title: Synthesis and evaluation of neuroprotective alpha,beta-unsaturated aldehyde scavenger histidyl-containing analogues of carnosine.
abstract: The synthesis, scavenging activity, and cytoprotective profiles of histidyl-containing carnosine analogues bearing hydrazide or 1,2-diol moieties is reported. Some compounds have demonstrated higher aldehyde-sequestering efficiency than carnosine and were also efficient in protecting SH-SY5Y neuroblastoma cells and rat hippocampal neurons from 4-hydroxy-trans-2,3-nonenal (HNE)-mediated death. The cytoprotective efficacy of these compounds suggests their potential use as therapeutic agents for disorders that involve excessive membrane lipids peroxidation and HNE-mediated neuronal toxicity.
authors.affiliation: Institute of Biomolecular Chemistry of CNR, Padova Unit, via F. Marzolo, 1, 35131 Padova, Italy. andrea.guiotto@unipd.it
authors.forename: Andrea
authors.initials: A
authors.lastname: Guiotto
authors.forename: Andrea
authors.initials: A
authors.lastname: Calderan
authors.forename: Paolo
authors.initials: P
authors.lastname: Ruzza
authors.forename: Alessio
authors.initials: A
authors.lastname: Osler
authors.forename: Chiara
authors.initials: C
authors.lastname: Rubini
authors.forename: Dong-Gyu
authors.initials: DG
authors.lastname: Jo
authors.forename: Mark P
authors.initials: MP
authors.lastname: Mattson
authors.forename: Gianfranco
authors.initials: G
authors.lastname: Borin
mesh_terms: D000447:Aldehydes / Q000378:metabolism / Q000633:toxicity*; D000818:Animals; D002336:Carnosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016923:Cell Death / Q000187:drug effects; D045744:Cell Line, Tumor; D002478:Cells, Cultured; D019610:Cytoprotection; D006624:Hippocampus / Q000166:cytology / Q000187:drug effects; D006639:Histidine / Q000737:chemistry*; D006801:Humans; D009474:Neurons / Q000166:cytology / Q000187:drug effects; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D000447:Aldehydes; D018696:Neuroprotective Agents; D006639:Histidine; D002336:Carnosine; C027576:4-hydroxy-2-nonenal