title: Chemistry of α-mangostin. Studies on the semisynthesis of minor xanthones from Garcinia mangostana.
abstract: α-Mangostin is the major prenylated xanthone from Garcinia mangostana and it has been used also in recent times as starting material for the semisynthetic preparation of various biologically active derivatives. Its structure is characterised by the presence of few functional groups amenable to chemical manipulations, but present in the molecule in multiple instances (three phenolic hydroxyl groups, two prenyl chains and two unsubstituted aromatic carbons). This study represents a first approach to the systematic investigation of the reactivity of α-mangostin and describes the semisynthesis of some minor xanthones isolated from G. mangostana.
authors.affiliation: a Dipartimento di Chimica , Università degli Studi di Milano , via Golgi 19, 20133 Milano , Italy.
authors.forename: Carlo F
authors.initials: CF
authors.lastname: Morelli
authors.forename: Marco
authors.initials: M
authors.lastname: Biagiotti
authors.forename: Valeria M
authors.initials: VM
authors.lastname: Pappalardo
authors.forename: Marco
authors.initials: M
authors.lastname: Rabuffetti
authors.forename: Giovanna
authors.initials: G
authors.lastname: Speranza
mesh_terms: D000215:Acylation; D000478:Alkylation; D005638:Fruit / Q000737:chemistry; D029762:Garcinia mangostana / Q000737:chemistry*; D015394:Molecular Structure; D044004:Xanthones / Q000737:chemistry*
chemical_list: D044004:Xanthones; C009689:xanthone; C021053:mangostin
keywords: Garcinia mangostana; acid-catalysed cyclisation; oxidative cyclisation; semisynthesis; α-mangostin