title: Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp. libanoticum.
abstract: Marrubium globosum ssp. libanoticum is a medicinal plant used in Lebanon to reduce pain and smooth muscle spasms. A chloroform extract obtained from M. globosum aerial parts reduced acetylcholine-induced contractions in the isolated mouse ileum. The purification of this extract identified, among 12 isolated labdane diterpenoids, four new compounds, named 13-epicyllenin A (4), 13,15-diepicyllenin A (5), marrulibacetal (9), and marrulactone (11). Their structures were determined by spectroscopic methods. Compound 9, which exerted antispasmodic activity, is likely the active ingredient of the extract. Preliminary structure-activity relationships for this class of compounds are suggested.
authors: Department of Chemistry of Natural Products, University of Naples Federico II, Via D. Montesano 49, 80131 Naples, Italy.
authors: Daniela
authors: D
authors: Rigano
authors: Gabriella
authors: G
authors: Aviello
authors: Maurizio
authors: M
authors: Bruno
authors: Carmen
authors: C
authors: Formisano
authors: Sergio
authors: S
authors: Rosselli
authors: Raffaele
authors: R
authors: Capasso
authors: Felice
authors: F
authors: Senatore
authors: Angelo A
authors: AA
authors: Izzo
authors: Francesca
authors: F
authors: Borrelli
mesh_terms: D000109:Acetylcholine / Q000494:pharmacology; D000818:Animals; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D007082:Ileum / Q000187:drug effects*; D007861:Lebanon; D008297:Male; D027522:Marrubium / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D009130:Muscle, Smooth / Q000187:drug effects*; D010276:Parasympatholytics / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010946:Plants, Medicinal / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D004224:Diterpenes; D010276:Parasympatholytics; D010936:Plant Extracts; D000109:Acetylcholine