Mechanism of action of antiepileptic ceramide from Red Sea soft coral Sarcophyton auritum. Issue 24 (15th December 2015)

• Record Type: Journal Article
• Authors: Eltahawy, Nermeen A.; Ibrahim, Amany K.; Radwan, Mohamed M.; Zaitone, Sawsan A.; Gomaa, Mohamed; ElSohly, Mahmoud A.; Hassanean, Hashim A.; Ahmed, Safwat A.
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 25:Issue 24(2015)
• Page Start: 5819
• Page End: 5824
• Publication Date: 2015-12-15
• Subjects: Sarcophyton auritum -- Ceramide -- Anticonvulsant -- Anxiolytic -- GABA receptors -- 5HT3 receptors; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2015.08.039
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: Chemical investigation of the Red Sea soft coral Sarcophyton auritum led to the isolation and structure elucidation of a new ceramide N -((2 S, 3 R, 4 E, 6 E )-1, 3-dihydroxyhenicosa-4, 6-dien-2-yl)tridecanamide (1 ). Structure elucidation was achieved using spectroscopic techniques, including 1D and 2D NMR and HRMS. The anticonvulsant activity of the isolated ceramide was measured in vivo using the pentylenetetrazole (PTZ)-induced seizure model, where it successfully antagonized the lethality of pentylenetetrazole in mice. In addition, the isolated ceramide showed good anxiolytic activity when used in the light–dark transition box and the elevated plus maze compared to diazepam. The molecular modeling studies for the antiepileptic and antianxiety mechanism of the isolated ceramide suggested a CNS depressing activity possibly through GABA and serotonin receptors modulation. The pharmacological activity of the ceramide involved agonistic activity on GABA-A receptors but not 5HT3 receptors.