Akademik Veri Yönetim Sistemi
CHEMISTRYSELECT, cilt.9, sa.e202403781, ss.1-9, 2024 (SCI-Expanded)
Alzheimer’s disease (AD), the most common age-related neurodegenerative
condition, is named after Alois Alzheimer and
is marked by a progressive deterioration in memory, cognitive
function, and behavior. Research has highlighted the importance
of nonsteroidal anti-inflammatory drugs (NSAIDs) in inhibiting
the aggregation of amyloid β-peptide (Aβ), a key feature of AD
pathology. Ibuprofen, an NSAID from the propionic acid class, is
widely used to manage osteoarthritis and rheumatoid arthritis,
exhibiting strong anti-inflammatory and antipyretic effects. However,
the drug’s acidic group limits its selectivity for cyclooxygenase
(COX) enzymes and contributes to several adverse effects.
This study aimed to modify the acidic moiety of ibuprofen into
lactone (IBU-O 1–4) and lactam (IBU-I 1–3) derivatives to mitigate
these side effects. The structural properties of the synthesized
imidazolone (IBU-I 1–3) and oxazolone (IBU-O 1–4) derivatives
were characterized through Q-TOF LC-MS, 1H-NMR, 13C-NMR, and
IR spectroscopy. Molecular docking studies followed by Ellman’s
method assessed the inhibitory effects of these compounds
on acetylcholinesterase (AChE) and butyrylcholinesterase (BChE),
while an enzyme immunoassay (EIA) kit was used to evaluate
their inhibition of cyclooxygenase-2 (COX-2).