HPLC-ESI-MS/MS of imidazole alkaloids in Pilocarpus microphyllus.

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
A C H F SawayaPaulo Mazzafera

Abstract

Pilocarpine, an important imidazole alkaloid, is extracted from the leaves of Pilocarpus microphyllus (Rutaceae), known in Brazil as jaborandi and used mainly for the treatment of glaucoma. Jaborandi leaves also contain other imidazole alkaloids, whose pharmacological and physiological properties are unknown, and whose biosynthetic pathways are under investigation. In the present study, a HPLC method coupled with ESI-MS(n) was developed for their qualitative and quantitative analysis. This method permits the chromatographic separation of the imidazole alkaloids found in extracts of jaborandi, as well as the MS/MS analysis of the individual compounds. Thus two samples: leaves of P. microphyllus and a paste that is left over after the industrial extraction of pilocarpine; were compared. The paste was found to contain significant amounts of pilocarpine and other imidazole alkaloids, but had a slightly different alkaloid profile than the leaf extract. The method is suitable for the routine analysis of samples containing these alkaloids, as well as for the separation and identification of known and novel alkaloids from this family, and may be applied to further studies of the biosynthetic pathway of pilocarpine in P. microphyllus.

References

Jan 1, 1989·Journal of Pharmaceutical and Biomedical Analysis·A Gomez-GomarJ Costa-Segarra
Sep 29, 2001·Journal of Pain and Symptom Management·A N DaviesD Beighton
Apr 25, 2003·Phytochemistry·Graziela AvanciniPaulo Mazzafera

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Citations

Apr 8, 2011·Natural Product Reports·Zhong Jin
Dec 5, 2014·Journal of Plant Physiology·Nathalia Luiza AndreazzaPaulo Mazzafera
Jul 12, 2014·British Dental Journal·Preena Sidhu
Jul 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Theresa SchmidtRené Csuk

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