Abstract: Verbenone was prepared by selective oxidation of α-pinene at first. Then, by oximation of the carbonyl group (Z)-and(E)-verbenone oxime compounds were synthesized and separaed, followed by the nucleophilic substitution reaction to afford forty novel (Z)-and (E)-verbenone oxime ether compounds 4a-4t, including twenty couples of Z/E isomers. The structures of the target compounds were characterized by ¹H NMR, ¹³C NMR, FT-IR, UV-vis, and ESI-MS. The antifungal activities of the target compounds were evaluated. The results showed that, at the mass concentration of 50 mg/L, all the target products exhibited certain inhibition activities against the eight kinds of plant pathogens. Compound(E)-4r(R=2, 6-Cl) had inhibition rates of 77.8% against Physalospora piricola. Compound(E)-4s(R=2, 6-F) had inhibition rates of 72.7% against Rhizoctonia solani. Compound (E)-4n(R=p-CN) had inhibition rates of 70.8% against Helmithosporium maydis. Certain difference were found in inhibition activity of Z-E isomers against some plant pathogens. The CoMFA model(r²=0.992, q²=0.507) of (E)-verbenone oxime ether compounds for inhibiting Rhizoctonia solani was established for the study of 3D-QSAR, and the results could provide a basis for the design of potential lead compounds with higher activity.