Neo-clerodane diterpenes from Teucrium fruticans.
In addition to three out of the four previously reported neo-clerodanes already found in Teucrium fruticans (fruticolone, isofruticolone and 8 beta-hydroxyfruticolone), and 6-acetylteucjaponin B (isolated from T. scordium and T. grisebachii), four new neo-clerodanes, namely 7 beta-hydroxyfruticolone, 11-hydroxyfruticolone, deacetylfruticolone and 6-acetyl-10-hydroxyteucjaponin B were also isolated. The structures were unambiguously elucidated based on extensive NMR spectral studies (one- and two-dimensional experiments). Semi-prep-HPLC proved to be a convenient purification procedure, occasionally being followed by TLC. The new compounds were assayed against Spodoptera littoralis and two of them were shown to have potent antifeedant activity.
Coll
Josep
J
Instituto de Investigaciones Químicas y Ambientales de Barcelona Josep Pascual Vila, Consejo Superior de Investigaciones Científicas, Jordi Girona 18-26, 08034-Barcelona, Spain. jctqob@iiqab.csic.es
Tandrón
Yudelsy
Y
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification*; D045785:Diterpenes, Clerodane / Q000737:chemistry* / Q000302:isolation & purification*; D005247:Feeding Behavior / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification; D007814:Larva; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018411:Spodoptera / Q000502:physiology; D031367:Teucrium / Q000737:chemistry*
D004224:Diterpenes; D045785:Diterpenes, Clerodane; D007306:Insecticides; C468586:neoclerodane