Naslov
Determination of aqueous stability and degradation products of series of coumarin dimers

Autori
Dragojević, Snježana ; Šunjić, Vitomir ; Bencetić-Mihaljević, Vlatka ; Ralić, Jovica ; Mesić, Milan ; Jivkov Elenkov, Ivaylo ; Filipović Sučić, Anita ; Čempuh klonkay, Andreja ; Lerman, Lidija ; Ilijaš, Marina ; Gabelica-Marković, Vesna ; Malnar, Ivica

Izvornik
Journal of pharmaceutical and biomedical analysis (0731-7085) 54 (2011), 1; 37-47

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
aqueous stability; coumarin dimers; HPLC-DAD-MS analysis; decomposition rate; metabolic stablity

Sažetak
The stability in aqueous solution of five classes of coumarin dimers (I–V, compounds 1–29) was studied by HPLC–MS/MS at various pH values. The relationship between chemical structure and stability is discussed. It was found that dimeric compounds with strong electron withdrawing groups (EWGs) on the alfa-carbon to the bridging C-atom are stable at all pH values, whereas other derivatives undergo retro-Michael addition at rates which are also affected by the substituents on the aromatic rings. In some casesformation of stable isomers or oxidation products was observed. In order to evaluate their developability and potential for progression to in vivo studies, representative compounds were tested in an in vitro microsomal stability assay.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA