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

26 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

Fingerprint

Marrubium
Lebanon
Parasympatholytics
Diterpenes
Spasm
Structure-Activity Relationship
Medicinal Plants
Chloroform
Ileum
Acetylcholine
Purification
Smooth Muscle
Muscle
Antennas
Pain
labdane

Keywords

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

Cite this

Rigano, D., Aviello, G., Bruno, M., Formisano, C., Rosselli, S., Capasso, R., ... 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

Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp. libanoticum. / Rigano, Daniela; Aviello, Gabriella; Bruno, Maurizio; Formisano, Carmen; Rosselli, Sergio; Capasso, Raffaele; Senatore, Felice; Izzo, Angelo A; Borrelli, Francesca.

In: Journal of Natural Products, Vol. 72, No. 8, 08.2009, p. 1477-1481.

Research output: Contribution to journalArticle

Rigano, D, Aviello, G, Bruno, M, Formisano, C, Rosselli, S, Capasso, R, Senatore, F, Izzo, AA & Borrelli, F 2009, 'Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp. libanoticum', Journal of Natural Products, vol. 72, no. 8, pp. 1477-1481. https://doi.org/10.1021/np9002756
Rigano, Daniela ; Aviello, Gabriella ; Bruno, Maurizio ; Formisano, Carmen ; Rosselli, Sergio ; Capasso, Raffaele ; Senatore, Felice ; Izzo, Angelo A ; Borrelli, Francesca. / Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp. libanoticum. In: Journal of Natural Products. 2009 ; Vol. 72, No. 8. pp. 1477-1481.
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