title: Diterpenes from Colophospermum mopane: "missing links" in the biogenesis of 9,13-epoxylabdanes.
abstract: Moponeol A (1) and moponeol B (2) were isolated from Colophospermum mopane along with a mixture of their corresponding aldehydes (3 and 4). These substances are primitive diterpenes that we view as the "missing links" in the biosynthesis of the 9,13-epoxylabdanes. The structures of 1 and 2 were elucidated by a combination of spectra (NMR and MS) of the isolates and their mono-p-bromobenzoyl derivatives. The structures of 3 and 4 were confirmed by their ready reduction to 1 and 2. The biosynthetic implications of the stereochemical assignments of these terpenoids are briefly discussed.
authors.affiliation: Department of Chemistry and Biochemistry, University of Alaska Fairbanks, Fairbanks, Alaska 99775-6160, USA
authors.forename: Emily
authors.initials: E
authors.lastname: Reiter
authors.forename: Edward
authors.initials: E
authors.lastname: Treadwell
authors.forename: Ericka
authors.initials: E
authors.lastname: Cederstrom
authors.forename: Paul B
authors.initials: PB
authors.lastname: Reichardt
authors.forename: Thomas P
authors.initials: TP
authors.lastname: Clausen
mesh_terms: D000447:Aldehydes / Q000737:chemistry* / Q000302:isolation & purification*; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification*; D004951:Esterification; D007887:Fabaceae / Q000737:chemistry*; D013058:Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism; D015030:Zimbabwe
chemical_list: D000447:Aldehydes; D004224:Diterpenes; C474002:moponeol A; C474003:moponeol B