title: High field 1H- and 13C-nmr assignments of grayanotoxins I, IV, and XIV isolated from Kalmia angustifolia.
abstract: Grayanotoxins I [2], IV [3], and XIV [4] were isolated from Kalmia angustifolia var. caroliniana, a North American member of the Ericaceae. Their structures were established from physical and spectral data (mp, ir, [alpha]D, uv, cd, ms, 1H and 13C nmr). High field 1H- and 13C-nmr assignments were made for each compound using 1D and 2D nmr techniques including extensive 1H single-frequency spin-decoupling and nOe difference experiments, one-bond and long-range (COLOC) carbon-hydrogen correlations, and the INADEQUATE carbon-carbon correlation experiment. This is the first report of the presence of grayanotoxins IV and XIV in this source, of complete high field (500 MHz) 1H-nmr assignments for any grayanoid, and of 13C-nmr assignments for grayanotoxins IV and XIV. For grayanotoxin I, ambiguities in the literature 13C-nmr assignments have been removed by definitive assignments made through the use of the INADEQUATE experiment.
authors.affiliation: Division of Medicinal Chemistry and Pharmacology, College of Pharmacy, Ohio State University, Columbus 43210-1291.
authors.forename: J W
authors.initials: JW
authors.lastname: Burke
authors.forename: R W
authors.initials: RW
authors.lastname: Doskotch
mesh_terms: D004224:Diterpenes / Q000302:isolation & purification* / Q000633:toxicity; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010944:Plants / Q000032:analysis*; D014118:Toxins, Biological / Q000302:isolation & purification*
chemical_list: D004224:Diterpenes; D014118:Toxins, Biological