A new tetranortriterpenoid from Trichilia havanensis.
A new triterpenoid, 1beta,2beta;21,23-diepoxy-7alpha-hydroxy-24,25,26,27-tetranor-apotirucalla-14,20,22-trien-3-one (1), has been isolated from an acetone extract of seeds of Trichilia havanensis, along with other known limonoids. The structure of 1 was established by spectroscopic methods, particularly by 1D and 2D NMR studies. Compound 1 was tested as an antifeedant agent against Leptinotarsa decemlineata larvae, showing a significant antifeedant activity at 300 ppm.
Rodríguez
Benjamín
B
Instituto de Química Orgánica, Consejo Superior de Investigaciones Científicas (CSIC), Juan de la Cierva 3, E-28006 Madrid, Spain. iqor107@iqog.csic.es
Caballero
Cristina
C
Ortego
Félix
F
Castañera
Pedro
P
D000818:Animals; D001517:Coleoptera / Q000187:drug effects; D005247:Feeding Behavior / Q000187:drug effects; D007814:Larva / Q000187:drug effects; D036701:Limonins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029582:Meliaceae / Q000737:chemistry*; D008800:Mexico; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D013237:Stereoisomerism
C476841:1beta,2beta;21,23-diepoxy-7alpha-hydroxy-24,25,26,27-tetranor-apotirucalla-14,20,22-trien-3-one; D036701:Limonins