A series of novel penta-1,4-diene-3-one oxime ester derivatives, which are confirm by IR, NMR, ESI-MS and elemental analysis, were synthesized via the method of combing the oxime esters groups and penta-1,4-diene-3-ones in one molecules. The results of anti-virus bioassays indicated that the curative activity of the title compounds Va against tobacco mosaic virus (TMV) was 61.3%, and the inactivition activity of the title compound Ve against TMV was 91.3%, which were comparable with the commercial agent Ningnanmycin (64.6% and 97.3%, respectively) at 500 μg/mL. Meanwhile, the title compound Vf showed moderate fungicidal activities against G. zeae, F. oxysporum and C. mandshurica at 50 μg/mL, with the inhibition rates reached respectively 48.1%, 56.5% and 66.1%. Furthermore, the title compound Vi exhibited certain insecticidal activity against P. xylostella and A. craccivora at 100 μg/mL, with the inhibition rates reached respectively 61.5% and 42.4%. These bioassys indicates that the penta-1,4-diene-3-one oxime esters has certain antiviral, fungicidal and insecticidal activities, and that some compounds with potent biological activities might be obtained via the structural modification based on the penta-1,4-diene-3-one oxime esters.