RESUMEN
Objective: A series of mono-carbonyl curcumin analogues containing nitrogen heterocyclic ring were designed and synthesized and their anti-inflammatory activities were detected. Methods: A mixture of thiophen-2-acryloyl chloride and compounds containing nitrogen heterocyclic ring reacted to yield the target compounds, and the structures were identified using 1H-NMR and ESI-MS. The anti-inflammatory activity of these compounds was detected by mouse macrophages producing pro-inflammatory cytokines TNF-α and IL-6 induced by LPS. Results: Thirteen target compounds were synthesized, and some of these compounds could significantly inhibit the production of inflammatory cytokines, especially compound Z5 exhibited the most inhibitory activity. Conclusion: Compounds Z1, Z5, and Z9-Z13 are new compounds, and compound Z5 could be used as the candidate of anti-inflammatory drug.