The present study reports for the first time the use of bio-based apigenin for polybenzoxazine synthesis. Apigenin comes under flavonoids family that is naturally available in fruits, vegetables, and many herbals abundantly. In this work, apigenin was reacted with furfurylamine/stearylamine and formaldehyde to form multifunctional biobased benzoxazine monomers (AP-f and AP-s). This interaction was investigated by means of FT-IR, H-1-NMR, C-13-NMR spectroscopic techniques. The as-synthesized monomers, AP-f and AP-s are converted to bio-films by means of ring-opening polymerization with thermal treatment to form a well cross-linked network structure. DSC was used to study the curing behavior of benzoxazine, exhibiting lower curing temperature of 178 degrees C for AP-f and 226 degrees C for AP-s than the commercially available benzoxazine. The mechanical and thermal properties of the above-mentioned bio-films are characterized by UTM and TGA. These results reveal that apigenin and furfurylamine based bio-film has better tensile (94 MPa) and thermal stability up to 350 degrees C. Moreover, both the bio-films, poly(AP-f) and poly(AP-s) have been further investigated for bio-activity with S. aureus. It was confirmed that the bio-films was effective in preventing bio-film associated infection. In a similar way, both the bio-films acts against C-albicans and thus prevents the formation of fungal infection. This information reveals that apigenin-based polybenzoxazine bio-films are capable to be considered as anti-microbial and anti-fungal agents.