Zanthoxylum monophyllum

Patino OJ, Cuca LE. Monophyllidin, a new alkaloid L-proline derivative from Zanthoxylum monophyllum. Phytochem Lett 2011 4(l) 22-5. 

Zanthophylline HI 8-OMe, I-CH2OAC Andreadoxa flava [38], Zanthoxylum monophyllum [44]... 

Two new alkaloids of the flindersine group, zanthophylline (13 R = Me) and desmethylzanthophylline (13 R = H), were obtained from Zanthoxylum mono-phyllum by chromatography of the chloroform extract of the plant. The structure of zanthophylline was indicated by and n.m.r. spectroscopy and by hydrolysis to 8-methoxyflindersine (2 R = OMe) and formaldehyde (identified as its 2,4-dinitrophenylhydrazone derivative). When aqueous acid was used in the isolation procedure, the only alkaloid obtained was 8-methoxyflindersine, and this is apparently an artefact formed by hydrolysis of zanthophylline. Desmethylzanthophylline is only a minor constituent of Z. monophyllum although the alkaloid has not been fully investigated, its mass spectrum is in accord with structure (13 R = H), and the presence of N-acetoxymethyl and hydroxy-groups is confirmed by the appropriate i.r. absorptions. 

Stermitz FR, Caolo MA, Swinehart JA 1980 Chemistry of Zanthoxylum. Part 5. Alkaloids and other constituents of Zanthoxylum williamsii, Z. monophyllum And Z. fagara. Phytochemistry 19 1469-1472... 

Previously thought to be present in prickly ash bark, berberine was not detected in later studies, although it has been reported as a major alkaloid in another Zanthoxylum species, Z. monophyllum Lam. ... 

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