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Development of a new methodology for the synthesis of biologically active azepine and thiepine derivatives - palladium-catalyzed double N- and S-arylation.

dc.contributor.advisorŠolaja, Bogdan
dc.contributor.otherOpsenica, Igor
dc.contributor.otherMilić, Dragana
dc.contributor.otherNikodinović-Runić, Jasmina
dc.creatorBožinović, Nina S.
dc.date.accessioned2017-05-31T10:17:04Z
dc.date.available2017-05-31T10:17:04Z
dc.date.available2020-07-03T10:14:42Z
dc.date.issued2017-02-06
dc.identifier.urihttp://eteze.bg.ac.rs/application/showtheses?thesesId=4967
dc.identifier.urihttp://nardus.mpn.gov.rs/handle/123456789/8117
dc.identifier.urihttps://fedorabg.bg.ac.rs/fedora/get/o:15598/bdef:Content/download
dc.identifier.urihttp://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48953359
dc.description.abstractRazvijena 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.sr
dc.description.abstractNovel 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.en
dc.formatapplication/pdf
dc.languagesr
dc.publisherУниверзитет у Београду, Хемијски факултетsr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172008/RS//
dc.rightsopenAccessen
dc.sourceУниверзитет у Београдуsr
dc.subjectN-arilovanjesr
dc.subjectN-arylationen
dc.subjectS- arylationen
dc.subjectpalladiumen
dc.subjectazepineen
dc.subjectthiepineen
dc.subjectantibacterial activityen
dc.subjectantifungal activityen
dc.subjectS-arilovanjesr
dc.subjectpaladijumsr
dc.subjectazepinsr
dc.subjecttiepinsr
dc.subjectantibakterijska aktivnostsr
dc.subjectantifungalna aktivnostsr
dc.titleRazvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijumasr
dc.title.alternativeDevelopment of a new methodology for the synthesis of biologically active azepine and thiepine derivatives - palladium-catalyzed double N- and S-arylation.en
dc.typedoctoralThesis
dc.rights.licenseBY-NC-ND
dcterms.abstractШолаја, Богдан; Никодиновић-Рунић, Јасмина; Опсеница, Игор; Милић, Драгана; Божиновић, Нина С.; Развој методе за синтезу биолошких активних азепинских и тиепинских деривата - двоструко Н- и С-ариловање катализовано комплексима паладијума; Развој методе за синтезу биолошких активних азепинских и тиепинских деривата - двоструко Н- и С-ариловање катализовано комплексима паладијума;
dc.identifier.fulltexthttp://nardus.mpn.gov.rs/bitstream/id/29835/Disertacija.pdf
dc.identifier.fulltexthttp://nardus.mpn.gov.rs/bitstream/id/29836/IzvestajKomisije9330.pdf


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