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Cactus Alkaloids XV: β-Phenethylamine Derivatives from Coryphantha macromeris var. runyonii

1973; Elsevier BV; Volume: 62; Issue: 3 Linguagem: Inglês

10.1002/jps.2600620311

1520-6017

William J. Keller, Jerry L. McLaughlin, L.R. Brady,

Botanical Research and Chemistry

Abstract Eleven β -phenethylamine derivatives were isolated and identified from fresh-frozen specimens of Coryphantha macromeris var. runyonii (Br. and R.) L. Benson. Isolations were accomplished using preparative TLC, and identifications were based on chromato-graphic properties, IR and NMR spectra, and comparisons with authentic materials. The data provide initial documentation for: the occurrence of N -formylnormacromerine in nature; the first recorded detection of metanephrine and N -methylmetanephrine in the plant kingdom; the first occurrence of synephrine and N -methyltyramine in this cactus; confirmation of earlier GLC-mass spectral data on the presence of N -methyl-4-methoxy- β -phenethyl-amine, N -methyl-3,4-dimethoxy- β -phenethylamine, tyramine, and hordenine in the plant; and verification of previous reports on the isolation of macromerine and normacromerine.