- Synthesis of kairomones and their analogs from 2-acylcyclohexane-1,3-diones with an unsaturated acyl side chain
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Natural 2-[(9Z)-1-oxooctadec-9-en-1-yl]-, 2-[(9Z,12Z)-1-oxooctadeca-9,12- dien-1-yl]-, and 2-[(9Z,12Z,15Z)-1-oxooctadeca-9,12,15-trien-1-yl]cyclohexane-1, 3-diones (components of flour moth Ephestia kuehniella kairomones) and some their analogs were synthesized from cyclohexane-1,3-diones and long-chain unsaturated carboxylic acid chlorides.
- Lakhvich,Petrusevich,Ogeiko,Sergeeva
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experimental part
p. 1444 - 1450
(2009/06/08)
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- New 2-Acylcyclohexane-1,3-diones: Kairomone Components against a Parasitic Wasp, Venturia canescens, from Feces of the Almond Moth, Cadra cautella, and the Indian Meal Moth. Plodia interpunctella
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As new kairomone components, 2-palmitoyl- (I) and 2-stearoylcyclohexane-1,3-dione (II) were identified for the parasitic wasp Venturia canescens from feces of the Indian meal moth larva, Plodia interpunctella.One more component, 2-arachidoylcyclohexane-1,3-dione (III), together with the afore mentioned two compounds were newly obtained from feces of the almond moth larva Cadra cautella. I 2-Palmitoylcyclohexane-1,3-dione II 2-Stearoylcyclohexane-1,3-dione III 2-Arachidoylcyclohexane-1,3-dione.Purified kairomone fractions from both species indicated similar activity to synthetic 2-oleoylcyclohexane-1,3-dione (active at 0.1 mg/ml). 2-Palmitoylcyclohexane-1,3-dione (I) was the most active (at 1 mg/ml) among the synthetic homologues with saturated 2-acyl groups.No traces of 2-acylcyclohexane-1,3-dione were found in the rearing medium of the host; therefore, the kairomone was suggested to have been biosynthesized.
- Nemoto, Tadashi,Shibuya, Masao,Kuwahara, Yasumasa,Suzuki, Takahisa
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p. 1805 - 1810
(2007/10/02)
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