Comparative Anticonvulsant Study of Epoxycarvone Stereoisomers

Molecules

Paula Regina Rodrigues Salgado¹  Diogo Vilar da Fonsêca¹  Renan Marinho Braga¹  Cynthia Germoglio Farias de Melo¹  Luciana Nalone Andrade²  Reinaldo Nóbrega de Almeida¹  Damião Pergentino de Sousa¹ 

[1] Instituto de Pesquisa em Fármacos e Medicamentos, Universidade Federal da Paraíba, CP 5009, João Pessoa, CEP 58051-900, PB, Brazil;Departamento de Farmácia, Universidade Federal de Sergipe, São Cristóvão-SE, CEP 49100-000, Brazil;

关键词: anticonvulsant;    carvone;    stereoisomers;    terpene;    natural products;    essential oils;    pentylenetetrazole;    seizures;    para-menthanes;    enantiomers;   

DOI  :  10.3390/molecules201119649

来源: mdpi

【 摘 要 】

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 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.

【 授权许可】

CC BY   
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