Background:
Iminostilbene and 1,2,3-triazole ring containing compounds are considered
as beneficial substrates in drug design.
Objectives:
This study was aimed at the synthesis of novel series of iminostilbene linked 1,2,3-
triazole pharmacophores (7c-n) by Cu(I) catalyzed 1,3 dipolar cycloaddition reaction between 5-
(Prop-2-yn-1-yl)-5H-dibenzo[b,f]azepine (7b) and various substituted azidobenzene derivatives (3cn).
Methods:
The chemical structures of compounds were confirmed by 1
H NMR, 13C NMR, LC-MS
and molecular docking studies were carried out through HEX docking software.
Results:
The in vivo anti anxiety capacity of the compounds was evaluated by using “elevated plus
maze” (EPM), anxiety model. The results exhibited that compounds (7d, 7e, 7j and 7k) have a higher
anti anxiety effect close to diazepam. The anti-inflammatory activities of the synthesized compounds
were evaluated by “Carrageenan-induced rat paw edema” model, compounds (7b, 7c, 7d, 7f, and 7j)
demonstrated statistically significant inflammatory activity. Molecular docking analysis revealed that
compounds (7d, 7e and 7j) bound to GABA(A) proteins show more efficiency when compared to the
other analogues in the series.
Conclusion:
These results suggest that compounds (7b, 7c, 7d, 7e, 7f, and 7j) can be considered as
novel candidates for anti-anxiety and anti-inflammatory agents. Moreover, docking method was used
to elucidate anti-anxiety effect of compounds. This study furnished insight into the molecular interactions of synthesized compounds with their physiological targets, and the potential to develop bioactive heterocyclic compounds.
Synthesis, biological evaluation and molecular docking of spirofurochromanone derivatives as anti-inflammatory and antioxidant agents
