title: Synthesis and evaluation of anti-apoptotic activity of L-carnitine cyclic analogues and amino acid derivatives.
abstract: Two series of derivatives were synthesised. In one series (R)-4-hydroxy-2-pyrrolidinone was used as a mimic of cyclic L-carnitine analogue and in the second series 3-amino-2-piperidinone was used as a cyclic ornithine analogue. N-Benzyloxycarbonyl derivatives of some amino acids were also prepared. The newly synthesised compounds were tested for their ability to inhibit Fas-activated apoptosis of human Jurkatt T-cell line. The results confirm the previously described anti-apoptotic activity of carnitine and indicate new carnitine and amino acid analogues (1, 3, 6, 7, 20) that inhibit Fas-induced apoptosis.
authors.affiliation: Department of Drug Chemistry and Technology, University of Perugia, Perugia, Italy. fringuel@unipg.it
authors.forename: Renata
authors.initials: R
authors.lastname: Fringuelli
authors.forename: M Pilar
authors.initials: MP
authors.lastname: Utrilla Navarro
authors.forename: Lara
authors.initials: L
authors.lastname: Milanese
authors.forename: Stefano
authors.initials: S
authors.lastname: Bruscoli
authors.forename: Fausto
authors.initials: F
authors.lastname: Schiaffella
authors.forename: Carlo
authors.initials: C
authors.lastname: Riccardi
authors.forename: Claudio
authors.initials: C
authors.lastname: De Simone
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects* / Q000502:physiology; D002331:Carnitine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical / Q000379:methods; D006801:Humans; D019169:Jurkat Cells
chemical_list: D000596:Amino Acids; D002331:Carnitine