J. Schwinn et al., THE EFFECTS OF A THIOL-CONTAINING QUINAZOLINEDIONE DERIVATIVE (MECH) ON THE LIPID OXIDATION IN BILAYER LIPOSOMES, Journal of radioanalytical and nuclear chemistry, 232(1-2), 1998, pp. 35-37
In order to investigate the radical chemistry of 3-(2-mercaptoethyl)qu
inazoline-2,4(1H,3H)-dione (MECH) in homogeneous and liposomal solutio
ns experiments were performed with pulse radiolysis, gamma radiolysis
and the chemical radical initiator 2,2'-azobis(2-amidinopropane)dihydr
o chloride (AAPH). It is shown that the thiol group represents the mos
t sensitive group to radical attack. The thiyl radical originating fro
m MECH is detected indirectly by product analysis and by pulse radioly
sis. The thiyl radical can abstract bisallylic hydrogens from polyunsa
turated fatty acids. This is shown by pulse radiolysis in homogeneous
and liposomal solutions via the formation of the pentadienyl radical w
hich has a strong and characteristic absorption band at 280 nm.