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Recyclization of 9-bromocotarnine under the action of haloacylhetarenes. Synthesis and biological activity of the 4-heteroaroyl-9-bromo-1,2-dihydro-6-methoxy-7,8-methylenedioxy-3-benzazepines
Authors:A A Zubenko  L N Divaeva  A S Morkovnik  V G Kartsev  Y D Drobin  N M Serbinovskaya  L N Fetisov  A N Bodryakov  M A Bodryakova  L A Lyashenko  A I Klimenko
Institution:1.Institute of Organic and Physical Chemistry,South Federal University,Rostov-on-Don,Russia;2.North-Caucasian Zonal Scientific Research Veterinary Institute,Novocherkassk,Russia;3.InterBioScreen Ltd,Moscow oblast, Chernogolovka,Russia;4.Federal State Educational Institution of Higher Professional Education,Don State Agrarian University,Novocherkassk,Russia
Abstract:Reaction of 9-bromocotarnine with heterocyclic α-halo ketones is accompanied by the expansion of the six-membered dihydropyridine ring to seven-membered dihydroazepine one and leads to previously unknown 4-heteroaroyl-9-bromo-3-methyl-1,2-dihydro-6-methoxy-7,8-methylenedioxy-3-benzazepines. It has been shown that some of the resulting compounds exhibit a significant antibacterial activity against Staphylococcus aureus and Escherichia coli. At the same time, the synthesized benzazepines have shown no significant protistocidal activity against Colpoda steinii and fungistatic activity against Penicillium italicum.
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