Pregled bibliografske jedinice broj: 790607
Chemical fate of antidepressant paroxetine. Computational study of radical-mediated rearrangements and base-induced elimination reactions of chlorinated metabolites.
Chemical fate of antidepressant paroxetine. Computational study of radical-mediated rearrangements and base-induced elimination reactions of chlorinated metabolites. // 5. hrvatski kongres farmacije s međunarodnim sudjelovanjem. Farmaceutska izvrsnost u službi zdravlja. / Zorc, Branka (ur.).
Rovinj: Hrvatsko farmaceutsko društvo, 2015. str. 47-47 (pozvano predavanje, domaća recenzija, sažetak, ostalo)
CROSBI ID: 790607 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Chemical fate of antidepressant paroxetine. Computational study of radical-mediated rearrangements and base-induced elimination reactions of chlorinated metabolites.
Autori
Šakić, Davor ; Achrainer, Florian ; Vrček, Valerije ; Zipse, Hendrik
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, ostalo
Izvornik
5. hrvatski kongres farmacije s međunarodnim sudjelovanjem. Farmaceutska izvrsnost u službi zdravlja.
/ Zorc, Branka - Rovinj : Hrvatsko farmaceutsko društvo, 2015, 47-47
ISBN
978-953-7897-05-5
Skup
5. hrvatski kongres farmacije s međunarodnim sudjelovanjem. Farmaceutska izvrsnost u službi zdravlja.
Mjesto i datum
Rovinj, Hrvatska, 21.05.2015. - 24.05.2015
Vrsta sudjelovanja
Pozvano predavanje
Vrsta recenzije
Domaća recenzija
Ključne riječi
paroxetine; quantum-chemical study; radical rearrangements
Sažetak
Quantum chemical calculations have been used to model reactions which are important for understanding the chemical fate of paroxetine-derived metabolites in the environment. To explain the experimental observation that the loss of water and/or formation of imines occurs along the degradation pathway of paroxetine, four different mechanisms of radical-induced dehydrations, and two different base-catalyzed reactions of chlorinated 4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine derivative have been considered. The elimination of water from the N-centered radical cation, which results in the formation of an imine intermediate, has been theoretically evaluated as the most feasible process. Dehydrochlorination with subsequent formation of imine or intramolecular addition to double bond/nitrogen atom has been investigated in basic solution1. The predicted energy barriers are within the barrier limits set by experimental measurements. Several new structures, which comply with the available experimental data, have been proposed as conceivable products relevant for the chemical and environmental fate of antidepressant paroxetine, but also for biologically related substrates. The interplay between theory and experiment shows the way in which quantum chemical methods can be used to supplement experimental studies.
Izvorni jezik
Engleski
Znanstvena područja
Farmacija
POVEZANOST RADA
Ustanove:
Farmaceutsko-biokemijski fakultet, Zagreb
