Comparative Anticonvulsant Study of Epoxycarvone Stereoisomers

Paula Salgado, Diogo da Fonsêca, Renan Braga, Cynthia de Melo, Luciana Andrade, Reinaldo de Almeida, Damião de Sousa
2015 Molecules  
Stereoisomers of the monoterpene epoxycarvone (EC), namely (+)-cis-EC, (´)-cis-EC, (+)-trans-EC, and (´)-trans-EC, were comparatively evaluated for anticonvulsant activity in specific methodologies. In the pentylenetetrazole (PTZ)-induced anticonvulsant test, all of the stereoisomers (at 300 mg/kg) increased the latency to seizure onset, and afforded 100% protection against the death of the animals. In the maximal electroshock-induced seizures (MES) test, prevention of tonic seizures was also
more » ... seizures was also verified for all of the isomers tested. However, the isomeric forms (+) and (´)-trans-EC showed 25% and 12.5% inhibition of convulsions, respectively. In the pilocarpine-induced seizures test, all stereoisomers demonstrated an anticonvulsant profile, yet the stereoisomers (+) and (´)-trans-EC (at 300 mg/kg) showed a more pronounced effect. A strychnine-induced anticonvulsant test was performed, and none of the stereoisomers significantly increased the latency to onset of convulsions; the stereoisomers probably do not act in this pathway. However, the stereoisomers (+)-cis-EC and (+)-trans-EC greatly increased the latency to death of the animals, thus presenting some protection. The four EC stereoisomers show promise for anticonvulsant activity, an effect emphasized in the isomers (+)-cis-EC, (+)-trans-EC, and (´)-trans-EC for certain parameters of the tested methodologies. These results serve as support for further research and development of antiepileptic drugs from monoterpenes.
doi:10.3390/molecules201119649 pmid:26528962 fatcat:myo5uqwnn5e3zinrjz3j7jtvfi