title: New neoclerodane diterpenoids isolated from the leaves of Salvia divinorum and their binding affinities for human kappa opioid receptors.
abstract: Bioactivity-guided fractionation of the leaves of Salvia divinorum has resulted in the isolation of three new neoclerodane diterpenoids: divinatorin D (1), divinatorin E (2), and salvinorin G (3), together with 10 known terpenoids, divinatorin C (4), hardwickiic acid (5), salvinorin-A (6), -B (7), -C (8), -D (9), -E (10), and -F (11), presqualene alcohol (12), and (E)-phytol (13). The structures of these three new compounds were characterized by spectroscopic methods. All these compounds were evaluated for their binding affinities to the human kappa opioid receptors. In comparison with divinatorin D (1), divinatorin E (2), and salvinorin G (3), salvinorin A (6) is still the most potent kappa agonist.
authors.affiliation: Bio-Organic and Natural Products Laboratory, McLean Hospital, Harvard Medical School, 115 Mill Street, Belmont, MA 02478, USA.
authors.forename: David Y W
authors.initials: DY
authors.lastname: Lee
authors.forename: Zhongze
authors.initials: Z
authors.lastname: Ma
authors.forename: Lee-Yuan
authors.initials: LY
authors.lastname: Liu-Chen
authors.forename: Yulin
authors.initials: Y
authors.lastname: Wang
authors.forename: Yong
authors.initials: Y
authors.lastname: Chen
authors.forename: William A
authors.initials: WA
authors.lastname: Carlezon
authors.forename: Bruce
authors.initials: B
authors.lastname: Cohen
mesh_terms: D001667:Binding, Competitive / Q000187:drug effects*; D045785:Diterpenes, Clerodane / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D008968:Molecular Conformation; D010936:Plant Extracts / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry*; D017473:Receptors, Opioid, kappa / Q000037:antagonists & inhibitors*; D027544:Salvia / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D045785:Diterpenes, Clerodane; D010936:Plant Extracts; D017473:Receptors, Opioid, kappa