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Anthelmintic,Antibacterial and Cytotoxicity Activity of Imidazole Alkaloids from Pilocarpus microphyllus Leaves
Authors:Jefferson A. Rocha  Ivanilza M. Andrade  Leiz M.C. Véras  Patrick V. Quelemes  David F. Lima  Maria J.S. Soares  Pedro L.S. Pinto  Simon J. Mayo  Galya Ivanova  Maria Rangel  Manuela Correia  Ana Carolina Mafud  Yvonne P. Mascarenhas  Cristina Delerue‐Matos  Josué de Moraes  Peter Eaton  José R.S.A. Leite
Affiliation:1. Programa de Mestrado em Biotecnologia (PPGBiotec), Campus de Parnaíba, Universidade Federal do Piauí (UFPI), Parnaíba, PI, Brazil;2. Núcleo de Pesquisa em Biodiversidade e Biotecnologia, Biotec, Campus de Parnaíba, Universidade Federal do Piauí, Parnaíba, PI, Brazil;3. Curso de Ciências da Natureza, Universidade Federal do Maranh?o (UFMA), Grajaú, MA, Brazil;4. Programa de Pós‐gradua??o da Rede Nordeste de Biotecnologia, RENORBIO, Ponto focal UFPI, Teresina, Piauí, Brazil;5. Colegiado Acadêmico de Medicina. Campus Paulo Afonso, Universidade Federal do Vale do S?o Francisco (UNIVASF), Petrolina, Brazil;6. Departamento de Morfofisiologia Veterinária, Universidade Federal do Piauí, Teresina, PI, Brazil;7. Núcleo de Enteroparasitas, Instituto Adolfo Lutz, S?o Paulo, SP, Brazil;8. Royal Botanic Gardens, Kew, Richmond, Surrey, UK;9. UCIBIO‐REQUIMTE, Departamento de Química e Bioquímica, Universidade do Porto, Porto, Portugal;10. LAQV/REQUIMTE, Instituto Superior de Engenharia do Porto, Instituto Politécnico do Porto, Porto, Portugal;11. Instituto de Física de S?o Carlos, Universidade de S?o Paulo, S?o Carlos, SP, Brazil;12. Núcleo de Pesquisa em Doen?as Negligenciadas, Universidade Guarulhos (NPDN/UNG), Guarulhos, SP, Brazil;13. Area Morfologia, Faculdade de Medicina, Universidade de Brasília (UnB), Brasília, DF, Brazil
Abstract:Pilocarpus microphyllus Stapf ex Wardlew (Rutaceae), popularly known as jaborandi, is a plant native to the northern and northeastern macroregions of Brazil. Several alkaloids from this species have been isolated. There are few reports of antibacterial and anthelmintic activities for these compounds. In this work, we report the antibacterial and anthelmintic activity of five alkaloids found in P. microphyllus leaves, namely, pilosine, epiisopilosine, isopilosine, epiisopiloturine and macaubine. Of these, only anthelmintic activity of one of the compounds has been previously reported. Nuclear magnetic resonance, HPLC and mass spectrometry were combined and used to identify and confirm the structure of the five compounds. As regards the anthelmintic activity, the alkaloids were studied using in vitro assays to evaluate survival time and damaged teguments for Schistosoma mansoni adult worms. We found epiisopilosine to have anthelmintic activity at very low concentrations (3.125 μg mL?1); at this concentration, it prevented mating, oviposition, reducing motor activity and altered the tegument of these worms. In contrast, none of the alkaloids showed antibacterial activity. Additionally, alkaloids displayed no cytotoxic effect on vero cells. The potent anthelmintic activity of epiisopilosine indicates the potential of this natural compound as an antiparasitic agent. Copyright © 2017 John Wiley & Sons, Ltd.
Keywords:pilocarpus microphyllus  imidazole alkaloids  epiisopilosine  schistosoma mansoni  anthelmintic activity
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