Phenylphenalenone glycosides: Occurrence, structure revision, and substituent 
effects on the steric orientation

Schneider, Bernd

doi:10.1016/j.phytol.2017.06.004

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Phenylphenalenone glycosides: Occurrence, structure revision, and substituent effects on the steric orientation

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Schneider, Bernd
Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society;

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引用

Schneider, B. (2017). Phenylphenalenone glycosides: Occurrence, structure revision, and substituent effects on the steric orientation. Phytochemistry Letters, 21, 104-108. doi:10.1016/j.phytol.2017.06.004.

引用: https://hdl.handle.net/11858/00-001M-0000-002D-C991-E

要旨

Glycosides and acyl glycosides of phenylphenalenones, phenylbenzoisochromenones, and structurally related natural products from plants are compiled. With the exception of one naphthalic anhydride glucoside from the Musaceae, all glycosides are chemotaxonomic markers of the Haemodoraceae, subfamily Haemodoroideae. NMR spectroscopic data indicate that in 6-O-glycosides of phenylphenalenones and phenylbenzoisochromenones, the substituents at C-5 and C-7 impede rotation of the interjacent sugar moiety at C-6. Furthermore, the structure of the acyl substituent at the C-6” hydroxyl group of some glucosides, previously reported as an allophanyl unit, in this review has been revised to a malonyl unit.