Synthesis and insecticidal activity of 5-acyloxyimino-5-deoxyavermectin B1 derivatives.
Four novel 5-acyloxyimino-5-deoxyavermectin B1 compounds have been synthesized from avermectin B1 by selective oxidization of the hydroxy group at C-5, followed by oximation and convenient esterification. Their structures were confirmed by IR, 1H NMR, 13C NMR and MS. Insecticidal activities of the intermediate oxime and the four new acyl derivatives were evaluated against Helicoverpa armigera, Spodoptera exigua and Musca domestica.
Liu
Xiguang
X
Key Laboratory of Pesticide Chemistry and Application Technology, Department of Applied Chemistry, China Agricultural University, Beijing 100094, People's Republic of China.
Wu
Jingping
J
Liang
Xiaomei
X
Wang
Daoquan
D
D000818:Animals; D001681:Biological Assay; D002247:Carbon Isotopes / Q000378:metabolism; D006793:Houseflies / Q000187:drug effects; D007306:Insecticides / Q000138:chemical synthesis / Q000633:toxicity*; D007559:Ivermectin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000633:toxicity*; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009036:Moths / Q000187:drug effects; D013055:Spectrophotometry, Infrared; D018411:Spodoptera / Q000187:drug effects
D002247:Carbon Isotopes; D007306:Insecticides; C048324:abamectin; D007559:Ivermectin