Fructose-fused gamma-butyrolactones and lactams, synthesis and biological evaluation as GABA receptor ligands.
We describe the synthesis of sugar-fused beta-disubstituted gamma-butyrolactones, gamma-butyrolactams and a lipophilic beta-disubstituted GABA analogue as potential GABA receptor ligands, where the pharmacophore is engineered into the carbohydrate scaffold in the form of a C-fructoside. The products were characterized for receptor binding studies of GABA(A) receptors.
Araújo
Ana C
AC
Departamento de Química e Bioquímica, Universidade de Lisboa e CQB, C8, Campo Grande, Lisboa, Portugal.
Nicotra
Francesco
F
Costa
Barbara
B
Giagnoni
Gabriella
G
Cipolla
Laura
L
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry*; D000818:Animals; D001667:Binding, Competitive; D001921:Brain / Q000378:metabolism; D005632:Fructose / Q000031:analogs & derivatives* / Q000737:chemistry*; D018755:GABA Agonists / Q000138:chemical synthesis / Q000737:chemistry*; D018756:GABA Antagonists / Q000138:chemical synthesis / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis / Q000737:chemistry*; D008024:Ligands; D009118:Muscimol / Q000737:chemistry; D051381:Rats
D018755:GABA Agonists; D018756:GABA Antagonists; D007769:Lactams; D008024:Ligands; D009118:Muscimol; D005632:Fructose; D015107:4-Butyrolactone