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As per the literature survey, the pyrimidine-based molecules display prominent antibacterial, anti-inflammatory, antioxidant, anticancer, analgesic, anticonvulsant, anti-tubercular and antimalarial properties. The biological relevance of pyrimidine-based pharmacophore structures encourages us to synthesize some novel imines derived from 2-amino pyrimidine and substituted benzaldehydes.
The present communication describes the synthesis of six imines 3a-f derived from 2-aminopyrimidine. The tri-potassium phosphate catalyst used in the current study optimizes the microwave-assisted synthesis of these novel Schiff bases. The reported method for the synthesis of imines is found to be eco-friendly in terms of the effective use of catalyst Al2O3-K3PO4 with microwave in the synthesis of pyrimidine-based Schiff bases.
Different spectroscopic methods, such as 1H NMR, IR, GCMS and elemental analysis, were used to determine the structure of all synthesized Schiff bases. Further, the imines 3a-f were screened for antibacterial properties to check their inhibitory potency against E. coli and S. aureus.
The biological potency of imines 3a-f was also studied for their antioxidant and in-vitro anti-inflammatory activity. The obtained results reveal that Schiff base 3c showed potent anti-inflammatory activity with a 31.538% ± 2.055 inhibition of inflammation. Moreover, the synthesized imines 3a-f have been screened and studied for their antioxidant activity by DPPH and nitric oxide radical scavengers. Some of these, like 3c, show 15.98 ± 2.64 potency to scavenge DPPH radicals as compared to standard. In the antimicrobial investigation, most of the Schiff bases showed good inhibitory activity against various tested pathogens. The current study, therefore, contributes to investigate a new class of imines with structurally modified anti-inflammatory and antioxidant drugs.
The outcome of the study revealed that compound 3c showed promising anti-inflammatory activity with 31.538 ± 2.055 inhibition of inflammation. All imines display antibacterial potency in compounds 3a, 3b, 3c, and 3f. The antibacterial properties of these imines are attributed to -OCH3, -OH and -Br as primary bioactive substituents present in the moiety of imines, which enhance inhibitory properties against tested pathogens. The antioxidant scavenging activity of imines indicates that compounds 3a, 3c, 3d, and 3f represent better anti-oxidants as DPPH scavengers than standard ascorbic acid.