o:15598 Razvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijuma doktorska disertacija Development of a new methodology for the synthesis of biologically active azepine and thiepine derivatives - palladium-catalyzed double N- and S-arylation. : doctoral dissertation sr Razvijena je nova metoda za sintezu azepinskih i tiepinskih derivata, zasnovana na dvostrukom N- i S-arilovanju katalizovanom kompleksima paladijuma. Izborom odgovarajućeg liganda, standardizovani su reakcioni uslovi za sintezu N- i S-tricikličnih sistema u jednom koraku, polazeći iz odgovarajućih Z-stilbena. Optimizovani reakcioni uslovi primenjeni su u sintezi novih azepina i tiepina. Daljim strukturnim modifikacijama osnovnog tiepinskog sistema, sintetisani su novi tiepinski derivati. Određena je antibakterijska i antifungalna aktivnost sintetisanih jedinjenja. Ispitana je njihova toksičnost, a urađeni su i preliminarni eksperimenti s ciljem određivanja mehanizma antifungalnog dejstva tiepinskih molekula. Na osnovu dobijenih rezultata ispitivanja antifungalne aktivnosti i toksičnosti, može se zaključiti da bi testirani tiepini mogli biti osnova za razvoj novih antifungalnih terapeutika. Novel methodology for the synthesis of azepine and thiepine compounds, based on the palladium-catalyzed double N- and S-arylation reaction is reported. Reaction conditions for the preparation of N- and S-tricyclic products in one step from the appropriate stilbenes were standardized by choosing appropriate ligands. This optimized methodology was successfully applied for the synthesis of new azepine and thiepine derivatives. Structural modifications of the initial S-tricyclic core afforded a novel series of thiepine derivatives. The synthesized compounds were evaluated for their antibacterial and antifungal activities. The assessment of toxicity (lethality and teratogenicity) and preliminary tests of possible mechanism of action on the fungal cell of selected thiepines were performed. Results obtained from biological activity and toxicity screenings encourage further structure optimizations. Prirodne nauke - Organska hemija, medicinska hemija / Life sciences - Organic chemistry, medicinal chemistry Datum odbrane: 06.02.2017. N-arilovanje / S-arilovanje / paladijum / azepin / tiepin / antibakterijska aktivnost / antifungalna aktivnost N-arylation / S- arylation / palladium / azepine / thiepine / antibacterial activity / antifungal activity yes 48953359 91552101 4967 91552100 48953359 2017-05-30T13:34:17.053Z 45 no 46 mentor Nina S., 1986- Božinović 2017 63 mentor Bogdan, 1951- Šolaja 2017 63 mentor Igor, 1977- Opsenica 2017 63 član komisije Dragana, 1967- Milić 2017 63 član komisije Jasmina Nikodinović-Runić 2017 108 listova 4593409 http://phaidrabg.bg.ac.rs/o:15598 no yes 4 2017-05-30T13:34:17.320Z 70 11 1066775 1066794 1066797 11 1067094 N-arilovanje / S-arilovanje / paladijum / azepin / tiepin / antibakterijskaaktivnost / antifungalna aktivnost N-arylation / S- arylation / palladium / azepine / thiepine / antibacterial activity/ antifungal activity 1738 11A19 2017