Bioactive polyketides from Peperomia duclouxii

J Nat Prod. 2007 Jun;70(6):998-1001. doi: 10.1021/np070089n. Epub 2007 Jun 5.

Abstract

Four new compounds (1-4) were isolated along with 16 known compounds from whole plants of Peperomia duclouxii. The new structures were elucidated as 4-hydroxy-2-[(3,4-methylenedioxyphenyl)nonanoyl]cyclohexane-1,3-dione (1), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)undecanoyl]cyclohexane-1,3-dione (2), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)tridecanoyl]cyclohexane-1,3-dione (3), and 2-[(3,4-methylenedioxyphenyl)dodecyl]-4-hydroxy-2,3,4,6,7,8-hexahydro-2H-1-benzopyran-5-one (4), by analysis of their spectroscopic data. The known polyketides, surinone A and oleiferinone, showed cell growth inhibitory activity against the WI-38, VA-13, and HepG2 cell lines with IC50 values that ranged from 4.4 to 9.6 microg/mL. The known sesquiterpenoid, sinugibberodiol, showed a more potent effect on calcein accumulation than verapamil at 2.5 and 25 microg/mL. Compounds 3 and 4, surinone A, and oleiferinone showed moderate to weak inhibitory activity on the induction of the intercellular adhesion molecule-1 (ICAM-1) in the presence of IL-1alpha or TNF-alpha.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclohexanones / chemistry
  • Cyclohexanones / isolation & purification*
  • Cyclohexanones / pharmacology*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Female
  • Fluoresceins / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Intercellular Adhesion Molecule-1 / drug effects
  • Interleukin-1alpha / metabolism
  • Molecular Structure
  • Peperomia / chemistry*
  • Plants, Medicinal / chemistry*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology
  • Tumor Cells, Cultured
  • Tumor Necrosis Factor-alpha / metabolism
  • Verapamil / pharmacology

Substances

  • Cyclohexanones
  • Drugs, Chinese Herbal
  • Fluoresceins
  • Interleukin-1alpha
  • Sesquiterpenes
  • Tumor Necrosis Factor-alpha
  • sinugibberodiol
  • Intercellular Adhesion Molecule-1
  • Verapamil
  • fluorexon