title: Semisynthesis of N-acyl homoserinelactone derivatives and the antifeedant activity against Mythimna separata.
abstract: Seven homoserine-lactone (HL) acylated derivatives (HL1-HL7) were synthesized to determine the differences in antifeedant affects. The differences between these derivatives and tutin against Mythimna separata were tested. The structural assignments of these semisynthetic compounds were examined based on their infrared radiaion (IR), electrospray ionization mass spectrometry (ESIMS), and ¹H- and ¹³C-nuclear magnetic resonance (¹³C-NMR) spectral data. Compound HL1 (N-(4-nitrobenzoyl)-homoserinelactone) is the optimized insecticidal agent among these compounds. In addition, the antifeedant activities between homoserinelactone and 7-hydroxycoumarin, tutin derivatives with the same acidylated substitutions were compared, which could help design and synthesize stronger novel botanical insecticides.
authors: College of Forestry, Northwest A&F University, Shaanxi, P. R. China.
authors: Jun
authors: J
authors: Cui
authors: Meng-Lou
authors: ML
authors: Li
authors: Mao-Sen
authors: MS
authors: Yuan
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D054742:Acyl-Butyrolactones / Q000737:chemistry*; D000818:Animals; D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009036:Moths / Q000187:drug effects*; D010852:Picrotoxin / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D013329:Structure-Activity Relationship; D014468:Umbelliferones / Q000737:chemistry / Q000494:pharmacology
chemical_list: D015107:4-Butyrolactone; D054742:Acyl-Butyrolactones; D001549:Benzamides; D007306:Insecticides; D010852:Picrotoxin; D012717:Sesquiterpenes; D014468:Umbelliferones; C585415:N-(4-nitrobenzoyl)-homoserine lactone; C031477:7-hydroxycoumarin; C009614:tutin