Abstract:
ω-Formylcamphene oxime (
2) was synthesized by the reaction of formylcamphene (
1) with hydroxylamine hydrochloride.and then reacted with halohydrocarbon to synthesize five
ω-formylcamphene oxime alkyl ether derivatives, such as
ω-formylcamphene oxime ethyl ether (
3a),
ω-formylcamphene oxime propyl ether (
3b),
ω-formylcamphene oxime butyl ether (
3c),
ω-formylcamphene oxime
n-pentyl ethers (
3d),
ω-formylcamphene oxime benzyl ethe (
3e). Their structures were characterized by FI-IR, MS and NMR. The mycelium growth rate method was used to test the inhibitory effects of
ω-formylcamphene oxime and its hydrocarbyl ethers on 12 kindsof plant pathogenic fungi. The results showed that the products had certain inhibitory effects on 12 kinds of plant pathogenic fungi, among which
ω-formylcamphene oxime had the best activity and the best inhibitory against
Colletotrichum gloeosporioides, EC
50 was 39.25 mg/L. The EC
50 values of
Thanatephoruscu cumeris,
Phomopsis sp.,
Fusarium avenaceum and
Ceratosphaeria phyllostachydis sp. nov. were 40-50 mg/L. Under the concentration of 500 mg/L,
ω-formylcamphene oxime completely inhibited 9 plant pathogenic fungi such as
Thanatephorus cucumeris, and the inhibitory rates of
ω-formylcamphene oxime against
Sphaeropsi ssapinea and
Fusicoccum aesuli were over 97%. When the medicament concentration of
ω-formylcamphene oxime lowered, the inhibitory rates on most plant pathogenic fungi were still higher than that of chlorothalonil at 500 mg/L. Although the antibacteria activity of
ω-formylcamphene oxime hydrocarbyl ethers was lower than that of
ω-formylcamphene oxime, but the inhibitory rates of
ω-formylcamphene oxime hydrocarbyl ethers against
Ceratosphaeria phyllostachydis,
Alternaria kikuchiana and
Fusarium avenaceum were generally higher than that of chlorothalonil.