Synthesis of 6,6-dicarboxy-3,4-methano-L-proline, a new constrained glutamate analog endowed with neuroprotective properties.
6,6-Dicarboxy-3,4-methano-L-proline (L-DCMP, 7) has been prepared by the rhodium(II)acetate dimer catalyzed decomposition of dimethyl diazomalonate in the presence of a 3,4-didehydroproline derivative. When evaluated against NMDA- and kainate-induced toxicity in cultured cortical neurons, L-DCMP (7) exhibited good neuroprotective activity.
Marinozzi
M
M
Instituto di Chimica e Tecnologia del Farmaco, Universita degli Studi di Perugia, Italy.
Natalini
B
B
Costantino
G
G
Pellicciari
R
R
Bruno
V
V
Nicoletti
F
F
D000818:Animals; D002478:Cells, Cultured; D002540:Cerebral Cortex / Q000187:drug effects; D005260:Female; D051379:Mice; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D011247:Pregnancy; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D017470:Receptors, Glutamate / Q000187:drug effects
C098822:6,6-dicarboxy-3,4-methano-L-proline; D018696:Neuroprotective Agents; D017470:Receptors, Glutamate; D011392:Proline