Synthesis and the antidepressant-like activity investigation of bis-(N-monosuccinyl-D-seryl-D-lysine) hexamethylenediamide, the DD-enantiomer of the BDNF dipeptide mimetic, compound GSB-106

Abstract

Previously, based on the β-turn of the fourth loop of the brain-derived neurotrophic factor, we obtained GSB-106 (bis-(N-monosuccinyl-L-seryl-L-lysine) hexamethylenediamide), that has pronounced neuroprotective and antidepressant activities in doses of 0.1–10 mg/kg with intraperitoneal and oral administration. For identifying the stereospecificity of the antidepressant-like effect of GSB-106, in this work its enantiomer (GSB-106DD) was synthesized and its antidepressant-like properties were studied. It was shown that GSB-106DD has no antidepressant-like effect when administered intraperitoneally in doses of 0.1 and 1.0 mg/kg. It can be assumed that the stereospecificity of the antidepressant-like activity of GSB-106 dependence on the configuration of amino acid moieties.

Keywords

• brain-derived neurotrophic factor
• bdnf
• dipeptide mimetic
• gsb-106
• enantiomer
• stereospecificity
• antidepressant activity