Naslov
New hydroxy substituted acrylonitrile imidazo[4,5-b]pyridines as potential antioxidants and pH sensors

Autori
Boček Pavlinac, Ida ; Dragić, Mirna ; Starčević, Kristina ; Hranjec, Marijana

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
28th Croatian Meeting of Chemists and Chemical Engineers, Book of abstracts / Rogošić, Marko - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2023, 59-59

Skup
28th Croatian Meeting of Chemists and Chemical Engineers

Mjesto i datum
Rovinj, Hrvatska, 28.03.2023. - 31.03.2023

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
imidazo[4, 5-b]pyridine, synthesis, antioxidative activity

Sažetak
Many biological and geochemical processes occur in water and can cause changes in pH value. pH monitoring is especially important in acidic medium for exploring processes in lysosomes and endosomes in the living cells. For maintaining homeostasis, it is very important to obtain balance between reactive oxygen species and antioxidants. In this work we prepared imidazo[4, 5-b]pyridine derived acrylonitriles in order to investigate their antioxidative and pH sensing properties. We investigated how different substituents placed at N3 position of imidazo[4, 5-b]pyridine core as well as bromo-substituent at position 6, influence antioxidative activity in the presence of various number of hydroxy groups placed at phenyl core. The synthesis started with the amination of the pyridine core followed by the reduction of nitro group to amino. Obtained 2, 3-diaminopyridine compounds reacted with ethyl-cyanoacetate. In the final step of the synthesis 2-cyanomethylimidazo[4, 5-b]pyridine derivatives reacted with hydroxy substituted benzaldehydes. The structures of newly prepared compounds were confirmed by means of 1H and 13C NMR spectroscopy as well as MS spectrometry. pH spectroscopic titrations were performed in order to determine possible application as pH sensors in solutions followed by determination of pKa values experimentally. Compounds were tested for their antioxidative activity in vitro by using spectroscopic methods such as ABTS, DPPH and FRAP.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA