1,3,4,6-TETRACARBONYL SYSTEMS. PART 8.* SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 2(5)-HALOGENATED DERIVATIVES OF 1,3,4,6-TETRACARBONYL COMPOUNDS

摘要

Halogenation of 1,3-dicarbonyl compounds (DCC) is known to form 2-halo derivatives that exhibit, in contrast with many starting DCC, pronounced antimicrobila activity [2]. 2-Halo DCC are used to synthesize antimicrobial and antiviral drugs, for example, tebrophen [3,4]. Functionali-zation of DCC by introducing both halogen atoms in the (3-position and a carboxyl group produces biologically active 3-halo-substituted acylpyruvic acids, from which esters, amides, and 2-imino derivatives (I) are obtained [5,6] (Scheme 1). Compounds I possess significant bacteriostatic activity [2, 5 - 10] and are practically nontoxic [6, 10] compared with inactive or weakly active analogs II without a halogen in the dicarbonyl unit. The comparative antimicrobial activity of I and II has been reviewed [6].