Facile multi-component
one-pot synthesis of 4-amidoaralkyl-3-hydroxyquinolines using ZnO NPs: Evaluation
of anti-bacterial and anti-diabetic activity
Rao K.T.V., Bindu Hima G. and Douglas Paul S.
Res. J. Chem. Environ; Vol. 26(3); 85-93;
doi: https://doi.org/10.25303/2603rjce8593; (2022)
Abstract
A three-component one-pot synthesis was performed to obtain 4-amidoaralkyl-3-hydroxyquinolines
(4a-j), belonging to heterocyclic class of compounds. These derivatives were obtained
by the fusion of 3- hydroxyquinoline (1), aromatic aldehydes (2a-j) and amides (3a-j)
in the presence of ZnO nanoparticles under solvent free conditions at 40oC temperature.
Using 1HNMR, 13CNMR, FTIR spectral techniques and LC-MS analytical technique, the
structural and elemental aspects of the derivatives have been confirmed. Higher
yields and less reaction time (1.5 h) were the major outcomes of the protocol and
further, greater recoverability of ZnO NPs was observed.
The anti-bacterial activity of the quinoline derivatives (1st cycle) has been evaluated
against Staphylococcus aureus and Escherichia coli organisms. Anti-diabetic activity
was also tested against insulin as the standard. It was found that the majority
of the derivatives (4a-j) possessed greater biological activities in both the performed
investigations.