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RESEARCH PRODUCT

Antispasmodic Effects and Structure−Activity Relationships of Labdane Diterpenoids from Marrubium globosum ssp. libanoticum

Sergio RosselliFrancesca BorrelliDaniela RiganoAngelo A. IzzoCarmen FormisanoMaurizio BrunoFelice SenatoreGabriella AvielloRaffaele Capasso

subject

MaleAntispasmodic effectditerpenoidPharmaceutical SciencePharmacognosyAnalytical ChemistryLabdaneMiceStructure-Activity Relationshipchemistry.chemical_compoundIleumDrug DiscoveryBotanymedicineAnimalsLebanonMedicinal plantsPharmacologyMarrubium globosum ssp. libanoticumPlants MedicinalMolecular StructurebiologyPlant ExtractsfungiOrganic ChemistryParasympatholyticsfood and beveragesMuscle SmoothSettore CHIM/06 - Chimica Organicabiology.organism_classificationAcetylcholineTerpenoidAntispasmodic AgentComplementary and alternative medicinechemistryMolecular MedicineAntispasmodicDiterpenesDiterpeneMarrubiumMarrubiummedicine.drug

description

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.

yearjournalcountryeditionlanguage
2009-01-01Journal of Natural Products
https://doi.org/10.1021/np9002756