%0 Journal Article
%T Synthesis, biological evaluation and docking studies of N-substituted resveratrol derivatives.
%A Wu H
%A Liu L
%A Song M
%A Yin X
%A Chen M
%A Lv G
%A Zhao F
%A Mou X
%J Fitoterapia
%V 174
%N 0
%D 2024 Apr 28
%M 38417681
%F 3.204
%R 10.1016/j.fitote.2024.105872
%X A total of 19 resveratrol derivatives, including 12 imines and 7 amines, were synthesized, among which compounds 1, 5, 6, 7', 11', and 13 are new compounds. The anti-inflammatory and antitumor activities of these compounds were evaluated in vitro. The results revealed that compounds 1, 6, 8', 12, and 12' exhibited significant inhibitory effects (> 50%) on NO production at the concentration of 10 μM and their NO production inhibitory activities have a significant concentration-dependent ability. Additionally, compounds 8' and 12' showed promising COX-2 inhibitory activity, and the molecular docking analysis indicated their stable binding to multiple amino acid residues within the active pocket of COX-2 through hydrogen bonding. Moreover, compound 12' exhibited inhibitory effects on various tumor cell lines and induced apoptosis in MCF-7 breast cancer cells, which was not observed with resveratrol alone. Therefore, the N-substituted structural modification of resveratrol would have possibly enhanced the bioactivity of resveratrol and facilitated its application.