Polyphenols with Anti-Inflammatory Properties: Synthesis and Biological Activity of Novel Curcumin Derivatives

Date

2023-02-12

Authors

González, Yisett
Mojica-Flores, Randy
Moreno-Labrador, Dilan
Cubilla-Rios, Luis
Rao, K. S. Jagannatha
Fernández, Patricia L.
Larionov, Oleg V.
Lakey-Beitia, Johant

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Abstract

Herein, we describe the synthesis and evaluation of anti-inflammatory activities of new curcumin derivatives. The thirteen curcumin derivatives were synthesized by Steglich esterification on one or both of the phenolic rings of curcumin with the aim of providing improved anti-inflammatory activity. Monofunctionalized compounds showed better bioactivity than the difunctionalized derivatives in terms of inhibiting IL-6 production, and known compound 2 presented the highest activity. Additionally, this compound showed strong activity against PGE2. Structure–activity relationship studies were carried out for both IL-6 and PGE2, and it was found that the activity of this series of compounds increases when a free hydroxyl group or aromatic ligands are present on the curcumin ring and a linker moiety is absent. Compound 2 remained the highest activity in modulating IL-6 production and showed strong activity against PGE2 synthesis.

Description

Keywords

curcumin, curcumin derivatives, succinate, difunctionalized, monofunctionalized, cytokine, IL-6, PGE2, anti-inflammatory activity, structure–activity relationship

Citation

International Journal of Molecular Sciences 24 (4): 3691 (2023)

Department

Chemistry