TY - JOUR T1 - Schistosomicidal and trypanocidal structure-activity relationships for (±)-licarin A and its (-)- and (+)-enantiomers. AU - Pereira,A C, AU - Magalhães,L G, AU - Gonçalves,U O, AU - Luz,P P, AU - Moraes,A C G, AU - Rodrigues,V, AU - da Matta Guedes,P M, AU - da Silva Filho,A A, AU - Cunha,W R, AU - Bastos,J K, AU - Nanayakkara,N P D, AU - e Silva,M L A, Y1 - 2011/05/11/ PY - 2010/12/20/received PY - 2011/04/08/revised PY - 2011/04/13/accepted PY - 2011/5/17/entrez PY - 2011/5/17/pubmed PY - 2011/11/1/medline SP - 1424 EP - 30 JF - Phytochemistry JO - Phytochemistry VL - 72 IS - 11-12 N2 - (±)-Licarin A (1) was obtained by oxidative coupling, and its enantiomers, (-)-licarin A (2) and (+)-licarin A (3), were resolved by chiral HPLC. Schistosomicidal and trypanocidal activities of these compounds were evaluated in vitro against Schistosoma mansoni adult worms and trypomastigote forms of Trypanosoma cruzi. The racemic mixture (1) displayed significant schistosomicidal activity with an LC₅₀ value of 53.57 μM and moderate trypanocidal activity with an IC₅₀ value of 127.17 μM. On the other hand, the (-)-enantiomer (2), displaying a LC₅₀ value of 91.71 μM, was more active against S. mansoni than the (+)-enantiomer (3), which did not show activity. For the trypanocidal assay, enantiomer 2 showed more significant activity (IC₅₀ of 23.46 μM) than enantiomer 3, which showed an IC₅₀ value of 87.73 μM. Therefore, these results suggest that (±)-licarin A (1) and (-)-licarin A (2) are promising compounds that could be used for the development of schistosomicidal and trypanocidal agents. SN - 1873-3700 UR - https://www.unboundmedicine.com/medline/citation/21570099/Schistosomicidal_and_trypanocidal_structure_activity_relationships_for__±__licarin_A_and_its______and__+__enantiomers_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(11)00231-7 DB - PRIME DP - Unbound Medicine ER -