title: Design and synthesis of 1,2-dithiolane derivatives and evaluation of their neuroprotective activity.
abstract: We designed and synthesized new analogues containing 1,2-dithiolane-3-alkyl and protected or free catechol moieties connected through heteroaromatic rings such as triazole, 1,2,4-oxadiazole, 1,3,4-oxadiazole, tetrazole or thiazole in order to explore the influence of the bioisosteric replacement of the amide group on the neuroprotective activity of the lipoic acid/dopamine conjugate. Evaluation of the activity of the new compounds, using glutamate-challenged hippocampal HT22 cells, showed that incorporation of heteroaromatic rings in the alkyl-1,2-dithiolane moieties in conjunction with another antioxidant, in this case catechol, may result in strong neuroprotective activity.
authors.affiliation: National Hellenic Research Foundation, Institute of Organic and Pharmaceutical Chemistry, 48 Vas. Constantinou Avenue, 116 35 Athens, Greece. mkoufa@eie.gr
authors.forename: Maria
authors.initials: M
authors.lastname: Koufaki
authors.forename: Christina
authors.initials: C
authors.lastname: Kiziridi
authors.forename: Faidra
authors.initials: F
authors.lastname: Nikoloudaki
authors.forename: Michael N
authors.initials: MN
authors.lastname: Alexis
mesh_terms: D002460:Cell Line; D004353:Drug Evaluation, Preclinical; D006624:Hippocampus / Q000166:cytology / Q000187:drug effects; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D008063:Thioctic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: C448825:1,2-dithiolane; D018696:Neuroprotective Agents; D008063:Thioctic Acid