New Cadinane Sesquiterpenes from the Stems of Kadsura heteroclita

Molecules. 2019 Apr 28;24(9):1664. doi: 10.3390/molecules24091664.

Abstract

As part of our continual efforts to exploit 'Tujia Ethnomedicine' for their pharmacophoric functionalities, we herein investigated Kadsura heteroclita collected from a deep Wulin mountain area in northern Hunan province. The current study resulted in the isolation of three new sesquiterpenes: 6α,9α,15-trihydroxycadinan-4-en-3-one (1), (+)-3,11,12-trihydroxycalamenene (2), (-)-3,10,11,12-tetrahydroxy-calamenene (3), along with four known sesquiterpenes (4-7), and a cytochalasin H (8). Their chemical structures were elucidated by 1D-, and 2D-NMR spectroscopy, and HRESI-MS, CD spectrometry. The antioxidant, and cytotoxic activities of the compounds were evaluated. Compound 8 exhibited a strong antioxidant effect with an IC50 value of 3.67 µM on isolated human polymorphonuclear cells or neutrophils.

Keywords: Kadsura heteroclita; Schisandraceae; Tujia ethnomedicine; antioxidant; sesquiterpenes.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Kadsura / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Stems / chemistry*
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology

Substances

  • Antioxidants
  • Plant Extracts
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes
  • cadinane