Design, synthesis and biological potentials of novel tetrahydroimidazo[1,2-a]pyrimidine derivatives.

Background: A novel series of 5-(substituted aldehyde)-7-methyl-3-oxo--phenyl-2-((3,4,5,6-tetrahydroxytetrahydro-2-pyran-2-yl)methylene)-1,2,3,5-tetrahydroimidazo[1,2-]pyrimidine-6-carboxamide analogues (-) was synthesized using the Biginelli condensation.

Results And Discussion: The synthesized compounds were screened for their in vitro antimicrobial potential against Gram (positive and negative) bacterial and fungal strains by tube dilution technique. In the series, compound exhibited significant antimicrobial activity against and with MIC value = 1.04 × 10 µM/ml and compound was found to be most active antioxidant agent with IC value = 46.31 using DPPH assay. Anticancer activity results indicated that compound displayed better anticancer activity against human breast cancer cell line (MCF-7) with GI value = 34.78 using SRB assay.

Conclusions: All synthesized derivatives exhibited good antimicrobial, antioxidant and anticancer activity using specific method and compared with standard drugs, especially compounds and displayed more activity than reference drugs. Structure activity relationship demonstrated that presence of electron releasing groups of the synthesized compounds enhanced the antibacterial activity against as well as antioxidant activity and electron withdrawing groups improved the antimicrobial as well as anticancer activity against human breast (MCF-7) cancer cell line.