Synthesis and insect attractant activity of fluorine-containing Pinus diterpenic amides and imines.
A series of fluorine-containing Pinus diterpenic amides and imines have been synthesised and their structures were confirmed by elemental analysis, IR, (1)H NMR spectroscopy and single crystal X-ray diffraction. Their insect attractant activity to Spodoptera litura were screened by leaf plate method; the results indicated that most fluorine-containing dehydroabietic amides and imines exhibited attractive activity to S. litura, in which dehydroabietic p-trifluoromethyl amide (A6) exhibit seven times the attractive rate compared with blank at the concentration of 0.01 g mL(-1). The fluorine moiety fused to the benzene ring results in decreased attractive rates for amides except (A6), while the effects of fluorine result in increased attractive rates for diterpenic imines.
Rao
Xiaoping
X
Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing, PR China. rxping2001@163.com
Song
Zhanqian
Z
Han
Zhaojiu
Z
Jiang
Zhikuan
Z
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D005461:Fluorine / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010675:Pheromones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D028223:Pinus / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D018411:Spodoptera / Q000187:drug effects; D014961:X-Ray Diffraction
D000577:Amides; D007097:Imines; D010675:Pheromones; D010936:Plant Extracts; C010411:insect attractants; D005461:Fluorine