Provider: - Institution: - Data provided by Europeana Collections- Pripravljeno je dvadeset i pet modelnih β-aminoalkohola (β-aa) podijeljenih u tri skupine sobzirom na način sinteze. Prva skupina spojeva sintetizirana je katalitičkom amonolizom racemičnih derivata stiren-oksida (43a-50a), druga skupina amonolizom glicidil-fenil-etera (57-65), a treća amonolizom simetričnih meso-epoksida (71-78). Sintetizirani spojevi suracemične smjese R- i S-enantiomera. Razvijene su enantioselektivne tekućinsko kromatografske metode za njihovo odjeljivanje na četiri „kiralne kolone“, uz detekciju spojeva UV-detektorom s nizom fotodioda. Za svaku kombinaciju sastava pokretne faze i polisaharidne kiralne nepokretne faze razmatrani su enantio-kromatografski pokazatelji (k1, α, Rs). Za potvrdu redoslijeda ispiranja enantiomera (R- ili S-) s kolone, pripravljeni su enantiomerno čisti predstavnici triju skupina β-aa. Na temelju rezultata enantioselektivne analize predloženi su mogući mehanizmi kiralnog prepoznavanja modelnih β-aa. Primjenjivost razvijenih metoda potvrđena je odjeljivanjem enantiomera četiriju kardiovaskularnih lijekova čija je djelatna tvar po sastavu β-aa: atenolola, sotalola, bisoprolola i karvedilola. Kolona Chiralcel OD pokazala se učinkovitom za odvajanje enantiomera kako modelnih β-aa tako i kardiovaskularnih lijekova.- Synthesis of twenty five model β-amino alcohols (β-aa) is described. Based on the synthetic approach applied for preparation, three classes of β-aa are identified: the first class is made by catalytic amonolysis of racemic derivatives of styrene oxide (43a-50a), the second by amonolysis of ethyl glycidyl ether (57-65) and the third by amonolysis of symmetric mesoepoxides(71-78). Prepared compounds were racemic mixtures of R- and S- enantiomers and efficient analytical methods for enantioseparation were developed using “chiral columns” connected with high performance liquid chromatograph and UV diode-array detector. For each combination of mobile phase composition and polysaccharide-based stationary phase, enantio-chromatographic parameters were studied (k1, Rs, α). For confirmation of enantiomerelution order (R- or S-) from the column, enantioenriched representative compounds were synthetized. Based on the enantioselective chromatography results mechanisms of chiral recognition of β-aa were proposed. Applicability of developed enantioselective methods was confirmed on four cardiovascular drugs with β-aa moiety: atenolol, sotalol, bisoprolol, carvedilol. It was found that the best enantioseparation of model β-amino alcohols and tested cardiovascular drugs was obtained with Chiralcel OD column.- All metadata published by Europeana are available free of restriction under the Creative Commons CC0 1.0 Universal Public Domain Dedication. However, Europeana requests that you actively acknowledge and give attribution to all metadata sources including Europeana