title: Synthesis, chiral HPLC resolution and configuration assignment of 1-phenylglyceryl trinitrate stereomers.
abstract: As an introductory study of in vitro vasodilating activity, the access to the four stereomers of 1-phenylglyceryl trinitrate is described using achiral and chiral chromatography. For semi-preparative separation of the enantiomers, a Chiralcel OD (250 x 10 mm, 10 microm) was used. Catalytic reduction leading to the corresponding stereomers of 1-phenylglycerol allowed absolute configuration assignments. The same methods were used for the separation and configuration assignment of the enantiomers of 3-phenylpropane-1,2-diyl dinitrate.
authors.affiliation: Dipartimento di Scienza e Tecnologia del Farmaco, Università degli Studi di Torino, Torino, Italy.
authors.forename: Konstantin
authors.initials: K
authors.lastname: Chegaev
authors.forename: Loretta
authors.initials: L
authors.lastname: Lazzarato
authors.forename: Gian Cesare
authors.initials: GC
authors.lastname: Tron
authors.forename: Domenica
authors.initials: D
authors.lastname: Marabello
authors.forename: Antonella Di
authors.initials: AD
authors.lastname: Stilo
authors.forename: Clara
authors.initials: C
authors.lastname: Cena
authors.forename: Roberta
authors.initials: R
authors.lastname: Fruttero
authors.forename: Alberto
authors.initials: A
authors.lastname: Gasco
authors.forename: Nicolas
authors.initials: N
authors.lastname: Vanthuyne
authors.forename: Christian
authors.initials: C
authors.lastname: Roussel
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008956:Models, Chemical; D015394:Molecular Structure; D005996:Nitroglycerin / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014665:Vasodilator Agents / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D014665:Vasodilator Agents; D005996:Nitroglycerin