title: Empirically predicted 13C NMR chemical shifts for 8-hydroxyflavone starting from 7,8,4'-trihydroxyflavone and from 7,8-dihydroxyflavone.
abstract: 8-Hydroxyflavone is not found in nature. While the (13)C chemical shifts of 8-hydroxyflavone have been reported previously, the observed (13)C chemical shifts were not assigned. A previously reported empirical predictive tool has been applied in reverse in order to deconvolute the (13)C chemical shifts for 8-hydroxyflavone from each of those of 7,8,4'-trihydroxyflavone and 7,8-dihydroxyflavone together with those of 7-hydroxyflavone, 4'-hydroxyflavone, and flavone. The two sets of calculated (13)C chemical shifts for 8-hydroxyflavone are in good agreement with each other in that the average absolute difference is 0.4 ppm. The previously reported but unassigned (13)C chemical shifts for 8-hydroxyflavone have been assigned by matching them with the averages of the two sets of calculated (13)C chemical shifts for 8-hydroxyflavone such that the minimum average absolute difference is 0.63 ppm. The assigned (13)C chemical shifts of 8-hydroxyflavone may be used, along with the (13)C chemical shifts of the remaining monohydroxyflavones, as part of a predictive tool to rapidly assess the (13)C NMR spectra of C8-hydroxylated flavonoids.
authors.affiliation: Department of Chemistry, Trent University, 1600 West Bank Drive, Peterborough, ON K9J 7B8, Canada. rmarch@trentu.ca
authors.forename: Raymond E
authors.initials: RE
authors.lastname: March
authors.forename: Darcy C
authors.initials: DC
authors.lastname: Burns
authors.forename: David A
authors.initials: DA
authors.lastname: Ellis
mesh_terms: D002247:Carbon Isotopes; D047309:Flavones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure
chemical_list: C485383:6,7-dihydroxyflavone; C530416:8-hydroxyflavone; D002247:Carbon Isotopes; D047309:Flavones; C055505:norwogonin