(+/-)-Schefflone: a trimeric monoterpenoid from the root bark of Uvaria scheffleri.
The trimeric monoterpene and mildly mosquito larvicidal agent, (+/-)-schefflone, that is an apparent derivative of the antiparasitic aromatic monoterpene espintanol, was isolated from the antimalarial extracts of the root bark of Uvaria scheffleri, together with espintanol. Structural determination of (+/-)-schefflone was achieved from spectroscopic data and confirmed by single-crystal X-ray diffraction analysis. (+/-)-Schefflone can be considered a product of a non-enzymatic Diels-Alder-type cycloaddition reaction of the quinonemethide derivative of espintanol as the diene and dienophile.
Nkunya
Mayunga H H
MH
Department of Chemistry, University of Dar es Salaam, PO Box 35061, Dar es Salaam, Tanzania. nkunya@chem.udsm.tz
Jonker
Stephan A
SA
de Gelder
René
R
Wachira
Sabina W
SW
Kihampa
Charles
C
D000818:Animals; D001681:Biological Assay; D009033:Culicidae; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification; D007814:Larva; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009032:Mosquito Control / Q000379:methods; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry*; D013237:Stereoisomerism; D031046:Uvaria / Q000737:chemistry*; D014961:X-Ray Diffraction
D007306:Insecticides; D039821:Monoterpenes; C483218:schefflone