Structural Elucidation of Malonylcommunol and 6β-Hydroxy- trans-communic Acid, Two Undescribed Diterpenes from Salvia cinnabarina. First Examples of Labdane Diterpenoids from a Mexican Salvia Species

Molecules. 2020 Apr 15;25(8):1808. doi: 10.3390/molecules25081808.

Abstract

The aerial parts of Salvia cinnabarina afforded two undescribed labdane diterpenoids 1 and 2 (malonylcommunol and 6β-hydroxy-trans-communic acid) along with two known labdane diterpenoids, trans-communic acid (3) and trans-communol (4). Additionally, seven known metabolites were also isolated; two isopimarane diterpenoids 5 and 6, two sesquiterpenoids identified as β-eudesmol (7) and cryptomeridiol (8), and three aromatic compounds identified as phthalic acid (9), a mixture of tyrosol fatty acid esters (10) and the flavone salvigenine (11). While compounds compounds 1-3 showed significant inhibition of yeast α-glucosidase, compounds 2, 3 and 7 had no anti-inflammatory activity in the edema model induced by TPA. This paper is not only the first report on a wild population of Salvia cinnabarina, but also of the presence of labdane-type diterpenoids in a Mexican Salvia sp.

Keywords: Salvia cinnabarina; labdane diterpenoid; α-glucosidase.

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Diterpenes / chemistry*
  • Dose-Response Relationship, Drug
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / pharmacology
  • Magnetic Resonance Spectroscopy
  • Models, Molecular*
  • Molecular Structure*
  • Salvia / chemistry*
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents
  • Diterpenes
  • Glycoside Hydrolase Inhibitors
  • communic acid