Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp. libanoticum

Daniela Rigano, Gabriella Aviello, Maurizio Bruno, Carmen Formisano, Sergio Rosselli, Raffaele Capasso, Felice Senatore, Angelo A Izzo, Francesca Borrelli

Research output: Contribution to journalArticle

29 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1477-1481
Number of pages5
JournalJournal of Natural Products
Volume72
Issue number8
DOIs
Publication statusPublished - Aug 2009

Keywords

  • Acetylcholine
  • Animals
  • Diterpenes
  • Ileum
  • Lebanon
  • Male
  • Marrubium
  • Mice
  • Molecular Structure
  • Muscle, Smooth
  • Parasympatholytics
  • Plant Extracts
  • Plants, Medicinal
  • Structure-Activity Relationship
  • Journal Article

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  • Cite this

    Rigano, D., Aviello, G., Bruno, M., Formisano, C., Rosselli, S., Capasso, R., Senatore, F., Izzo, A. A., & Borrelli, F. (2009). Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp. libanoticum. Journal of Natural Products, 72(8), 1477-1481. https://doi.org/10.1021/np9002756