SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SELENO(MERCURY)HALOGEN-CONTAINING BENZOTHIAZOLE DERIVATIVES

Abstract

Derivatives of benzothiazole are sufficiently well researched as substrates for obtaining a number of condensed and hybrid polycyclic heterocycles that exhibit various biological activities, namely, they exhibit anticancer, antimicrobial, antioxidant activity, can be used as antidiabetic agents, analgesics, and inhibitors of viral infections. In this work, the possibility of seleno- and mercury-induced cyclization of 2-cinnamylthiobenzothiazole and the prospect of the usage of seleno- and mercury-containing benzothiazole derivatives as bactericidal and fungicidal agents are investigated. It was established that non-regioselective selenium-induced cyclization of 2-cinnamylbenzothiazole occurs during the reaction of 2-cinnamylthiobenzothiazole with the mixture of selenium dioxide and hydrobromic acid in a chloroform medium; reaction leads to the formation of a mixture of selenium-containing regioisomers of 4-phenyl-3-(tribromo-l4-selanyl)-3,4-dihydro-2H-[1,3]thiazino[2,3-b][1,3]benzothiazolium bromide and 4,4-dibromo-3-[bromo(phenyl)methyl]-3,4-dihydro-2H-4l4-[1,4,3]thiaselenazino[2,3-b][1,3]benzothiazolium bromide. On the other hand, a molecular complex is formed in a ratio of 1:1, when mercuriating of 2-cinnamylthiobenzothiazole with mercury chloride,. Experimentally determined fungicidal properties of seleno-, mercury-, and tellurium-containing derivatives of benzothiazole indicate the prospect of their use as bactericidal and antifungal agents
 Keywords: 2-cinnamylthiobenzothiazole; thiazino[2,3-b][1,3]benzothiazolium, thiaselenazino[2,3-b][1,3]benzothiazolium, molecular complex, fungicidal activity.