Molecules 2008, 13(7), 1518-1529; doi:10.3390/molecules13071518
Article

HPLC-ESI-MS/MS of Imidazole Alkaloids in Pilocarpus microphyllus

1 ThoMSon Mass Spectrometry Laboratory, Institute of Chemistry, State University of Campinas - UNICAMP, Campinas, SP, Brazil 2 Bandeirante University of São Paulo, UNIBAN, São Paulo, SP, Brazil 3 Department of Plant Physiology, Institute of Biology, State University of Campinas - UNICAMP, Campinas, SP, Brazil 4 Umeå Plant Science Centre – Umeå – Sweden
* Author to whom correspondence should be addressed.
Received: 28 May 2008; in revised form: 22 June 2008 / Accepted: 18 July 2008 / Published: 30 July 2008
(This article belongs to the Special Issue Alkaloids)
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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-MSn 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.
Keywords: Jaborandi; Pilocarpus microphyllus; imidazole alkaloids; pilocarpine; HPLCESI- MS/MS.

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MDPI and ACS Style

Sawaya, A.; Abreu, I.N.; Andreazza, N.L.; Eberlin, M.N.; Mazzafera, P. HPLC-ESI-MS/MS of Imidazole Alkaloids in Pilocarpus microphyllus. Molecules 2008, 13, 1518-1529.

AMA Style

Sawaya A, Abreu IN, Andreazza NL, Eberlin MN, Mazzafera P. HPLC-ESI-MS/MS of Imidazole Alkaloids in Pilocarpus microphyllus. Molecules. 2008; 13(7):1518-1529.

Chicago/Turabian Style

Sawaya, Alexandra; Abreu, Ilka N.; Andreazza, Nathalia L.; Eberlin, Marcos N.; Mazzafera, Paulo. 2008. "HPLC-ESI-MS/MS of Imidazole Alkaloids in Pilocarpus microphyllus." Molecules 13, no. 7: 1518-1529.

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