title: Synthesis of two trisaccharides related to the hepatoprotective phenylethanoids leonoside E and F isolated from Leonurus japonicus Houtt.
abstract: The chemical synthesis of two trisaccharides related to leonoside E and F is reported. The target oligosaccharides were prepared in the form of their p-methoxyphenyl glycosides using a common disaccharide acceptor. All reaction steps were high yielding (>80%) and the stereoselective glycosylations were achieved by activation of the thioglycoside donors using N-iodosuccinimide in the presence of La(OTf)3.
authors.affiliation: Indian Institute of Science Education and Research-Kolkata, Mohanpur, Nadia 741252, India.
authors.forename: Darshita
authors.initials: D
authors.lastname: Budhadev
authors.affiliation: Indian Institute of Science Education and Research-Kolkata, Mohanpur, Nadia 741252, India. Electronic address: sugarnet73@hotmail.com.
authors.forename: Balaram
authors.initials: B
authors.lastname: Mukhopadhyay
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006031:Glycosylation; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D031332:Leonurus / Q000737:chemistry*; D008969:Molecular Sequence Data; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification
chemical_list: C572242:2-(3-methoxy-4-hydroxyphenyl)ethanol-O-arabinopyranosyl-(1-2)-rhamnopyranosyl-(1-3)-glucopyranoside; C572243:2-(3-methoxyl-4-hydroxyphenyl)ethanol-O-rhamnopyranosyl-(1-3) (glucopyranosyl-(1-6))-glucopyranoside; D014312:Trisaccharides; D006139:Guaiacol
keywords: Glycosylation; La(OTf)(3); Phenylethanoid glycosides