Curcumin is a natural compound with numerous biological activities and a precursor for many drugs. Development of a convenient one
pot synthetic method for synthesizing curcumin-based diazepines and diazoles having antibacterial activities is focussed in this study. A
one pot condensation process was developed for synthesizing a novel class of curcumin-based diazoles and diazepines by reacting
curcumin with 2-diamino compounds and hydrazines in presence of sulfuric acid as catalyst. IR and 1H NMR were used to characterize
the molecular composition of the synthesized curcumin derivatives. The synthesized derivatives were tested for their in vitro antibacterial
efficacy against Gram-negative and Gram-positive bacteria. The MIC concentrations ranged from 1.56 to 200 μg/mL. Ampicillin exhibited
synergistic effects with compounds C1, C3, C4 and C8. In the genotoxicity test, compound C3 was found to have no effect on the DNA
molecules of E. coli strains, suggesting that it is not mutagenic and/or genotoxic. Compound C2 had the strongest interaction with the
investigated protein receptor sites when blind molecular docking was conducted on all compounds. Since both H-donating and H-accepting
sites of this molecule interact efficiently during the docking. In addition, absorption, distribution, metabolism and excretion (ADME)
study showed that compound C2 do not contradict the Lipinski’s rule of drug likeness and showed a low level of passive human
gastrointestinal absorption. The results indicated that C2 could be most promising among the studied compounds.

Title

Asian Journal of Chemistry

Publisher

Chemical Publishing Co

Publisher Country

India

Indexing

Thomson Reuters

Impact Factor

0.535

Publication Type

Online only

Volume

35

Year

2023

Pages

951-960