Design, synthesis, characterization, and biological evaluation of pyrido[1,2-a]pyrimidinone coumarins as promising anti-inflammatory agents

ABSTRACT

Pursuing our recent interest regarding antimicrobial and anti-inflammatory activities of coumarin derivatives, we have synthesized a series of coumarin-linked pyridopyrimidinones by using Baylis Hillman adduct in aqueous condition with high purity. Pyrido[1,2-a]pyrimidin-2-ones are important class of heterocyclic compounds because of their use in medicinal and agro chemistry as active agents. All these newly synthesized compounds were evaluated for their antimicrobial and anti-inflammatory activity. Coumarin pyridopyrimidinones showed excellent anti-inflammatory activity against both MMP-2 and MMP-9 gelatinase zymography, whereas considerable good activity against Gram-positive and Gram-negative bacterial strains; however, antifungal activity observed in these series is more or less inactive. The active compounds of these series would be promising structural templates for the development of novel and more efficient anti-inflammatory agent.

GRAPHICAL ABSTRACT

KEYWORDS:

• 2-Aminopyridine
• 4-formaylcoumarin
• Baylis Hillman adducts
• cyclocondensation
• environmentally friendly
• fused pyridopyrimidinones

Acknowledgments

The author acknowledges RGNF and UGC-UPE fellowship. The author Jyoti Madar thanks NMR Research Center, Indian Institute of Science (IISC), Bangalore and University Sophisticated Instrumentation Center, Dharwad (USIC) for carrying out the spectral analysis. The authors express her gratitude toward Mr. Ramu Guda for his help in biological analysis.

Additional information

Funding

This work was supported by Rajiv Gandhi National Fellowship [Grant number F1-17.1/2015-16/RGNF-2015-17-SC-KAR-3771/(SA-III/W)].