title: Ring A-seco mosquito larvicidal limonoids from Turraea wakefieldii.
abstract: Five novel limonoids, 1-5, were isolated from the root bark of Turraea wakefieldii and were characterized as tecleaninoid derivatives. This is the first report of the natural occurrence of tecleanin-type limonoids with a five-membered-ring A-seco structure for which we propose the name neotecleanins. The relative stereochemical structures of compounds 1-5 were established on the basis of NMR spectroscopy. The absolute stereochemical structure of 5 was confirmed by X-ray diffraction methods. In mosquito larvicidal assays, compounds 1, 2 and 4 showed dose-dependent larvicidal activity against larvae of Anopheles gambiae s.s.
authors.affiliation: International Centre of Insect Physiology and Ecology (ICIPE), PO Box 30772, Nairobi, Kenya
authors.forename: Mary
authors.initials: M
authors.lastname: Ndung'u
authors.forename: Ahmed
authors.initials: A
authors.lastname: Hassanali
authors.forename: Antony M
authors.initials: AM
authors.lastname: Hooper
authors.forename: Sumesh
authors.initials: S
authors.lastname: Chhabra
authors.forename: Thomas A
authors.initials: TA
authors.lastname: Miller
authors.forename: Rowena L
authors.initials: RL
authors.lastname: Paul
authors.forename: Baldwyn
authors.initials: B
authors.lastname: Torto
mesh_terms: D000818:Animals; D000852:Anopheles; D001681:Biological Assay / Q000379:methods; D018360:Crystallography, X-Ray; D007306:Insecticides / Q000737:chemistry* / Q000302:isolation & purification; D007814:Larva; D036701:Limonins / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D029582:Meliaceae / Q000737:chemistry*; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007306:Insecticides; D036701:Limonins