title: New perspectives for (S)-dolichol and (S)- nor dolichol synthesis and biological functions.
abstract: A procedure is described for the preparation of (S)-dolichol and (S)- nor dolichol starting from the polyprenyl fraction extracted from Gingko biloba integer or exhausted leaves. The procedure appears extremely valuable in obtaining the two chiral isoprenoid compounds in good chemical yields and retention of a high degree of enantiomeric excess. Also, the (S)- nor dolichol represents a good chiral precursor for the preparation of (14)C-labelled (S)-dolichol to be used in biological investigations into the (S)-dolichol catabolism in the functional living cell. Furthermore, the possible role of (S)-dolichol as a free radical scavenger in the cell membrane was preliminarily evaluated by means of a (1)H-NMR analytical method. Apparently, experimental results substantiate this hypothesis.
authors.affiliation: UdR of the INSTM Consortium, Department of Chemistry and Industrial Chemistry, University of Pisa, Via Risorgimento 35, Pisa, Italy.
authors.forename: Ranieri
authors.initials: R
authors.lastname: Bizzarri
authors.forename: Benedetta
authors.initials: B
authors.lastname: Cerbai
authors.forename: Francesca
authors.initials: F
authors.lastname: Signori
authors.forename: Roberto
authors.initials: R
authors.lastname: Solaro
authors.forename: Ettore
authors.initials: E
authors.lastname: Bergamini
authors.forename: Ilaria
authors.initials: I
authors.lastname: Tamburini
authors.forename: Emo
authors.initials: E
authors.lastname: Chiellini
mesh_terms: D000818:Animals; D004286:Dolichols / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D016166:Free Radical Scavengers / Q000737:chemistry; D020441:Ginkgo biloba / Q000737:chemistry*; D008027:Light; D008041:Linoleic Acids / Q000737:chemistry; D015227:Lipid Peroxidation; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry
chemical_list: D004286:Dolichols; D016166:Free Radical Scavengers; D008041:Linoleic Acids; D010936:Plant Extracts; C005575:methyl linoleate