Synthesis, characterization and in vitro pharmacology of novel pregabalin derivatives

Stefica Horvat; Zdenko Hamersak; Irena Stipetić; Thierry Jolas

doi:10.1016/j.ejmech.2009.12.049

Synthesis, characterization and in vitro pharmacology of novel pregabalin derivatives

Eur J Med Chem. 2010 Apr;45(4):1447-52. doi: 10.1016/j.ejmech.2009.12.049. Epub 2010 Jan 4.

Authors

Stefica Horvat¹, Zdenko Hamersak, Irena Stipetić, Thierry Jolas

Affiliation

¹ Department of Organic Chemistry and Biochemistry, Rudjer Bosković Institute, P.O. Box 180, 10002 Zagreb, Croatia.

PMID: 20079559
DOI: 10.1016/j.ejmech.2009.12.049

Abstract

A series of novel pregabalin derivatives were synthesized starting from N-protected pregabalin, different amino sugars, adamantylamine, serotonin and tryptamine. New compounds were spectroscopically characterized and in vitro tested on gabapentin receptor binding assay. The serotonin-pregabalin adduct showed significant binding effect and its IC50 value was determined.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cerebral Cortex / drug effects
In Vitro Techniques
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Pregabalin
Rats
Spectrophotometry, Infrared
gamma-Aminobutyric Acid / analogs & derivatives*
gamma-Aminobutyric Acid / chemical synthesis
gamma-Aminobutyric Acid / chemistry
gamma-Aminobutyric Acid / pharmacology

Substances

Pregabalin
gamma-Aminobutyric Acid