Abstract
In the modern science, priority is given for the search of biological active compounds with specific properties. As a result of experimental data, it was found that in the reaction between N-(β-D-glycopyranosyl)-semicarbazide and the Lawesson reagent (2,4-bis(p-methoxyphenyl)-1,3-dithiadiphosphetane 2,4-disulfide) at the ratio 1:1 in pyridine when boiling under reflux in a water bath for 20 - 35 minutes, a new synthetic compound N-(β-D-glycopyranosyl)-thiosemicarbazide is formed. The individuality and structure of the target products were confirmed by 13C NMR spectroscopy, 1H NMR spectroscopy, IR spectroscopy, and elemental analysis. For the synthesized new compounds of N-(β-D-glycopyranosyl)-thiosemicarbazides, the probability of pharmacological and toxic effects were predicted by the computer method in silico. From the synthesized compounds N-(β-D-galactopyranosyl)-thiosemicarbazide, the probability of antibacterial (antibacterial) activity is predicted (Pa/Pi 0.544/0.013). The antibacterial activity of the compound (4) was confirmed in a test for salmonella infection of lambs, salmonellosis of calves, and colipathogenic E. coli serotypes. An experimental study by the in vitro method made it possible to conclude that the new synthetic compound N-(β-D-galactopyranosyl)-thiosemicarbazide in the studied concentrations has a pronounced bactericidal and bacteriostatic effect. The synthetic new compound N-(β-D-glyco- pyranosyl)-thiosemicarbazide is a promising compound for further study.
Highlights
IntroductionIt is widely known that carbohydrates can play a transport role in the body
In recent years, thiosemicarbazides have attracted more and more attention from researchers, based on which it is possible to form a variety of derivatives that are used in medicine as drugs with antimicrobial, anti-tuberculosis, antitumor, antifungal effects [1] [2].It is widely known that carbohydrates can play a transport role in the body
Our study aims to develop a new method for the synthesis of carbohydrate-containing derivatives of thiosemicarbazides based on the reactions of N-glycosylated semicarbazides when interacting with the Lawesson reagent and to study their biological properties
Summary
It is widely known that carbohydrates can play a transport role in the body. The search for ways to obtain new carbohydrate-containing derivatives of thiosemicarbazides is of fundamental importance for modern pharmacology. For this purpose, we carried out prospecting work on the selection of reaction conditions for obtaining carbohydrate-containing derivatives of thiosemicarbazides. It is known that the Lawesson reagent was successfully used in the thionation of the carbonyl group of many classes of organic compounds [3] [4] [5]. The reaction of thionization of carbohydrate-containing semicarbazides using the Lawesson reagent to obtain thiosemicarbazides is still not sufficiently studied
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