Flavonoids and their
derivatives have been extensively studied
for their pharmaceutical applications due to their antioxidant and
anti-inflammatory properties. The coordination complexes of several
flavonoids have demonstrated DNA binding ability that can confer anticancer
properties. The structure of the flavonoid has a pronounced influence
on its pharmacological properties. Herein we report the synthesis
and characterization of alkylated quercetin and its complex with gadolinium.
The structure of the complex was confirmed using spectroscopic techniques.
The ability of the gadolinium–alkylated quercetin complex to
serve as a magnetic contrast agent was compared with gadolinium–quercetin
complex. The quercetin–gadolinium complex was found to exhibit
better contrast property with a relaxivity of 0.2952 μg mL–1 s–1 when compared to the gadolinium
complex of alkylated quercetin. This difference primarily arises due
to the greater hydrophobicity of the alkylated quercetin complex that
restricts access of water. However, the alkylated quercetin was found
to exhibit better enzyme mimic activity as the metal ion served as
a redox center that enabled quantification of hydrogen peroxide in
the concentration range 50–450 μM within 5 s with a sensitivity
of 64 nA/μM and limit of detection of 7.3 μM. The better
sensing performance of the alkylated quercetin–gadolinium complex,
reported here for the first time, when compared to quercetin–gadolinium
complex can be attributed to the enhanced electroactive area on the
working electrode.
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