Planta Med 2014; 80 - P1L163
DOI: 10.1055/s-0034-1394820

In vitro schistosomicidal evaluation of lignans from Piper cubeba against Schistosoma mansoni adult worms

ES Costa 1, JM Souza 1, GV Símaro 1, LG Magalhães 1, JK Bastos 2, RS Laurentiz 3, PM Pauletti 1, WR Cunha 1, AH Januário 1, MLA Silva 1
  • 1Postgraduate Program in Sciences, Universidade de Franca, CP 82, 14404 – 600, Franca-SP, Brazil
  • 2School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Av. Bandeirantes, 3900, 14040 – 901, Ribeirão Preto, SP, Brazil
  • 3Department of Physics and Chemistry, Universidade Estadual Paulista, Avenida Brazil 56, 15385 – 000, Ilha Solteira – SP, Brazil

The lignans (-)-hinokinin (1), (-)-cubebin (2), (-)-yatein (3), (-)-5-methoxy-yatein (4), (-)-dihydrocubebin (5) and (-)-dihydroclusin (6) were isolated from the hydromethanolic fraction of Piper cubeba seed extract and evaluated in vitro against Schistosoma mansoni adult worms.The structural elucidation of 1 – 6were established by NMR and MS data.The dibenzylbutyrolactones lignans 1, 3 and 4 exhibited decreased motor activity and separation of couple adult worms. Comparing the structures of 3 and 4, the presence of the methoxy group at C-5 appears to be important for activity. Considering the two most active compounds 4 and 1, changing the substitution pattern of methoxyl groups by a methylenedioxyl group in C-3' and C-4' significantly alter the biological response being 1 the second most active compound among the evaluated lignans. Further studies could yield insights into structure-activity relationships.

Acknowledgements: CNPq, grant #2009/15207 – 4 São Paulo Research Foundation (FAPESP).

Keywords: Piper cubeba, Schistosoma mansoni, lignans