title: Salvinorins J from Salvia divinorum: mutarotation in the neoclerodane system.
abstract: A search for biosynthetic precursors of salvinorin A (1) led to the isolation of a new neoclerodane diterpenoid hemiacetal mixture, salvinorins J (2), from the chloroform extract of Salvia divinorum. A leaf surface extraction method was used on S. divinorum, affording a chlorophyll-free extract containing predominantly neoclerodane diterpenoids, including the new salvinorins J (2) and 14 known analogues. Salvinorins J (2) represent an example of a neoclerodane hemiacetal (lactol) susceptible to mutarotation with the formation of an equilibrium mixture of C-17 epimers.
authors.affiliation: Department of Pharmacognosy, University of Mississippi, University, Mississippi 38677-1848, USA.
authors.forename: Lukasz M
authors.initials: LM
authors.lastname: Kutrzeba
authors.forename: Daneel
authors.initials: D
authors.lastname: Ferreira
authors.forename: Jordan K
authors.initials: JK
authors.lastname: Zjawiony
mesh_terms: D045785:Diterpenes, Clerodane / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D027544:Salvia / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D045785:Diterpenes, Clerodane; C544048:salvinorin J; C090499:salvinorin A