title: Spiro[2.2]pentane as a dissymmetric scaffold for conformationally constrained analogues of glutamic acid: focus on racemic 1-aminospiro[2.2]pentyl-1,4-dicarboxylic acids.
abstract: In search for novel conformationally constrained analogues of L-glutamic acid, a diastereodivergent synthesis of the four 1-aminospiro[2.2]pentyl-1,4-dicarboxylic acid racemic pairs is reported along with their stereochemical assignment, conformational analysis, and preliminary biological evaluation as potential glutamate (ionotropic and metabotropic) ligands.
authors.affiliation: Dipartimento di Chimica e Tecnologia del Farmaco, Università di Perugia, Via del Liceo, 1, 06123 Perugia Italy. rp@unipg.it
authors.forename: Roberto
authors.initials: R
authors.lastname: Pellicciari
authors.forename: Maura
authors.initials: M
authors.lastname: Marinozzi
authors.forename: Emidio
authors.initials: E
authors.lastname: Camaioni
authors.forename: Maria
authors.initials: M
authors.lastname: del Carmen Nùnez
authors.forename: Gabriele
authors.initials: G
authors.lastname: Costantino
authors.forename: Fabrizio
authors.initials: F
authors.lastname: Gasparini
authors.forename: Gianluca
authors.initials: G
authors.lastname: Giorgi
authors.forename: Antonio
authors.initials: A
authors.lastname: Macchiarulo
authors.forename: Natarajan
authors.initials: N
authors.lastname: Subramanian
mesh_terms: D003998:Dicarboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D018698:Glutamic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010420:Pentanes / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D003998:Dicarboxylic Acids; D010420:Pentanes; D013141:Spiro Compounds; D018698:Glutamic Acid