Buchenavianine, or 7-hydroxy-5-methoxy-8-(1-methylpiperidin-2-yl)flavone along with its related compounds O-Demethylbuchenavianine, N-demethylbuchenavianine and N,O-bis(dimethyl)buchenavianine belong to the class of piperidine-flavonoid alkaloids, possessing a piperidine ring connected to the C8-position of the flavonoid skeleton. Buchenavianine derivatives have been primarily isolated from Buchenavia macrophylla and also found in B. capitata. Studies have suggested that buchenavianines may possess antiinflammatory, antioxidant, anti-HIV and anticancer properties. Understanding the biological activity of buchenavianine derivatives is crucial for assessing their potential as drug candidates considering factors such as pharmacokinetic and toxicity. The present study focuses on the in silico prediction of antibacterial, antiviral and antifungal activities using the AntiBac-pred, antiVir-pred and AntiFun-pred tools available on the Way2drug platform. Results are presented as confidence values indicating the likehood of inhibitory or non-inhibitory effects against specific pathogens (bacteria, viruses or fungi). The calculations suggest that natural buchenavianines under investigation are likely to exhibit antibacterial activity with confidence values ranging from 0.4980 to 0.3390 even against resistant bacterial strains. Antifungal activity was predicted with confidences of 0.1250 - 0.0274 while calculations of antiviral activity resulted in high confidence values of 0.8739 to 0.7500 highlighting their potential as antiviral agents. Toxicity assessments of buchenavianine derivatives were conducted using ProTox 3.0 software. The results indicate that all compounds would be non-toxic with a low probability of neurotoxicity and a high probability of respiratory toxicity.