Sinteza i karakterizacija novih oksimskih derivata heterostilbena kao potencijalnih reaktivatora kolinesteraza

U cilju proučavanja djelovanja oksimskih derivata heterostilbena kao reaktivatora kolinesteraza sintetizirani su novi spojevi 15 – 21. Dobivanje željenih spojeva započinje Wittigovom reakcijom kojom su sintetizirani heterostilbeni 1 – 7, koji su Vilsmeier-Haackovim formiliranjem prevedeni u aldehide 8 – 14. Na njima je provedena reakcija u cilju dobivanja oksimskih derivata 15 – 21, koji do sada literaturno nisu poznati. Očekivani produkti bili su cis- i trans- izomeri spojeva 15 – 21, s nizom različitih supstituenata vezanih u para- položaju benzenskog prstena. U konačnici, u svakoj provedenoj reakciji dobivanja oksima nastala su četiri izomera, s obzirom na konfiguraciju dvostruke veze ugljika, te s obzirom na konfiguraciju dvostruke veze između ugljika i dušika oksimske skupine. Svaki dobiveni oksimski derivat 15 – 21 može zauzeti četiri različita izomerna oblika: cis, syn-, trans, syn-, cis, anti-, trans, anti-. Svi novi spojevi okarakterizirani su spektroskopskim metodama, a za one dobivene u dovoljnoj količini bit će ispitana reaktivacijska aktivnost prema humanim enzimima AChE i BChE. For the purpose of studying the effect of oxime derivatives of heterostilbene as a cholinesterase reactivators, new compounds 15 – 21 were synthesized. Starting ompounds 1 – 7 were synthesized using the Wittig reaction, and they are converted to the aldehydes 8 – 14 by Vilsmeier-Haack formylation. In order to obtain previously unknown oximes 15 – 21, oximation was carried out. The expected products were the cis- and trans- isomers of compounds 15 – 21, which contain different substituents bound in the para-position of the benzene ring. Finally, in each reaction of oxime formation, four isomers were obtained, considering to the configuration of the carbon-carbon double bond, and to the double bond between the carbon and nitrogen of the oxime group. Each obtained oxime derivative 15 – 21 can take four different isomeric forms: cis, syn-, trans, syn-, cis, anti-, trans, anti-. All new compounds were characterized by spectroscopic methods, and for those obtained in sufficient quantities, the reactivation activity against human enzymes AChE and BChE will be tested.