ZIOC scientists synthesized new water-soluble substances with high antiproliferative activity

Nitrogen- and sulfur-containing heterocyclic structures have a wide range of biological activity and are part of a large number of drugs. Among these compounds, an active search for substances for use in medicine and pharmaceuticals continues. However, the design and synthesis of the target molecule is only the initial step of this process. The physicochemical properties of the resulting structures play an equally important role. Thus, the high water solubility of bioactive substances ensures their high bioavailability.

Scientists of the Laboratory of Nitrogen-Containing Compounds are actively conducting research on the synthesis of polysulfur- and nitrogen-containing heterocycles, as well as studying their biological properties. Previously, they have obtained oxindole derivatives with high antiproliferative activity, but they were practically insoluble in water. In one of their recent works, scientists developed a simple method for the synthesis of water-soluble potassium 3-[(imidazotriazin-3-yl)thio]-2-oxoquinoline-4-carboxylates based on a new reversible transformation of imidazothiazolotriazine derivatives in the presence of potassium hydroxide. The resulting compounds were tested for antiproliferative activity in vitro on 60 cancer cell lines. Most of the synthesized structures demonstrated high antiproliferative activity with an average GI50 < 10 μM. The results obtained will become the starting point for the search for effective and bioavailable substances for the development of anticancer drugs based on them.

Source:

Alexei N. Izmest’ev, Angelina N. Kravchenko, Galina A. Gazieva A new reversible transformation of oxindolylidene derivatives of imidazothiazolotriazine into 3-[(imidazotriazin-3-yl)thio]-2-oxoquinoline-4-carboxylates // Org. Biomol. Chem., 2023, 21, 1827-1834. DOI: 10.1039/d2ob02242g.