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DOI: 10.1055/s-0034-1394820
In vitro schistosomicidal evaluation of lignans from Piper cubeba against Schistosoma mansoni adult worms
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