Some novel t(3)-alkyl and t(3), t(5)-dimethyl- r(2), c(6)-di-2'- furfurylpiperidin-4one derivatives were synthesised and their antibacterial activity against Streptococcus faecalis, Bacillus subtilis and Escherichia coli, Pseudomonas aeruginosa and Klebsiella pneumoniae and antifungal activity against Cryptococcus neoformans, Candida 6, Candida 51, Aspergillus niger and Aspergillus flavus evaluated.Piperidine heterocycles play an important role in the field of medicinal chemistry. Several 2,6disubstituted derivatives of this class have been found to possess useful biological activities such as herbicidal, insecticidal, fungicidal, bactericidal, anti-inflammatory, antihistaminic, hypotensive, anticancer, CNS stimulant and depressant and nerve activities etc1,8. The benzimidazole nucleus is widely accepted for its antiallergic and antiasthmatic activity 9,10 and its derivatives have attracted much attention due to their diverse biological activities such as antiameobic, microfilaricidal, antifungal and antiarylthemic activities etc11-17. The alkaloid secodihydrocastorazine isolated from the roots of N. japonicum has a furan substituent in the 2position18. These observations prompted us to synthesize a system which combines with both biolabile piperidine and furan components together to give a compact structure and to evaluate the in vitro antibacterial and antifungal activities. Several substituted analogues have also been synthesized to study structure activity relationship.