Synthesis of (3-hydroxy-pyrazolin-5-yl)glycine based ligands interacting with ionotropic glutamate receptors

TY - JOUR

T1 - Synthesis of (3-hydroxy-pyrazolin-5-yl)glycine based ligands interacting with ionotropic glutamate receptors

AU - Pinto, A

AU - Tamborini, L

AU - Mastronardi, F

AU - Ettari, R

AU - Safoz, Y

AU - Bunch, Lennart

AU - Nielsen, Birgitte

AU - Jensen, Anders A.

AU - De Micheli, C

AU - Conti, P

PY - 2014/3/21

Y1 - 2014/3/21

N2 - Following the concept that increasing the molecular complexity may enhance the receptor selectivity, we replaced the 3-hydroxy-isoxazoline ring of model compound tricholomic acid with a 3-hydroxy-pyrazoline ring, which could be variously decorated at the N1 position, inserting groups characterized by different electronic and steric properties. Binding assays on rat brain synaptic membranes showed that, depending on the nature of the substituent, some of the new synthesized ligands interacted with either AMPA or KA receptors, with affinities in the mid-micromolar range.

AB - Following the concept that increasing the molecular complexity may enhance the receptor selectivity, we replaced the 3-hydroxy-isoxazoline ring of model compound tricholomic acid with a 3-hydroxy-pyrazoline ring, which could be variously decorated at the N1 position, inserting groups characterized by different electronic and steric properties. Binding assays on rat brain synaptic membranes showed that, depending on the nature of the substituent, some of the new synthesized ligands interacted with either AMPA or KA receptors, with affinities in the mid-micromolar range.

U2 - 10.1016/j.ejmech.2014.01.029

DO - 10.1016/j.ejmech.2014.01.029

M3 - Journal article

SN - 0223-5234

VL - 75

SP - 151

EP - 158

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -