Naslov (srp)

Sinteza, karakterizacija i citotoksičnost kompleksa Pd(II), Pt(II) i Pt(IV) sa estrima R[sub]2edda-tipa : Doktorska disertacija

Autor

Zmejkovski, Bojana B.

Doprinosi

Sabo, Tibor
Kaluđerović, Goran
Grgurić-Šipka, Sanja
Juranić, Zorica
Leovac, Vukadin

Opis (eng)

This work describes synthesis, characterization and antiproliferative activity of ligands precursors, esters of ethylenediamine-N,N’-di-3-propanoic acid (H2eddp), (S,S)-ethylenediamine-N,N’-di-2-propanoic acid ((S,S)-H2eddip) and (S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoic acid ((S,S)-H2eddl), as well as their complexes with platinum(IV), platinum(II) and palladium(II). Eight novel esters are synthesized, isopropyl and isobutyl esters of the mentioned acids, and cyclopentyl and cyclohexyl esters of (S,S)-H2eddip. Thionyl-chloride was intoduced into a flask containing absolute alcohol. The corresponding acid is added forming a suspension which was reflucted. All of the esters were obtained as dihydrochlorides: [(S,S)-H2iPr2eddip]Cl2, [(S,S)-H2iBu2eddip]Cl2, [(S,S)-H2cPe2eddip]Cl2, [(S,S)-H2Cy2eddip]Cl2, [H2iPr2eddp]Cl2, [H2iBu2eddp]Cl2, [(S,S)-H2iPr2eddl]Cl2, [(S,S)-H2iBu2eddl]Cl2. Esters were characterized by elemental analysis, IR and NMR spectroscopy. Crystal structures of [(S,S)-H2iPr2eddip]Cl2, [(S,S)-H2cPe2eddip]Cl2 and [(S,S)-H2iBu2eddl]Cl2 are solved by X-ray analyses. While trying to synthesize the cyclopentyl ester of (S,S)-ethylenediamine-N,N'-di-2-(3-methyl)-butanoic acid (S,S)-H2eddv, unexpected crystals suitable for X-ray analysis were obtained and determined - [(S,S)-H4eddv]Br0.17Cl1.83.4C5H9OH. Complexes of platinum(IV) are synthesized in a reaction of potassium-hexachloroplatinate(IV) with esters. Five novel platinum(IV) complexes are obtained: [PtCl4{(S,S)-iPr2eddip}], [PtCl4{(S,S)-iBu2eddip}], [PtCl4{(S,S)-cPe2eddip}], [PtCl4(iPr2eddp)] and [PtCl4(iBu2eddip)]. These complexes are characterized by elemental analysis, IR and NMR spectroscopy...

Opis (srp)

U ovom radu su opisane sinteze, karakterizacija i antiproliferativna aktivnost liganada u obliku hidrohloridnih soli, estara etilendiamin-N,N’-di-3-propanske kiseline (H2eddp), (S,S)-etilendiamin-N,N’-di-2-propanske kiseline ((S,S)-H2eddip) i (S,S)-etilendiamin-N,N’-di-2-(4-metil)-pentanske kiseline ((S,S)-H2eddl), kao i odgovarajućih kompleksa sa platinom(IV), platinom(II) i paladijumom(II). Sintetisano je osam novih estara, a to su izopropil i izobutil estri svih navedenih kiselina, a sa (S,S)-H2eddip dobijeni su i ciklopentil i cikloheksil estri. Ova jedinjenja su dobijena refluktovanjem suspenzije kiseline u odgovarajućem apsolutnom alkoholu kome je prethodno ukapan tionil-hlorid. Svi estri su dobijeni u obliku dihidrohlorida: [(S,S)-H2iPr2eddip]Cl2, [(S,S)-H2iBu2eddip]Cl2, [(S,S)-H2cPe2eddip]Cl2, [(S,S)-H2Cy2eddip]Cl2, [H2iPr2eddp]Cl2, [H2iBu2eddp]Cl2, [(S,S)-H2iPr2eddl]Cl2 i [(S,S)-H2iBu2eddl]Cl2. Estri su okarakterisani elementalnom analizom, infracrvenom i NMR spektroskopijom, a [(S,S)-H2iPr2eddip]Cl2, [(S,S)-H2cPe2eddip]Cl2 i [(S,S)-H2iBu2eddl]Cl2 urađena je i rendgenostrukturna analiza. U pokušaju sinteze ciklopentil estra (S,S)-etilendiamin-N,N'-di-2-(3-metil)-butanske kiseline (S,S)-H2eddv, dobijeni su neočekivani monokristali sastava [(S,S)-H4eddv]Br0,17Cl1,83.4C5H9OH. Kompleksi platine(IV) dobijeni su u reakciji natrijum- ili kalijum-heksahloroplatinata(IV) sa navedenim estrima. Sintetisano je pet novih kompleksa platine(IV): [PtCl4{(S,S)-iPr2eddip}], [PtCl4{(S,S)-iBu2eddip}], [PtCl4{(S,S)-cPe2eddip}], [PtCl4(iPr2eddp)] i [PtCl4(iBu2eddp)]. Ovi kompleksi su okarakterisani elementalnom analizom, infracrvenom i NMR spektroskopijom. Kristalna struktura određena je kompleksima [PtCl4{(S,S)-iPr2eddip}] i [PtCl4{(S,S)-cPe2eddip}]. Kompleksi platine(II) dobijeni su u reakciji kalijum-tetrahloroplatinata(II) sa estrima. Sintetisano je tri nova kompleksa platine(II): [PtCl2{(S,S)-iPr2eddip}], [PtCl2{(S,S)-iBu2eddip}] i [PtCl2{(S,S)-cPe2eddip}]. Ovi kompleksi su okarakterisani elementalnom analizom, infracrvenom i NMR spektroskopijom. Sedam novih kompleksa paladijuma(II): [PdCl2{(S,S)-iPr2eddip}], [PdCl{(S,S)-iPreddip}], [PdCl2{(S,S)-iBu2eddip}], [PdCl2{(S,S)-cPe2eddip}], [PdCl2{(S,S)-Cy2eddip}], [PdCl2{(S,S)-iPr2eddl}] i [PdCl2{(S,S)-iBu2eddl}] dobijeno je u reakciji kalijum-tetrahloropaladata(II) sa estrima. Ovi kompleksi su okarakterisani elementalnom analizom, infracrvenom i NMR spektroskopijom...

Opis (srp)

Hemija - neorganska hemija / Chemistry - inorganic chemistry Datum odbrane: 27.05.2010.

Jezik

srpski

Datum

2010

Licenca

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