Three new classes of ionic organoselenium
compounds containing
cationic benzimidazolium and imidazolium ring systems with selenocyanates
as counterions are described. The cyclization of N,N′-disubstituted
benzimidazolium and imidazolium bromides having N-(CH2)2-Br and N-(CH2)3-Br groups in the presence of potassium selenocyanate
(KSeCN) led to formation of the corresponding selenazolium selenocyanates
(21a, 21b, 22a, and 22b) and selenazinium selenocyanates (21c, 21d, 22c, and 22d). However, the open-chain
selenocyanates with additional selenocyanate counterions (21e, 21f, 22e, and 22f) were
formed from the N,N′-disubstituted benzimidazolium and imidazolium
bromides having N-(CH2)6-Br
groups. Mechanistic studies were carried out to understand the feasibility
of such cyclization processes in the presence of KSeCN. The compounds
were studied further for their potencies to catalytically reduce H2O2 in the presence of thiols. Interestingly, the
cyclic selenazolium (21a, 21b, 22a, and 22b) and selenazinium compounds (21c, 21d, 22c, and 22d) exhibited
significantly higher antioxidant activities than the corresponding
acyclic selenocyanates (21f, 22e, and 22f). Selected compounds (22d and 22e) were further evaluated for their potencies in modulating the intracellular
level of reactive oxygen species (ROS) in a representative macrophage
cell line (RAW 264.7). Owing to the cationic nature of compounds,
they may target and scavenge mitochondrial ROS in the cellular medium.
Reactive oxygen species (ROS)-responsive near infrared (NIR) fluorogenic prodrug DCI-ROS is developed for the self-immolative release of Diclofenac (DCF) with turn-on fluorescence. The non-toxic prodrug exhibited turn-on red fluorescence with...
Highly selective synthesis of trisulfides over disulfides is demonstrated along with their potential as anti-proliferative agents and sustained donors of H2S.
The significance of the results obtained is that they show the approach to have a high level of fail-safe reliability in indicating the bilirubin levels when compared with blood test results. The results also show that the approach can be used with a few different mobile phone cameras and that because of its non-invasive nature and its cost effectiveness, has the potential for remote use from a medical hospital to provide an immediate preliminary diagnosis.
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