Abstract:
Three pinene-based derivatives of dihydrocuminic amides compounds(
5a-5g), dihydrocuminic oxime esters compounds(
6a-6f) and dihydrocuminic acyl hydrazones compounds(
8a-8f) were prepared from
β-pinene. The structurs of the product were characterized by FT-IR,
1H NMR and MS. The bactericidal activities of the obtained compounds were investigated by mycelial growth rate method. The results showed that these 19 compounds had inhibitory effects on
Valsa mali,
Botrytis cinerea and
Phytophthora capsici, where the inhibitory effect on
V. mali was stronger. The half effective mass concentration(EC
50) values of compounds
5a and
8e against
V. mali were 10.489 and 10.810 mg/L, respectively. The results of preliminary structure-activity relationship showed that the introduction of electronegative functional groups such as halogen atoms, cyano groups and nitro groups to the compounds could significantly improve the antibacterial activity of the compounds. Among them,
5a and
8e could be used as lead compounds for further optimization study.