic methods. These compounds synthesized could act as effective drugs for versatile activity. Evaluation of the antimicrobial effect of the obtained substances determined derivatives 4e and 5h, which have MIC=15.6 μg/mL for the test culture of Mycobacterium luteum bacteria closing to the control drug Vancomycin. The obtained compounds can be proposed as a promising synthetic objects for future molecular design to enhance the antimicrobial action. Ketene dithioacetals 3, 4a, 4b, 4e, 5g (50 mg/kg) exhibited antiseizure effect comparable with reference drug (valproic acid) on the model of pentylenetetrazole-induced convulsions after single oral administration both at 3 h and 24 h. Furthermore, tested dithioacetals possessed prolonged antidepressant activity in forced swim test (FST) considerable decreasing the duration of immobility time compared to reference drug amitriptyline. This is the first study of the investigation of anticonvulsant and antidepressant activities of ketene dithioacetals.

Esters of thiosulfoacids demonstrate a wide range of biological activity. One of their effects is the influence on the metabolism of proteins and lipids in the body. Therefore, the purpose of our experiment was to study the impact of synthesized thiosulfonates on the total content of proteins and phospholipids, as well as their spectrum in the blood, liver, and kidney of rats. For the experiment, allyl, ethyl, and methyl esters of thiosulfoacid were used. The protein profile of rat tissues was investigated by electrophoresis, and the ratio of different fractions of phospholipids by thin-layer chromatography. Our results have shown that short-term administration of thiosulfonates in a dose of 300 mg/kg of body weight did not cause significant changes in the content of total protein and its fractions in liver tissue, whereas the effect of allyl and ethyl esters of thiosulfoacid was accompanied by an increase in the total protein and albumin in the blood plasma. The decrease in total protein was found in the kidney tissue of rats injected with allyl- and methyl thiosulfonates. The newly synthesized compounds did not lead to significant changes in the total content of phospholipids in blood plasma and tissues of rats, except for methyl thiosulfonate, the effect of which was accompanied by an increase in the total phospholipids in the liver of rats. These data may indicate an adaptive reaction of the rat’s organism. Tissue-specific features of the phospholipid spectrum were detected in rats after short-term exposure to thiosulfonates. The most significant effect on the phospholipid profile in the blood was shown for allyl- and ethyl esters of thiosulfoacid. Their action was accompanied by a decrease in the phosphatidylserine and phosphatidylinositol fractions, while phosphatidylethanolamine and phosphatidylcholine increased, respectively. Esters of thiosulfoacid significantly influenced the ratio of different fractions of phospholipids in the liver and kidney tissues. The phospholipid composition of the liver was more influenced by the allyl and methyl esters of thiosulfoacid, whereas for the kidney tissue a greater effect was observed for ethyl and methyl esters. Thus, the action of allyl ester of thiosulfoacid caused a decrease in the asymmetry coefficient of hepatocyte membranes, indicating an elevation of the lipid bilayer saturation and the increase of membrane microviscosity. Similar changes were found in the kidney of rats treated with allyl- and ethyl thiosulfonates.

Background. The development of environmentally safe preparations with antimicrobial activity on microorganism-phytopathogens. Objective. Determination of antimicrobial activity of compositions alilthiosulfonate (ATS) and metylthiosulfonate (MTS) with surface-active rhamnolipid biocomplex (RBC) on phytopathogens Agrobacterium tumefaciens and Сlavibacter michiganensis . Methods. Investigation in vitro of antimicrobial activity of compositions based on thiosulfonates and rhamnolipid biocomplex on microorganism-phytopathogens A. tumefaciens and C. michiganensis in accordance with the minimum inhibitory concentration and minimum bactericidic concentrations of developed compositions. Studies of biosurfactant effect on permeability of cell membraines. Results. It is shown that the composition of methyl- and alilthiosulfanilates with RBC are more activе and have lower values of minimum inhibitory and bactericidic concentrations than ATS and MTS alone – on average by 50 %. Conclusions. The results showed the prospects of rhamnolipid-biosurfactants use for creation of highly effective compositions with biocides for plant protection .

Novel 4-thiazolone derivatives of N-aryl-β-alanines are synthesized by reaction of (I) with monochloroacetic acid or maleic anhydride.

Derivatives of 5,8-quinolinequinone have stimulated considerable interest as biologically active compounds [1], but no data are available on synthesis of its derivatives containing a thiosulfonate moiety. Continuing our research on thiosulfonic acid esters in the heterocyclic series [2, 3], we have studied the reaction of thiosulfonic acid salts with 6,7-dichloroquinoline-5,8-quinone. In acetone at low temperature (from -18 to -10°C), the chlorine atoms are easily substituted by a thiosulfonate moiety with formation of two monosubstitution products 3a,b and 4a,b with a predominant amount of 3a,b, and also compound 5, the amount of which depends on the reaction conditions (temperature, solvent, and rate at which the salt 2a,b is added). The structure of the products 3a,b and 4a,b obtained has been confirmed by elemental analysis, IR spectroscopy, and an alternate synthesis for verifying identity.

S-Esters of 8-quinolinethiosulfonic acid were synthesized and tested for antimicrobial activity.